RESORCINOL
1,3-Benzenediol - benzene-1,3-diol - 1,3-Dihydroxybenzene -
CAS: 108-46-3
European Community (EC) Number: 203-585-2
Molecular Formula: C6H6O2
Molecular Weight: 110.11
IUPAC Name: benzene-1,3-diol
Boiling Point: 531 to 536 °F at 760 mm Hg
Melting Point: 228 to 232 °F
Flash Point: 261 °F
Solubility: greater than or equal to 100 mg/mL at 65.3° F
Density: 1.2 at 68 °F
Vapor Density: 3.79 (Relative to Air)
Vapor Pressure: 1 mm Hg at 227.1 °F ; 0.0002 mm Hg at 77° F
Physical Description:
Resorcinol is a very white crystalline solid that becomes pink on exposure to light if not completely pure.
Burns although ignition is difficult.
Density approximately 1.28 g / cm3.
Irritating to skin and eyes.
Toxic by skin absorption.
Used to make plastics and pharmaceuticals.
Resorcinol is a benzenediol that is benzene dihydroxylated at positions 1 and 3.
Resorcinol has a role as an erythropoietin inhibitor and a sensitiser.
Resorcinol is a benzenediol and a member of resorcinols.
Resorcinol is a 1,3-isomer (or meta-isomer) of benzenediol with the formula C6H4(OH)2.
Resorcinol is used as an antiseptic and disinfectant in topical pharmaceutical products in the treatment of skin disorders and infections such as acne, seborrheic dermatitis, eczema, psoriasis, corns, calluses, and warts.
Resorcinol exerts a keratolytic activity. Resorcinol works by helping to remove hard, scaly, or roughened skin.
Although it is primarily indicated for use as a topical application, resorcinol also possesses a well-documented anti-thyroidal activity that is generally not relied upon for any kind of formal therapeutic indication.
Resorcinol is produced in several steps from benzene, starting with dialkylation with propene to give 1,3-diisopropylbenzene.
Oxidation and Hock rearrangement of this disubstituted arene gives acetone and resorcinol.
Resorcinol is an expensive chemical, produced in only a very few locations around the world (to date only three commercial plants are known to be operative: in the United States, Germany, and Japan), and as such it is the determining factor in the cost of PRF adhesives.
Many additional routes exist for resorcinol.
Resorcinol can be produced when any of a large number of resins (such as galbanum and asafoetida) are melted with potassium hydroxide, or by the distillation of Brazilwood extract.
Resorcinol may be prepared synthetically by melting 3-iodophenol, phenol-3-sulfonic acid, or benzene-1,3-disulfonic acid with potassium carbonate; by the action of nitrous acid on 3-aminophenol or on 1,3-diaminobenzene.
Many ortho- and para-compounds of the aromatic series (for example, the bromophenols, benzene-para-disulfonic acid) also yield resorcinol on fusion with potassium hydroxide.
Resorcinol crystallizes from benzene as colorless needles that are readily soluble in water, alcohol, and ether, but insoluble in chloroform and carbon disulfide.
Resorcinol is mainly used in the production of resins.
As a mixture with phenol, it condenses with formaldehyde to afford adhesives.
Resorcinol is primarily used by the rubber industry, especially in the production of tires; it is also used in high quality wood bonding, dyes, chemical fertilizers and in the manufacturing of certain chemicals.
Consumers are primarily exposed through cosmetic products such as hair dyes/bleaches, skin peels and treatments for a number of dermatological problems including acne and eczema.
In permanent hair dyes, resorcinol reacts with a developer (usually peroxide) to bond the dye permanently to the hairs.
Resorcinol is usually used with other chemicals to get a specific dye color.
Typical resorcinol concentrations are about 1.25 percentalthough it can be found in concentrations up to 5 percent.
Resorcinol is used in acne and skin treatment medication to remove hard scaly or rough skin.
The concentration in acne medicine is usually about two percent.
