2-MERCAPTOETHANOL

Synonyms:
2-Merkaptoetanol; 2-ME; 1-ETHANOL-2-THIOL;2ME  ;  1-HYDROXY-2-MERCAPTOETHANE; 1-MERCAPTO-2-HYDROXYETHANE; 2-HYDROXY 1-ETHANETHIOL; 2-HYDROXY-1-ETHANETHIOL; 2-HYDROXYETHANETHIOL; 2-HYDROXYETHYL MERCAPTAN; 2-MERCAPTO-1-ETHANOL; 2-Mercaptoethanol;1-ETHANOL-2-THIOL; 1-HYDROXY-2-MERCAPTOETHANE; 1-MERCAPTO-2-HYDROXYETHANE; 2-HYDROXY 1-ETHANETHIOL; 2-HYDROXY-1-ETHANETHIOL; 2-HYDROXYETHANETHIOL; 2-HYDROXYETHYL MERCAPTAN; 2-MERCAPTO-1-ETHANOL; 2-Mercaptoethanol; 2-THIOETHANOL; BETA-HYDROXYETHANETHIOL; BETA-HYDROXYETHYLMERCAPTAN; BETA-MERCAPTOETHANOL; ETHANOL, 2-MERCAPTO; ETHYLENE GLYCOL, MONOTHIO-; HYDROXYETHYL MERCAPTAN; MERCAPTO-2 ETHANOL; Mercapto-2 éthanol; MERCAPTOETHANOL; MONOTHIOETHYLENE GLYCOL; MONOTHIOETHYLENEGLYCOL; MONOTHIOGLYCOL; THIMONOGLYCOL; THIOETHYLENE GLYCOL; Thioglycol; 2-Mercaptoethanol; 2-Mercaptoéthanol; 2-MERCAPTOETHANOL; 2-MERCAPTO ETHANOL; 2-MERCAPTOETANOL; 2-MERCAPTO ETANOL; 2 MERCAPTOETHANOL; 2 MERCAPTO ETHANOL; 2 MERCAPTO ETANOL; 1-ETHANOL-2-THIOL; 1-HYDROXY-2-MERCAPTOETHANE; 1-MERCAPTO-2-HYDROXYETHANE; 2-hydroxy 1-ethanethıol; 2-hydroxy-1-ethanethıol; 2-hydroxyethanethıol; 2-hydroxyethyl mercaptan; 2-mercapto-1-ethanol; 2-mercaptoethanol; 2-thıoethanol; beta-hydroxyethanethıol; beta-hydroxyethylmercaptan; beta-mercaptoethanol; ethanol, 2-mercapto; ethylene glycol, monothıo-; hydroxyethyl mercaptan; mercapto-2 ethanol; mercapto-2 éthanol; mercaptoethanol; monothıoethylene glycol; monothıoethyleneglycol; monothıoglycol; thımonoglycol; thıoethylene glycol; thioglycol; 2-mercaptoethanol; 2-mercaptoéthanol; 2-mercaptoethanol; 2-mercapto ethanol; 2-mercaptoetanol; 2-mercapto etanol; 2 mercaptoethanol; 2 mercapto ethanol; 2 mercapto etanol; 1-Ethanol-2-Thıol; 1-Hydroxy-2-Mercaptoethane; 1-Mercapto-2-Hydroxyethane; 2-Hydroxy 1-Ethanethıol; 2-Hydroxy-1-Ethanethıol; 2-Hydroxyethanethıol; 2-Hydroxyethyl Mercaptan; 2-Mercapto-1-Ethanol; 2-Mercaptoethanol; 2-Thıoethanol; Beta-Hydroxyethanethıol; Beta-Hydroxyethylmercaptan; Beta-Mercaptoethanol; Ethanol, 2-Mercapto; Ethylene Glycol, Monothıo-; Hydroxyethyl Mercaptan; Mercapto-2 Ethanol; Mercapto-2 Éthanol; Mercaptoethanol; Monothıoethylene Glycol; 2-MERCAPTOETHANOL; ß-Mercaptoethanol; 2-Hydroxyethylmercaptan; BME; Thioethylene glycol; Linear Formula: HSCH2CH2OH; Molecular Weight: 78.13; Beilstein Registry Number: 773648; EC Number: 200-464-6; MDL number: MFCD00004890; ß-mercaptoethanol; BME; 2BME; 2-ME; ß-met;2-mercaptoethanol; 60-24-2; Mercaptoethanol; Thioglycol; Beta-Mercaptoethanol; Ethanol, 2-mercapto-; 2-Thioethanol; 2-Sulfanylethanol; Thioethylene glycol; 2-Hydroxyethanethiol; 2-Hydroxyethyl mercaptan; 2-Hydroxy-1-ethanethiol; Monothioglycol; Thiomonoglycol; 2-Mercapto-1-ethanol; 1-Ethanol-2-thiol; Hydroxyethyl mercaptan; Monothioethylene glycol; 2-Mercaptoethyl alcohol; 2-ME; Mercaptoetanol; Ethylene glycol, monothio-; 1-Hydroxy-2-mercaptoethane; 1-Mercapto-2-hydroxyethane; 2-Hydroxyethylmercaptan; Emery 5791; USAF EK-4196; Monothioethyleneglycol; beta-Hydroxyethanethiol; 2-sulfanylethan-1-ol; .beta.-Mercaptoethanol; .beta.-Hydroxyethanethiol; beta-Hydroxyethylmercaptan; NSC 3723; UNII-14R9K67URN; 2-mercapto ethanol; CCRIS 2097; HSDB 5199; EINECS 200-464-6; UN2966; .beta.-Hydroxyethylmercaptan; 2-SULFHYDRYL-ETHANOL; BRN 0773648; AI3-07710; 14R9K67URN; CHEBI:41218; betamercaptoethanol; DGVVWUTYPXICAM-UHFFFAOYSA-N; 2-Mercaptoethanol, 99%, pure; 2-Mercaptoethanol, >=99.0%; BME; 2mercaptoethanol; b-mercaptoethanol; 2-mercapto-ethanol; 2-sulfanyl-ethanol; hydroxyethyl sulfide; mercaptoethyl alcohol; 2-Sulfanylethanol #; 2-hydroxy-ethanethiol; 2-mercaptoethan-1-ol; HSCH2CH2OH; D06HKH; D0Q5FV; WLN: SH2Q; EC 200-464-6; AC1L1BR3; 4-01-00-02428 (Beilstein Handbook Reference); DivK1c_000784; BDBM7971; CHEMBL254951; DTXSID4026343; CTK2F3219; HMS502H06; KBio1_000784; NSC3723; MolPort-003-938-002; NINDS_000784; Thioglycol [UN2966] [Poison]; 2-Mercaptoethanol, 98% 250g; KS-000017OG; NSC-3723; Thioglycol [UN2966] [Poison]; ZINC8216595; 2-Mercaptoethano; [forElectrophoresis]; MFCD00004890; STL482546; 2-Mercaptoethanol, for electrophoresis; AKOS000118900; CCG-231050; DB03345; MCULE; 2252943288; UN 2966; IDI1_000784; AN-41806; BP-21398; LS-66846; 2-Mercaptoethanol, for synthesis, 99.0%; KB-173393; KB-173421; TR-020825; FT-0612764; M0058; M1948; 2341-EP2284157A1; 2341-EP2295429A1; 2344-EP2272972A1; 2344-EP2272973A1; 2344-EP2277872A1; 2344-EP2305648A1; C00928; 16605-EP2281563A1; 16605-EP2316459A1; 67670-EP2269996A1; 67670-EP2272972A1; 67670-EP2272973A1; 67670-EP2277872A1; 67670-EP2292597A1; 67670-EP2295414A1; 67670-EP2301627A1; 67670-EP2305808A1; 67670-EP2308839A1; 67670-EP2377849A2; 2-Mercaptoethanol, SAJ special grade, >=99.0%; A832651; InChI=1/C2H6OS/c3-1-2-4/h3-4H,1-2H; Q-200296; I14-19306; F0001-1577; 2-Mercaptoethanol, for HPLC derivatization, >=99.0% (GC); 2-Mercaptoethanol, BioUltra, for molecular biology, >=99.0% (GC); 155613-89-1; 2-Mercaptoethanol, for molecular biology, for electrophoresis, suitable for cell culture, BioReagent, 99% (GC/titration); 2-Mercaptoethanol, PharmaGrade, Manufactured under appropriate controls for use as raw material in pharma or biopharmaceutical production.; 2-mercaptoethanol,beta-mercaptoethanol,2-hydroxy-1-ethanethiol,2-hydroxyethyl mercaptan,monothioethyleneglycol,thioglycol; 99748-78-4; SEO;2 Mercaptoethanol; 2-ME; 2-Mercaptoethanol; Mercaptoethanol; 2-mercaptoethanol; mercaptoethanol; thioglycol; beta-mercaptoethanol; ethanol; 2-mercapto; 2-thioethanol; 2-hydroxy-1-ethanethiol; thioethylene glycol; 2-hydroxyethanethiol; 2-hydroxyethyl mercaptandroxy; Risk: 20/22-24-34-51/53; Safety: 26-36/37/39-45-61; 2-Sulfanylethan-1-ol; 2-Hydroxy-1-ethanethiol; 2-Mercanptoethanol; Thioglycol; 14R9K67URN; 200-464-6;2-Mercaptoethanol; 2-Sulfanylethanol; 2-Sulfanylethanol;2-Sulfanyléthanol; 2-sulfhydryl-ethanol; 60-24-2; Ethanol; 2-mercapto-; mercaptoethanol; mercaptoethyl alcohol; MFCD00004890; Monothioethylene glycol; Monothioethyleneglycol; ß-Hydroxyethanethiol; ß-Hydroxyethylmercaptan; ß-mercaptoethanol; ß-Mercaptoethanol; &ß;-mercaptoethanol; (2S,3S)-1,4-dimercaptobutane-2,3-diol; ?-MERCAPTOETHANOL|2-SULFANYLETHAN-1-OL; 1,1,2,2-tetradeuterio-1-deuteriooxy-2-deuteriosulfanylethane; 155-04-4; 1-Ethanol-2-thiol; 1-Hydroxy-2-mercaptoethane; 1-Mercapto-2-hydroxyethane; 2 Mercaptoethanol; 2,3-DIHYDROXY-1,4-DITHIOBUTANE; 203645-37-8; 284474-53-9; 2-Hydroxy-1-Ethanethiol; 2-Hydroxy-1-Ethanethiol; 2-Hydroxyethanethiol; 2-Hydroxyethyl mercaptan; 2-Hydroxyethylmercaptan;2-mercapto ethanol;2-Mercapto-1-ethanol; 2-Mercaptobenzothiazole zinc salt; 2-Mercaptoethanol-1,1,2,2-d4; 2-Mercaptoethyl alcohol; 2-mercaptoethynol; 2-Sulfanylethan-1-ol; 2-sulfanylethynol; 2-Thioethanol;2-????; 4-01-00-02428;DTT; DTV; EINECS 200-464-6; Ethylene glycol, monothio-ETHYLTHIO; 2-HYDROXY-; Hydroxyethyl mercaptan; hydroxyethyl sulfide; hydroxyethyl sulfide|&ß;-mercaptoethanol; IDI1_000784; InChI=1/C2H6OS/c3-1-2-4/h3-4H,1-2H; Mercaptoetanol; Monothioglycol; SH2Q; ß-mercaptoethanol; thioethylene glycol; Thioglycol; Thiomonoglycol; UN 2966; UNII:14R9K67URN; UNII-14R9K67URN; WLN: SH2Q; ß Mercaptoethanol; ß-Hydroxyethanethiol; ß-Hydroxyethylmercaptan;1017944; 1068852; 1088828; 1086429; 1104362; 1093708; 1086428; 1021562; 1024822; 1021565; 1024821, 1021564; 1028369; 1033065; 1028386; 1028385; 1033120; ß-mercaptoethanol; ß Mercaptoethanol Sds