When resorcinol is used as a dermatological treatment, it is likely to be applied to damaged skin, which allows more resorcinol to enter the body.
Resorcinol, which was formerly used to treat leg ulcers, is nowadays mainly used in the treatment of acne vulgaris as a peeling agent.
Resorcinol is also used as a coupler in hair dyes.
Resorcinol is a phenolic chemical found in dermatologic medications, used in several industrial applications (e.g. photography, tanning, tire manufacturing), and found in roasted barley, canned molasses, adhesives, hair dyes, and cosmetics, among other products.
Coal and shale deposits lead to higher levels of resorcinol in drinking water.
Resorcinol is used to treat acne, seborrheic dermatitis, eczema, psoriasis, and other skin disorders.
Resorcinol is also used to treat corns, calluses, and warts.
Resorcinol works by helping to remove hard, scaly, or roughened skin.
Contemporary therapeutic uses for resorcinol primarily revolve around the use of the phenol derivative as an active ingredient in topical antiseptics or as topical antibacterial skin treatment products for conditions like acne, seborrheic dermatitis, eczema, and others.
resorcinol, also called m-dihydroxybenzene, phenolic compound used in the manufacture of resins, plastics, dyes, medicine, and numerous other organic chemical compounds.
Resorcinol is produced in large quantities by sulfonating benzene with fuming sulfuric acid and fusing the resulting benzenedisulfonic acid with caustic soda.
Reaction with formaldehyde produces resins used to make rayon and nylon amenable to impregnation with rubber, and as adhesives.
As a chemical intermediate, resorcinol is converted to dyes, explosives, and pharmaceuticals; it is also employed in photographic developers and cosmetics.
In medicine Resorcinol is used externally in ointments and lotions as an antifungal.
A chemical compound that causes a substantial proportion of exposed people or animals to develop an allergic reaction in normal tissue after repeated exposure to the compound.
Resorcinol is a critical raw material for reinforced rubber product adhesion systems, including natural and synthetic rubber to steel, nylon, polyester, aramid, glass and rayon fibers employed in tires and industrial products including belts and hose.
In addition, resorcinol is a critical ingredient in wood bonding adhesives requiring room temperature cure and waterproof performance, and resorcinol is an essential raw material for many specialty chemicals including ultraviolet light absorbers, fire retardants, polycarbonates, agricultural chemicals, urethane elastomers, dyestuffs and others.
Resorcinol (CAS No.: 108-46-3) is a raw material for the production of synthetic resins, adhesives, dyes and ultraviolet absorbents.
Resorcinol can be used for tire cord dipping and used as a disinfectant in medicine.
Resorcinol or 1,3-dihydroxybenzene is an essential component in various industries including car tyre manufacturing, wood bonding, dermatological treatment, hair dye production, pharmaceuticals, and organic synthesis.
Resorcinol is also found in fermenting bacteria, and as the A-ring in flavonoids.
Resorcinol works by breaking down rough, scaly, or hardened skin. Resorcinol also disinfects the skin to help fight infection.
Resorcinol topical (for the skin) is used to treat pain and itching caused by minor cuts and scrapes, burns, insect bites, poison ivy, sunburn, or other skin irritations.
Resorcinol topical is also used to treat acne, eczema, psoriasis, seborrhea, corns, calluses, warts, and other skin disorders.
Resorcinol (1,3-dihydroxybenzene, C6H6O2, CAS No. 108-46-3) is a white crystalline phenolic compound and it is a main component of the adhesives in rubber products and wood additives.
The other uses include the manufacture of specialty chemicals, explosive primers, antioxidants, flame retardants, UV stabilizers, dyes, agricultural chemicals, fungicidal creams and lotions, meta-amino phenols, hair dyes, and pharmaceuticals
in low tonnage, resorcinol is most common in hair dyes, shampoos, hair lotions, peels, and in products used to treat acne, eczema, and other dermatological issues
Resorcinol (RC) or chemically Benzene-1,3-diol has got a wide range of applications in both chemical and pharmaceutical industry.
As a medicine it has got a number of external applications and also as an antiseptic and disinfectant.
Resorcinol is used in ointments for the treatment of chronic skin diseases like acne, seborrheic dermatitis, eczema, psoriasis, and other skin disorders.
Resorcinol is also used to treat corns, calluses, and warts.
Resorcinol is used in hair coloring agents as well.
Resorcinol works by helping to remove hard, scaly, or roughened skin.
Resorcinol has got antifungal, antibacterial, and keratolytic properties.
Resorcinol is a white, needlelike, water-soluble solid, C6H6O2, a benzene derivative originally obtained from certain resins, now usually synthesized: used chiefly in making dyes, as a reagent, in tanning, in the synthesis of certain resins, and in medicine in treating certain skin conditions; meta-dihydroxybenzene.
Resorcinol is an aromatic alcohol useful in the synthesis of pharmaceuticals and various organic compounds as a chemical intermediate.
Resorcinol may be produced in bacteria from other phenolic compounds, and may undergo further conversion to alicyclic products and eventual oxidation to acetyl-CoA.
Resorcinol can be used in the qualitative determination of ketoses in the Seliwanoff test.
Resorcinol is used to treat acne, seborrheic dermatitis, eczema, psoriasis, and other skin disorders.
Resorcinol is also used to treat corns, calluses, and warts.
Resorcinol is produced when any of a large number of resins (e.g., galbanum, asafoetida, etc.) are melted with potassium hydroxide, or by the distillation of Brazilwood extract.
Resorcinol may be prepared synthetically by melting 3-iodophenol, phenol-3-sulfonic acid, or benzene-1,3-disulfonic acid with potassium carbonate; by the action of nitrous acid on 3-aminophenol or on 1,3-diaminobenzene.
Many ortho- and para-compounds of the aromatic series (for example, the bromophenols, benzene-para-disulfonic acid) also yield resorcinol on fusion with potassium hydroxide.
Resorcinol is also used as a chemical intermediate for the synthesis of pharmaceuticals and other organic compounds.
Resorcinol is used in the production of diazo dyes and plasticizers and as a UV absorber in resins.
An emerging use of resorcinol is as a template molecule in supramolecular chemistry.
The -OH groups on resorcinol form hydrogen bonds to target molecules, holding them in the proper orientation for a reaction.
Resorcinol is an analytical reagent for the qualitative determination of ketoses (Seliwanoff's test).
Resorcinol is the starting material for resorcinarene molecules and the initiating explosive lead styphnate.
Resorcinol reacts with formaldehyde to form a thermoset resin which can form the basis of an aerogel.
Resorcinol is used in the manufacture of tyres, rubber products, adhesives and industrial resins.
Resorcinol is also used in certain cosmetic and hygiene products (hair dyes, mascara for professional use), as an antioxidant in food products such as shrimp, and as an antiseptic in certain medicines.
Resorcinol works by breaking down rough, scaly, or hardened skin.
Resorcinol also disinfects the skin to help fight infection.
Resorcinol topical (for the skin) is used to treat pain and itching caused by minor cuts and scrapes, burns, insect bites, poison ivy, sunburn, or other skin irritations.
Resorcinol topical is also used to treat acne, eczema, psoriasis, seborrhea, corns, calluses, warts, and other skin disorders.
Resorcinol is used to produce resorcinol-formaldehyde resin to improve the adhesion of rubber and other materials in rubber products, wood adhesives, flame retardants, UV stabilizers, dyes, and others.
Resorcinol is an organic compound with the chemical formula C6H6O2.
Resorcinol is one of the three isomeric benzenediols which is white and soluble in water.
Resorcinol is also known as Resorcin or m-Dihydroxybenzene.
Resorcinol is a 1,3-isomer of benzenediol.
Resorcinol is a benzenediol that is benzene dihydroxylated at position number 3 and 1.