Page; ß Glucans; Mercaptoethanol; 2-Mercaptoethanol; ß; Beta Mercaptoethanol Western Blot; ß Glucan; Oat ß Glucans; ß-Cyfluthrin; ß Sitosterol; 2 Mercaptoethanol Gibco; DS(CD2)2OD; 2-Mercaptoethanol; 2-Mercaptoethanol; 2-Mercaptoethanol, electrophoresis grade; 2-Mercaptoethanol, molecular biology grade; 2-Mercaptoethanol, molecular biology grade; beta-Mercaptoethanol [60-24-2]; 2-Mercaptoethanol-1,1,2,2-d4 [284474-53-9]; 2-Mercaptoethanol-d6 [203645-37-8];2-hydroxyethyldisulfide + 2 glutathione › 2 2-mercaptoethanol + glutathione disulfide;Ammonium persulfate analytical grade; 3-Mercapto-1,2-propanediol; 2- Mercaptoethanol electrophoresis grade; 2- Mercaptoethanol molecular biology grade; N,N,N',N'- Tetramethyl-ethylenediamine; Tris-(2-carboxyethyl)phosphine hydrochloride;2-Mercaptoethanol (2-ME); Mercury (II); Potentiometric titration; beta-Mercaptoethanol; mercaptoéthanoL; mercapto- +? ethanol; ß-Mercaptoethanol; 2-Hydroxyethylmercaptan; BME; Thioethylene; Glycol; 2-Hydroxyethyl Mercaptan; Thioethylene Glycol; Thioglycol; 1,1,2,2-tetradeuterio-1-deuteriooxy-2-deuteriosulfanylethane; 2-Hydroxyethyl mercaptan; beta-Mercaptoethanol; ß-Hydroxyethanethiol; ß-Mercaptoethanol; (mer-kap'to-eth'a-nol);Beta merkaptaoetanol ; Betamerkapto etanol ; Beta merkapto etanol; Beta mercapto etanol ; Beta mercapto ethanol ; Betamercapto ethanol ; 2-Sulfanylethan-1-ol ; 2-Hydroxy-1-ethanethiol ; ß-Mercaptoethanol , Thioglycol ; ß Mercaptoethanol , ß Mercapto ethanol ; ß-Mercapto ethanol ; 1-Hydroxy-2-mercaptoethane ; 1-Mercapto-2-hydroxyethane ; 2-Hydroxy-1-ethanethiol ; 2-Hydroxyethanethiol ; 2-Hydroxyethyl mercaptan ; 2-ME ; 2-MERCAPTO ETHANOL ; 2-Mercapto-1-ethanol ; 2-mercaptoetanol ; 2-Mercaptoethanol ; 2-Mercaptoethyl alcohol ; 2-Sulfanylethanol ; Ethanol, 2-mercapto ; Ethanol, 2-mercapto- , Ethylene glycol, monothio- ; Hydroxyethyl mercaptan ; Mercaptoethanol ; MONOTHIOAETHYLENGLYKOL ; Monothioethylene glycol ; Monothioglycol ; NSC 3723 ; Thioethylene glycol ; THIOGLYCOL ; Thiomonoglycol ; UN 2966 ; UN 2966 ; ß-Hydroxyethanethiol ; ß-Hydroxyethylmercaptan ; ß-Mercaptoethanol , 2-mercaptoethanol ; Mercaptoethanol ; Thioglycol; Beta-Mercaptoethanol ; Ethanol, 2-mercapto-; 2-Thioethanol ; ß Mercaptoethanol; 2Hydroxyethylmercaptan, BME, Thioethylene glycol ; Metatags : merkaptoetanol, mercaptoethanol, 2-Mercaptoethanol, Thioglycol, cas no : 60-24-2, beta, merkapto, etanol, tüy dükücü ; 2-Mercaptoethanol; 1-Ethanol-2-thiol; 2-Hydroxy-1-ethanethiol; 2-Hydroxyethyl mercaptan; ; 2-Thioethanol; beta-Mercaptoethanol; Mercaptoethanol; Monothioethyleneglycol; Thiomonoglycol; Ethanol, 2-mercapto-; Thioglycol ; Thioglycol; 2-Hydroxyethyl mercaptan; 2-Thioethanol; ; Eemery 5791; 1-Ethanol-2-thiol; 2-hydroxy-1-ethanethiol; Beta-Mercaptoethanol; Thiomonoglycol ; beta-mercaptoethanol; 2-ME ; b-ME ; 2- thioethanol ; 2-hydroxyethylmercaptan; 1-ethane-2-thiol; thioglycol ; BME ; 2-ME ; emery5791 ; Emery 5791 ;THIOGLYCOL;Sipomer 2-Merkaptoetanol ; usafek-4196 ; USAF ek-4196 ; 2-THIOETHANOL ; Monothioglycol;bet;a-Merkaptoetanol; BME; Tiyoglikol; 2, Merkaptoetanol; 2-Hidroksietil Merkaptan; 2-Mercaptoetanol Saf; P-mersaptoetanol; 2-Hydroxyethylmercaptan; BME; Tioetilen glikol; Doğrusal Formül: HSCH2CH2OH; Moleküler ağırlık: 78.13; Beilstein Sicil Numarası: 773648; EC Numarası: 200-464-6; MDL numarası: MFCD00004890; B-merkaptoetanol; BME; 2BME; 2-Me; ß-met, 2-merkaptoetanol; 60-24-2; merkaptoetanolu; tiyoglikol; Beta-Merkaptoetanol; Etanol, 2-merkapto-; 2-tiyoetanol; 2-Sulfanylethanol; Tioetilen glikol; 2-Hydroxyethanethiol; 2-Hidroksietil merkaptan; 2-Hidroksi-1-etantiyol; Monothioglycol; Thiomonoglycol; 2-merkapto-1-etanol; 