Resorcinol functions as a sensitizer and an erythropoietin inhibitor.
Resorcinol is a crystalline solid very white and soluble in water, ether, and alcohol.
Resorcinol has a faint odour with sweetish to bitter taste.
Resorcinol does not dissolve carbon disulfide and chloroform.
Resorcinol turns into pink when to light if it is not in its pure form.
Resorcinol burns, however, difficult to ignite.
Resorcinol is widely used in making of pharmaceuticals and plastics.
m-Dihydroxybenzene can be synthesized in various ways.
Dialkylation of benzene with propylene to obtain 1,3-diisopropyl benzene.
Hock rearrangement and oxidation of this obtained product gives resorcinol and acetone.
Resorcinol can be produced by melting resins such as asafoetida, and galbanum with KOH (potassium hydroxide), or by the distillation process of Brazilwood extract.
Resorcinol may be also prepared by melting benzene-1,3-disulfonic acid, phenol-3-sulfonic acid, 3-iodophenol, in the presence of potassium carbonate (K2CO3) by the action of nitrous acid (HNO2) on 1,3-diaminobenzene or on 3-aminophenol.
Many para and ortho compounds of the aromatic series such as benzene-para-disulfonic acid, bromophenols also yield resorcinol on fusion with KOH (potassium hydroxide).
Resorcinol, also known as m-dihydroxybenzene, is a phenolic compound which is used in the manufacture of resins, colorants, plastics, medicinal goods and many other organic chemical compounds.
Resorcinol is formed in large amounts by sulfonizing benzene with fuming sulfuric acid and by fusing caustic soda to the resulting benzenedisulfonic acid.
Resorcinol , also resorcinol, dihydroxybenzene , systematically benzene-1,3-diol, is a colorless crystalline substance obtained from a number of vegetable resins.
Resorcinol is the basis of some dyes.
In biochemistry, Resorcinol is used in the analysis of carbohydrates , eg in the so-called Selivan test.
Resorcinol (or resorcin) is a chemical compound from the dihydroxy phenols. it is the 1,3-isomer of benzenediol.
Resorcinol is also known with a variety of other names, including: m-dihydroxybenzene, 1,3-benzenediol, 1,3-dihydroxybenzene, 3-hydroxyphenol, m-hydroquinone, m-benzenediol, and 3-hydroxycyclohexadien-1-one.
Resorcinol is obtained on fusing many resins (galbanum, asafoetida, etc.) with potassium hydroxide, or by the distillation of Brazilwood extract.
Resorcinol may be prepared synthetically by fusing 3-iodophenol, phenol-3-sulfonic acid or benzene-1,3-disulfonic acid with potassium carbonate; by the action of nitrous acid on 3-aminophenol; or by the action of 10% hydrochloric acid on 1,3-diaminobenzene.
Many ortho- and para-compounds of the aromatic series (for example, the bromophenols, benzene-para-disulfonic acid) also yield resorcinol on fusion with potassium hydroxide.
Resorcinol crystallizes from benzene as colorless needles which are readily soluble in water, alcohol and ether, but insoluble in chloroform and carbon disulfide.
Resorcinol reduces Fehling's solution, and ammoniacal silver solutions.
Resorcinol does not form a precipitate with lead acetate solution, as the isomeric pyrocatechol does.
Iron(III) chloride colors its aqueous solution a dark violet, and bromine water precipitates tribromoresorcin.
Sodium amalgam reduces it to dihydroresorcin, which when heated to 150 to 160 °C with concentrated barium hydroxide solution gives γ-acetylbutyric acid; when fused with potassium hydroxide, resorcinol yields phloroglucin, pyrocatechol and diresorcin.
Resorcinol condenses with acids or acid chlorides, in the presence of dehydrating agents, to oxyketones, e.g. with zinc chloride and glacial acetic acid at 145 °C it yields resacetophenone (HO)2C6H3~CO.CH3.