1-etanol-2-tiol; Hidroksietil merkaptan; Monotioetilen glikol; 2-Merkaptoetil alkol; 2-Me; merkaptoetanol; Etilen glikol, monotiyo; 1-Hidroksi-2-merkaptoetan; 1-Merkapto-2-hidroksietan; 2-Hydroxyethylmercaptan; Zımpara 5791; USAF EK-4196; Monothioethyleneglycol; Beta-Hydroxyethanethiol; 2-sulfanylethan-1-ol; ft-merkaptoetanol; p-Hydroxyethanethiol; Beta-Hydroxyethylmercaptan; NSC 3723; LXVIII-14R9K67URN; 2-merkapto etanol; CCRIS 2097; HSDB 5199; EINECS 200-464-6; UN2966;2-Me; 2-Merkaptoetanol; merkaptoetanolu; 2-merkaptoetanol; merkaptoetanol; tioglikol; beta-merkaptoetanol; etanol; 2-merkapto; 2-tiyoetanol; 2-hidroksi-1-etantiyol; tioetilen glikol; 2-hydroxyethanethiol; 2-hidroksietil merkaptandroksi; Risk: 20 / 22-24-34-51 / 53; Güvenlik: 26-36 / 37 / 39-45-61; 2-Sulfanylethan-1-ol; 2-Hidroksi-1-etantiyol; 2-Mercanptoethanol; tiyoglikol; 14R9K67URN; 200-464-6 2-Merkaptoetanol; 2-Sulfanylethanol; 2-Sulfanylethanol 2-Sulfanyléthanol; 2-sülfhidril-etanol; 60-24-2; Etanol; 2-merkapto-; merkaptoetanol; merkaptoetil alkol; MFCD00004890; Monotioetilen glikol; Monothioethyleneglycol; ß-Hydroxyethanethiol; ß-Hydroxyethylmercaptan; B-merkaptoetanol; P-mersaptoetanol; Ve ß; merkaptoetanol; (2S, 3S) -1,4-dimercaptobutane-2,3-diol; Merkaptoetanol | 2-SULFANYLETHAN-1-OL; 1,1,2,2-tetradeuterio-1-deuteriooxy-2-deuteriosulfanylethane; 155-04-4; 1-etanol-2-tiol; 1-Hidroksi-2-merkaptoetan; 1-Merkapto-2-hidroksietan; 2 Merkaptoetanol; 2,3-dihidroksi-1,4-DITHIOBUTANE; 203645-37-8; 284474-53-9; 2-Hidroksi-1-etantiyol; 2-Hidroksi-1-etantiyol; 2-Hydroxyethanethiol; 2-Hidroksietil merkaptan; 2-Hidroksietilmerkaptan, 2-merkapto etanol, 2-Merkapto-1-etanol; 2-Merkaptobenzotiyazol çinko tuzu; 2-Merkaptoetanol-1,1,2,2-d4; 2-Merkaptoetil alkol; 2-mercaptoethynol; 2-Sulfanylethan-1-ol; 2-sulfanylethynol; 2-tiyoetanol; 2 - ????; 4-01-00-02428; DTT; DTV; EINECS 200-464-6; Etilen glikol, monothio-ETHYLTHIO; 2-Hidroksi-; Hidroksietil merkaptan; hidroksietil sülfit; hidroksietil sülfit | -Merkaptoetanol; IDI1_000784; InChl = 1 / C2H6OS / c3-1-2-4 / h3-4H, 1-2H; merkaptoetanol; Monothioglycol; SH2Q; B-merkaptoetanol; tioetilen glikol; tiyoglikol; Thiomonoglycol; BM 2966; LXVIII: 14R9K67URN; LXVIII-14R9K67URN; WLN: SH2Q; Merc Merkaptoetanol; ß-Hydroxyethanethiol; ß-Hydroxyethylmercaptan; 1017944; 1068852; 1088828; 1086429; 1104362; 1093708; 1086428; 1021562; 1024822; 1021565; 1024821, 1021564; 1028369; 1033065; 1028386; 1028385; 1033120; B-merkaptoetanol; Merc Merkaptoetanol Sds Sayfası; Gl Glukanlar; merkaptoetanolu; 2-Merkaptoetanol;merkaptoetanolu; 2-Merkaptoetanol; 2-; B; Mercaptoethanol; mercaptaetanol; merkaptaetanol; etanol; mercapt; merkapt; merkap; to; merkap to ethanol; MERKAPTO; MERKAP; MERKAPTOETANOL; MERKAPTO ETANOL; MERKAPTOETHANOL;betamerkapto etanol; beta etanol; beta mercapta; 
; Monothıoethyleneglycol; Monothıoglycol; Thımonoglycol; Thıoethylene Glycol; Thioglycol; 2-Mercaptoethanol; 2-Mercaptoéthanol; 2-Mercaptoethanol; 2-Mercapto Ethanol; 2-Mercaptoetanol; 2-Mercapto Etanol; 2 Mercaptoethanol; 2 Mercapto Ethanol; 2 Mercapto Etanol; 2-THIOETHANOL; BETA-HYDROXYETHANETHIOL; BETA-HYDROXYETHYLMERCAPTAN; BETA-MERCAPTOETHANOL; ETHANOL, 2-MERCAPTO; ETHYLENE GLYCOL, MONOTHIO-; HYDROXYETHYL MERCAPTAN; MERCAPTO-2 ETHANOL; Mercapto-2 éthanol; MERCAPTOETHANOL; MONOTHIOETHYLENE GLYCOL; MONOTHIOETHYLENEGLYCOL; MONOTHIOGLYCOL; THIMONOGLYCOL; THIOETHYLENE GLYCOL; Thioglycol; 2-Mercaptoethanol; 2-Mercaptoéthanol; 2-MERCAPTOETHANOL; 2-MERCAPTO ETHANOL; 2-MERCAPTOETANOL; 2-MERCAPTO ETANOL; 2 MERCAPTOETHANOL; 2 MERCAPTO ETHANOL; 2 MERCAPTO ETANOL; 2-Mercaptoéthanol; 2-ME; 2 ME; 2-Merkaptoetanol; 2-Merkapto etanol; 2-Merkaptoethanol; 2-Merkapto ethanol
 