With the anhydrides of dibasic acids Resorcinol yields fluoresceins.
When heated with calcium chloride—ammonia to 200 °C Resorcinol yields meta-dioxydiphenylamine.
With sodium nitrite it forms a water-soluble blue dye, which is turned red by acids, and is used as an indicator, under the name of lacmoid.
Resorcinol condenses readily with aldehydes, yielding with formaldehyde, on the addition of catalytic hydrochloric acid, methylene diresorcin [(HO)C6H3(O)]2•CH2, whilst with chloral hydrate, in the presence of potassium bisulfate, it yields the lactone of tetra-oxydiphenyl methane carboxylic acid.
In alcoholic solution Resorcinol condenses with sodium acetoacetate to form 13-methylumbelliferone, C~OH8O3
Applications:
Medical
Resorcinol is present in over-the-counter topical acne treatments at 2% or less concentration, and in prescription treatments at higher concentrations.
Monoacetylresorcinol, C6H4(OH)(O–COCH3), is used under the name of euresol.
Resorcinol is used in hidradenitis suppurativa with limited evidence showing it can help with resolution of the lesions.
Resorcinol is one of the active ingredients in products such as Resinol, Vagisil, and Clearasil.
Chemical
Resorcinol is also used as a chemical intermediate for the synthesis of pharmaceuticals and other organic compounds.
Resorcinol is used in the production of diazo dyes and plasticizers and as a UV absorber in resins.
Resorcinol is an analytical reagent for the qualitative determination of ketoseS.
Resorcinol is the starting material for resorcinarene molecules and the initiating explosive lead styphnate.
Resorcinol reacts with formaldehyde to form a thermoset resin which can form the basis of an aerogel.
Resorcinol is used as a disinfectant or an antiseptic in pharmaceutical products.
Resorcinol is used to treat skin infections as seborrheic dermatitis, psoriasis, calluses, eczema, warts, and acne.
Resorcinol is used in the manufacturing of resins.
Resorcinol is an analytical reagent used to determine the quality of ketoses.
SYNONYMS:
resorcinol
108-46-3
benzene-1,3-diol
1,3-Benzenediol
Resorcin
1,3-Dihydroxybenzene
m-Hydroquinone
m-Hydroxyphenol
3-Hydroxyphenol
m-Dihydroxybenzene
Resorcine
m-Dioxybenzene
m-Benzenediol
Dihydroxybenzol
Resorzin
Developer O
Developer R
Developer RS
Fouramine RS
Fourrine EW
Pelagol RS
Pelagol Grey RS
Resorcinolum
Fourrine 79
Nako TGG
Durafur developer G
Phenol, m-hydroxy-
C.I. Developer 4
Benzene, m-dihydroxy-
C.I. Oxidation Base 31
Rcra waste number U201
Acnomel
Benzene, 1,3-dihydroxy-
Rezamid
Sulforcin
3-Hydroxycyclohexadien-1-one
FEMA No. 3589
UNII-YUL4LO94HK
NCI-C05970
RCRA waste no. U201
NSC 1571
C.I. 76505
.alpha.-Resorcinol
Resorcin (JAN)
Resorcin (TN)
Resorcinol (USP)
Resorcinol [USP]
MFCD00002269
YUL4LO94HK
CHEMBL24147
CHEBI:27810
Resorcinol [UN2876] [Poison]
Resorcinol, 98%
NCGC00091501-01