2-MERCAPTOETHANOL
2-Mercaptoethanol

2-Mercaptoethanol
Structural formula of 2-mercaptoethanol
Ball and stick model of 2-mercaptoethanol
Names
Preferred IUPAC name
2-Sulfanylethan-1-ol[1]
Other names
2-Mercaptoethan-1-ol
2-Hydroxy-1-ethanethiol
β-Mercaptoethanol
Thioglycol
Beta-merc
Identifiers
CAS Number    
60-24-2 ☑
3D model (JSmol)    
Interactive image
3DMet    
B00201
Beilstein Reference    773648
ChEBI    
CHEBI:41218 ☑
ChEMBL    
ChEMBL254951 ☑
ChemSpider    
1512 ☑
DrugBank    
DB03345 ☑
ECHA InfoCard    100.000.422
EC Number    
200-464-6
Gmelin Reference    1368
KEGG    
C00928 ☒
MeSH    Mercaptoethanol
PubChem CID    
1567
RTECS number    
KL5600000
UNII    
14R9K67URN ☑
UN number    2966
CompTox Dashboard (EPA)    
DTXSID4026343 Edit this at Wikidata
InChI[show]
SMILES[show]
Properties
Chemical formula    C2H6OS
Molar mass    78.13 g·mol−1
Density    1.114 g/cm3
Melting point    −100 °C (−148 °F; 173 K)
Boiling point    157 °C; 314 °F; 430 K
log P    -0.23
Vapor pressure    0.76 hPa (at 20 °C) 4.67 hPa (at 40 °C)
Acidity (pKa)    9.643
Basicity (pKb)    4.354
Refractive index (nD)    1.4996
Hazards
GHS pictograms    GHS05: Corrosive GHS06: Toxic GHS09: Environmental hazard
GHS Signal word    Danger
GHS hazard statements    H301, H310, H315, H317, H318, H330, H410
GHS precautionary statements    P260, P273, P280, P284, P301+310, P302+350
Flash point    68 °C (154 °F; 341 K)
Explosive limits    18%
Lethal dose or concentration (LD, LC):
LD50 (median dose)    244 mg/Kg (oral, rat)[2]
150 mg/kg (skin, rabbit)[2]
Related compounds
Related compounds    Ethylene glycol
1,2-Ethanedithiol

Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references
2-Mercaptoethanol (also β-mercaptoethanol, BME, 2BME, 2-Mercaptoéthanolor β-met) is the chemical compound with the formula HOCH2CH2SH. ME or βME, as it is commonly abbreviated, is used to reduce disulfide bonds and can act as a biological antioxidant by scavenging hydroxyl radicals (amongst others). It is widely used because the hydroxyl group confers solubility in water and lowers the volatility. Due to its diminished vapor pressure, its odor, while unpleasant, is less objectionable than related thiols.

Production
2-Mercaptoethanol is manufactured industrially by the reaction of ethylene oxide with hydrogen sulfide. Thiodiglycol and various zeolites catalyze the reaction.[3]

Reaction of ethylene oxide with hydrogen sulfide to form 2-mercaptoethanol in the presence of thiodiglycol as solvent and catalyst.
Reactions
2-Mercaptoethanol reacts with aldehydes and ketones to give the corresponding oxathiolanes.[4] This makes 2-mercaptoethanol useful as a protecting group, giving a derivative whose stability is between that of a dioxolane and a dithiolane.[5]

Reaction scheme for the formation of oxathiolanes by reaction of 2-mercaptoethanol with aldehydes or ketones.
Applications
Reducing proteins
Some proteins can be denatured by 2-mercaptoethanol, which cleaves the disulfide bonds that may form between thiol groups of cysteine residues. In the case of excess 2-mercaptoethanol, the following equilibrium is shifted to the right:

RS–SR + 2 HOCH2CH2SH ⇌ 2 RSH + HOCH2CH2S–SCH2CH2OH
Reaction scheme for the cleavage of disulfide bonds by 2-mercaptoethanol
By breaking the S-S bonds, both the tertiary structure and the quaternary structure of some proteins can be disrupted.[6] Because of its ability to disrupt the structure of proteins, it was used in the analysis of proteins, for instance, to ensure that a protein solution contains monomeric protein molecules, instead of disulfide linked dimers or higher order oligomers. However, since 2-mercaptoethanol forms adducts with free cysteines and is somewhat more toxic, dithiothreitol (DTT) is generally more used especially in SDS-PAGE. DTT is also a more powerful reducing agent with a redox potential (at pH 7) of −0.33 V, compared to −0.26 V for 2-mercaptoethanol.[7]

2-Mercaptoethanol is often used interchangeably with dithiothreitol (DTT) or the odorless tris(2-carboxyethyl)phosphine (TCEP) in biological applications.

Although 2-mercaptoethanol has a higher volatility than DTT, it is more stable: 2-mercaptoethanol's half-life is more than 100 hours at pH 6.5 and 4 hours at pH 8.5; DTT's half-life is 40 hours at pH 6.5 and 1.5 hours at pH 8.5.[8][9]

Preventing protein oxidation
2-Mercaptoethanol and related reducing agents (e.g., DTT) are often included in enzymatic reactions to inhibit the oxidation of free sulfhydryl residues, and hence maintain protein activity. It is often used in enzyme assays as a standard buffer component.[10]

Denaturing ribonucleases
2-Mercaptoethanol is used in some RNA isolation procedures to eliminate ribonuclease released during cell lysis. Numerous disulfide bonds make ribonucleases very stable enzymes, so 2-mercaptoethanol is used to reduce these disulfide bonds and irreversibly denature the proteins. This prevents them from digesting the RNA during its extraction procedure.[11]

Safety
2-Mercaptoethanol is considered toxic, causing irritation to the nasal passageways and respiratory tract upon inhalation, irritation to the skin, vomiting and stomach pain through ingestion, and potentially death if severe exposure occurs.[12]

Related Categories    Antioxidants and Reducing Agents for Protein Stabilization, Biochemicals and Reagents, Building Blocks, Chemical Synthesis, HIS Select Supporting Products and Reagents,
HIS-Select, Molecular Biology, Organic Building Blocks, Protein Modification, Protein Structural Analysis, Proteins and Derivatives, Proteomics, Purification and Detection, Reagents and Products for use with HIS-Select, Reagents for Protein Stabilization, Reagents for reduction of proteins, Recombinant Protein Expression and Analysis, Reduction and Oxidation, Sulfur Compounds, Thiols/Mercaptans
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Quality Level      200
vapor density      2.69 (vs air)
vapor pressure      1 mmHg ( 20 °C)
assay      ≥99.0%
expl. lim.      18 %
concentration      14.3 M (pure liquid)
refractive index      n20/D 1.500 (lit.)
bp      157 °C (lit.)
density      1.114 g/mL at 25 °C (lit.)
storage temp.      2-8°C
SMILES string      OCCS
InChI      1S/C2H6OS/c3-1-2-4/h3-4H,1-2H2
InChI key      DGVVWUTYPXICAM-UHFFFAOYSA-N
Show Fewer Properties 
Description
General description
2-mercaptoethanol is a thiol compound,[1] commonly used as a reducing agent in organic reactions.[2]

Packaging
1, 2.5 L in glass bottle

10, 100, 250, 500 mL in glass bottle

Application
2-mercaptoethanol is widely used for retarding oxidation of biological compounds in solution.