Resorcino
BENZENE,1,3-DIHYDROXY RESORCINOL
DSSTox_CID_1238
DSSTox_RID_76030
DSSTox_GSID_21238
RCO
Caswell No. 723
Rezorsine
Resorcinol (1,3-Dihydroxybenzene)
Rodol RS
CAS-108-46-3
1,3-Benzenediol, homopolymer
CCRIS 4052
HSDB 722
Resorcinol, homopolymer
EINECS 203-585-2
UN2876
EPA Pesticide Chemical Code 071401
BRN 0906905
Remazol
resorcinyl group
AI3-03996
m-hydroxy-phenol
3-hydroxy-phenol
Resorcinol, ACS
3aqt
3-Hydroxy phenol
Resorcinol, 8CI
benzen-1,3-diol
Resorcinol, Reagent
1,3-benzene diol
Resorcine, technical
1,3-dihyroxybenzene
1,3-Dihydroxybenzol
Acnomel (Salt/Mix)
Eskamel (Salt/Mix)
Rezamid (Salt/Mix)
phenol derivative, 3
Benzene,3-dihydroxy-
Sulforcin (Salt/Mix)
1,3-dihydroxy-benzene
PubChem22214
Spectrum_000173
M-Dihydroxybenzene,(S)
Spectrum2_001310
Spectrum3_000895
Spectrum4_000990
Spectrum5_001152
ACMC-1BUC4
WLN: QR CQ
bmse000415
EC 203-585-2
1,3-Dihydroxybenzene, XII
NCIOpen2_003867
SCHEMBL15515
KBioGR_001399
KBioSS_000653
Resorcinol, >=98%, FG
Resorcinol, Flake, Technical
Resorcinol, LR, >=99%
4-06-00-05658 (Beilstein Handbook Reference)
BIDD:ER0285
DivK1c_000041
SPECTRUM1500527
SPBio_001379
Resorcinol, BioXtra, >=99%
ZINC2028
DTXSID2021238
BDBM26189
FEMA 3589
HMS500C03
KBio1_000041
KBio2_000653
KBio2_003221
KBio2_005789
KBio3_001810
Resorcinol, reagent grade, 98%
NSC1571
4e49
NINDS_000041
HMS1920P06
HMS2092G07
Pharmakon1600-01500527
1,3-Dihydroxybenzene (Resorcinol)
HY-B0907
NSC-1571
Resorcinol, ReagentPlus(R), 99%
Tox21_111140
Tox21_202417
Tox21_300140
ANW-15944
CCG-39248
NSC757310
Resorcinol 10 microg/mL in Methanol
Resorcinol, Crystalline Powder, USP
SBB040843
STL185604
AKOS000119813
Resorcinol, ACS reagent, >=99.0%
Tox21_111140_1
DB11085
MCULE-7018276061
NSC-757310
UN 2876
IDI1_000041
NCGC00091501-02
NCGC00091501-03
NCGC00091501-04
NCGC00091501-05
NCGC00091501-06
NCGC00253918-01
NCGC00259966-01
Resorcinol, p.a., 99.0-100.5%
Resorcinol, tested according to Ph.Eur.
AC-14363
BP-21158
LS-13122
Resorcinol, SAJ first grade, >=98.0%
SBI-0051505.P003
Resorcinol, JIS special grade, >=99.0%
FT-0606668
FT-0674352
FT-0674353
R0008
S4579
ST50214427
1,3-BENZENEDIOL; 1,3-DIHYDROXYBENZENE
3252-EP2270101A1
3252-EP2280005A1
3252-EP2289884A1
3252-EP2298312A1
3252-EP2311806A2
3252-EP2314579A1
6393-EP2289483A1
6393-EP2371806A1
6393-EP2372017A1
C01751
D00133
AB00052085_03
A801880
Q408865
SR-05000002092
Q-201666
SR-05000002092-1
BRD-K74190368-001-02-7
F1908-0097
Resorcinol, certified reference material, TraceCERT(R)
Z955123646
Resorcinol, European Pharmacopoeia (EP) Reference Standard
Resorcinol, United States Pharmacopeia (USP) Reference Standard
Hymecromone impurity A, European Pharmacopoeia (EP) Reference Standard
Resorcinol, Pharmaceutical Secondary Standard; Certified Reference Material
Resorcinol, meets analytical specification of Ph.??Eur., BP, 98.5-100.5% (calc. to the dried substance)