2-Mercaptoéthanol is suitable for reducing protein disulfide bonds prior to polyacrylamide gel electrophoresis and is usually included in a sample buffer for SDS-PAGE at a concentration of 5%. Cleaving intermolecular (between subunits) disulfide bonds allows the subunits of a protein to separate independently on SDS-PAGE. Cleaving intramolecular (within subunit) disulfide bonds allows the subunits to become completely denatured so that each peptide migrates according to its chain length with no influence due to secondary structure.

2-Mercaptoethanol (also known as beta-mercaptoethanol or BME) is a potent reducing agent used in cell culture media to prevent toxic levels of oxygen radicals. 2-Mercaptoethanol is not stable in solution, so most protocols require daily supplementation. 2-Mercaptoéthanol 2-Mercaptoethanol contains 2-mercaptoethanol at a concentration of 55 mM in Dulbecco's phosphate buffered saline (DPBS).
cGMP manufacturing and quality system
2-Mercaptoéthanol Reducing Agent is manufactured at a cGMP compliant facility, located in Grand Island, New York. The facility is registered with the FDA as a medical device manufacturer and is certified to ISO 13485 standards.

Background
2-Mercaptoethanol (2-ME) is a clear colorless to very faint yellow liquid that boils at 157–158 °C and has a concentration of 14.3 M (mol l−1). The bulk product decomposes slowly in air. If kept sealed at room temperature, it will remain pure (more than 99%) up to 3 years. 2-Mercaptoéthanolis miscible in water in all proportions, and miscible in alcohol, ether, and benzene. Solution of 2-Mercaptoéthanolis readily oxidized in air to a disulfide, particularly at high pH values.

It should be remembered that its reaction with strong acids or alkali metals will release flammable hydrogen gas, and it is combustible as a liquid or vapor. 2-Mercaptoéthanolcan be toxic if ingested, and fatal if inhaled or absorbed through the skin. 2-Mercaptoéthanol was found to be more toxic than ethanol to all tissues but showed a significant diminished toxicity upon dilution.

Human Embryonic Stem Cell Culture
Rodolfo Gonzalez, ... Philip H. Schartz, in Human Stem Cell Manual, 2007

2-Mercaptoethanol
2-Mercaptoethanol (2-ME) has been used in ESC culture media since the first derivation of mouse ESCs in 1981. Originally included as a reducing agent because of concern about oxidation of culture components, it continues to be used in hESC media. Since the final concentration is 0.1 mM, and the pure solutions of 2-Mercaptoéthanolare 14.3 M, it is necessary to start ith a stock solution.

Several companies sell diluted solutions of 2-ME; the 55 mM solution in PBS (Invitrogen catalog no. 21985-023) is a convenient concentration for a stock.

If you ish to make your on stock, e suggest that you make a 1000× stock from the generally available concentrated solution (14.3 M).

For 1000× stock: dilute 35 μL of 14.3 M 2-Mercaptoéthanol(Sigma catalog no. M7522) into 5 mL of PBS to make a 0.1 M stock solution. Filter before use.

Properties

Related Categories:    Antioxidants and Reducing Agents for Protein Stabilization, Biochemicals and Reagents, Building Blocks, Chemical Synthesis, HIS Select Supporting Products and Reagents,
HIS-Select, Molecular Biology, Organic Building Blocks, Protein Modification, Protein Structural Analysis, Proteins and Derivatives, Proteomics, Purification and Detection, Reagents and Products for use with HIS-Select, Reagents for Protein Stabilization, Reagents for reduction of proteins, Recombinant Protein Expression and Analysis, Reduction and Oxidation, Sulfur Compounds, Thiols/Mercaptans

Molecular Formula:C2H6OS or HSCH2CH2OH
Molecular Weight:78.129 g/mol
InChI Key:DGVVWUTYPXICAM-UHFFFAOYSA-N
vapor density:2.69 (vs air)
vapor pressure:1 mmHg ( 20 °C)
expl. lim. :18 %
concentration:14.3 M (pure liquid)
refractive index: n20/D 1.500(lit.)
bp: 157 °C(lit.)
density: 1.114 g/mL at 25 °C(lit.)
storage temp.: 2-8°C

2-Mercaptoethanol (also ß-mercaptoethanol, BME, 2BME, 2-ME or ß-met) is the chemical compound with the formula HOCH2CH2SH. ME or ßME, as it is commonly abbreviated, is used to reduce disulfide bonds and can act as a biological antioxidant by scavenging hydroxyl radicals (amongst others). It is widely used because the hydroxyl group confers solubility in water and lowers the volatility. Due to its diminished vapor pressure, its odor, while unpleasant, is less objectionable than related thiols.

2-Mercaptoethanol

2-Mercaptoethanol is one of the most common agents used for disulfide reduction. Sometimes referred to as ß-mercaptoethanol, it is a clear, colorless liquid with an extremely strong odor. All operations with this chemical should be performed in a well-ventilated fume hood. The reduction of protein disulfides with 2-mercaptoethanol proceeds rapidly via a two-step process involving an intermediate mixed disulfide. Due to its strong reducing properties, the reagent is used most often when complete disulfide reduction is required. It can also be used to cleave disulfide-containing crosslinking agents. Usually a concentration of 0.1-M 2-mercaptoethanol will cleave a disulfide-containing crosslinker and liberate conjugated proteins

Reducing proteins

Some proteins can be denatured by 2-mercaptoethanol, which cleaves the disulfide bonds that may form between thiol groups of cysteine residues. In the case of excess 2-mercaptoethanol, the following equilibrium is shifted to the right:

RS-SR + 2 HOCH2CH2SH ? 2 RSH + HOCH2CH2S-SCH2CH2OH
Reaction scheme for the cleavage of disulfide bonds by 2-mercaptoethanol
By breaking the S-S bonds, both the tertiary structure and the quaternary structure of some proteins can be disrupted.Because of its ability to disrupt the structure of proteins, it was used in the analysis of proteins, for instance, to ensure that a protein solution contains monomeric protein molecules, instead of disulfide linked dimers or higher order oligomers. However, since 2-mercaptoethanol forms adducts with free cysteines and is somewhat more toxic, dithiothreitol (DTT) is generally more used especially in SDS-PAGE. DTT is also a more powerful reducing agent with a redox potential (at pH 7) of -0.33 V, compared to -0.26 V for 2-mercaptoethanol.

Molecules of 2-mercaptoethanol (ME) were spontaneously chemisorbed on silver, copper, and gold surfaces. Surface-enhanced Raman scattering investigation revealed that, as for unsubstituted alkanethiols, the average orientation of the "molecular chain" of ME is the most perpendicular to the metal surface for ME molecules adsorbed on silver. Immersion of an ME-modified electrode in diluted ME solution leads to quick desorption of a portion of the monolayer and an increase in the relative surface concentration of the gauche conformer. The time constant of this rearrangement (below 1 min) is more than 1 order of magnitude shorter than that of monolayers formed from analogous thiols (HS-(CH2)2-X) with X = CH3, NH2, COOH, or SO3Na. The structure of the ME monolayer is highly pH-sensitive, but it is independent of the presence of neutral salts in solutions. In acidic solutions, the surface concentration of a gauche conformer considerably increases. Since protonation of a significant number of hydroxyl groups is unlikely under the conditions used, it is likely that in acidic solutions the kinetics of the desorption and the desorption/adsorption equilibrium are changed. It is probable that desorption of ME as thiol molecules is facilitated because some of the sulfur atoms of ME adsorbed as thiolate are protonated. We also found an analogous effect, although less pronounced, for monolayers self-assembled from propanethiol. This indicates that this mechanism, so far not considered, can also be important for some other (especially short-chain) thiols. In basic solutions, the concentration of a trans conformer increases and probably some of the hydroxyl groups dissociate. For all investigated solutions, the structure of the ME monolayer on gold was found to be less affected by its surroundings than that of monolayers on silver or copper.

2-Mercaptoethanol (also called Thioglycol) is a clear, colorless liquid with disagreeable odor.Beta mercaptoethanol is miscible in water and nearly all common organic solvents.Beta merkapto ethanol is used as a intermediate for the synthesis of PVC heat stabilizers and as a chain transfer agent in the manufacture of PVC. Beta mercapto ethanol is used as a building block to produce corp protection products, dispersants, fibers, textiles, .dyes, and pharmaceuticals. 2 Mercaptoethanol is used as a component of corrosion inhibitors and ore floatation agent. 2 mercaptoethyl alcohol is used in as a raw material for leather and fur industry, cosmetics, hair removal.

2-Mercaptoethanol is often used interchangeably with dithiothreitol (DTT) or the odorless tris(2-carboxyethyl)phosphine (TCEP) in biological applications

Consumer & Industrial Applications

Ink & Dye Additives: We offer hydrocarbon compounds that serve as ink carriers as well as sulfur chemicals that are effective solvents in digital image processing.

Food & Nutrition Applications

To help the agricultural industry flourish in its efforts to maintain fertile land, grow crops and raise healthy livestock, produces agrochemical intermediates such as 2-mercaptoethanol.

Petroleum & Refinery

2-Mercaptoethanol or BME is a highly volatile, yet water soluble material that is widely used in cleaning agents, as a corrosion inhibitor for performance material (pipe) and as a tin stabilizer in PVC production. 

Polymers and Rubber Applications

Normal mercaptans are used as reactants in the synthesis of antioxidants, which minimize undesirable effects from processes such as the stabilization of tin.
2-mercaptoethanol is also used as a chain transfer agent in processes where control of molecular weight is critical.

Water Treatment Applications

2-Mercaptoethanol or BME is a highly volatile, yet water soluble material that is widely used in cleaning agents, as a corrosion inhibitor for performance material (pipe) and as a tin stabilizer in PVC production.