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CAS: 110-63-4
MF: C4H10O2
MW: 90.12
EINECS: 203-786-5
1,4 Butyleneglycol is a chemical.
1,4 Butyleneglycol's used as a source of gamma-hydroxybutyrate (GHB), a recreational drug with euphoric and sedative effects.
1,4 Butyleneglycol is converted to GHB in the body.
People use 1,4 Butyleneglycol for muscle strength, obesity, insomnia, and other purposes, but there is no good scientific evidence to support any use.
1,4 Butyleneglycol is also unsafe.
Don't confuse 1,4 Butyleneglycol with GHB or Gamma Butyrolactone (GBL).
1,4 Butyleneglycol (also known as 1,4-B, BDO, BD or 1,4-BD) is a depressant substance and a prodrug for GHB.
1,4 Butyleneglycol occurs as a thick, colorless liquid or solid depending on storage temperature (melting point of 16 ℃), and has a distinct bitter-sweet taste.
1 ml of 1,4 Butyleneglycol is equivalent to 1.4 g of Na-GHB.
1,4 Butyleneglycol is used industrially as a solvent and in the manufacture of some types of plastics, elastic fibers and polyurethanes.
In organic chemistry, 1,4 Butyleneglycol is used for the synthesis of γ-butyrolactone (GBL).
1,4 Butyleneglycol, as well as GBL, will dissolve most types of plastic over time.
For this reason, 1,4 Butyleneglycol is recommended to only transport and store the drug using a glass container, standard gelatin capsules (not vegetarian), or high-density polyethylene plastic (also known as #2 recycled plastic).
To check the type of plastic used on a bottle, one can look at the bottom for a number in the triangle-shaped recycling label.
1,4 Butyleneglycol is classified as a subclass of alcoholic compounds called diols.
Diols are named for having two alcohol (OH-) substitutions in their structure.
1,4 Butyleneglycol is comprised of a butane chain of four carbon groups with an alcohol group bound to each terminal carbon of this chain.
1,4 Butyleneglycol is named for these alcohol substitutions, which are located at R1 and R4.
These alcohol substitutions make 1,4 Butyleneglycol a polar liquid, which explains 1,4 Butyleneglycol good solubility in water.
Physically, 1,4 Butyleneglycol is a hygroscopic colorless oily liquid with a barely noticeable characteristic odor.
Unlike GHB, 1,4 Butyleneglycol has a distinct taste, described as being repulsive, plastic-like and chemical.
1,4 Butyleneglycol Chemical Properties
Melting point : 16 °C (lit.)
Boiling point: 230 °C (lit.)
Density: 1.017 g/mL at 25 °C (lit.)
Vapor density: 3.1 (vs air)
Vapor pressure: <0.1 hPa (20 °C)
Refractive index: n20/D 1.445(lit.)
Fp: 135 °C
Storage temp.: Store below +30°C.
Form : Liquid
pka: 14.73±0.10(Predicted)
Color: Clear colorless
Odor: Odorless
PH: 7-8 (500g/l, H2O, 20℃)
Explosive limit: 1.95-18.3%(V)
Water Solubility: Miscible
Sensitive: Hygroscopic
BRN: 1633445
Stability: Stable. Combustible. Incompatible with strong oxidizing agents, mineral acids, acid chlorides, acid anhydrides.
InChIKey: WERYXYBDKMZEQL-UHFFFAOYSA-N
CAS DataBase Reference: 110-63-4(CAS DataBase Reference)
NIST Chemistry Reference: 1,4-Butanediol(110-63-4)
EPA Substance Registry System: 1,4-Butanediol (110-63-4)
Chemical Properties
1,4 Butyleneglycol is a colorless, viscous liquid derived from butane by placement of alcohol groups at each end of 1,4 Butyleneglycol molecular chain and is one of four stable isomers of butanediol.
The hydroxyl function of each end group of the Butanediol reacts with different mono- and bifunctional reagents: for example with dicarboxylic acids to polyesters, with diisocyanates to polyurethanes, or with phosgene to polycarbonates.
1,4 Butyleneglycol is a high-quality intermediate.
BDO and 1,4 Butyleneglycol's derivatives are widely used for producing plastics, solvents, electronic chemicals and elastic fibers.
Additionally 1,4 Butyleneglycol is also a building block for the synthesis of polyesterpolyols and polyetherpolyols.
BASF is the most significant producer of 1,4 Butyleneglycol and its derivatives worldwide.
Uses
Butanediol and 1,4 Butyleneglycol derivatives is used in a broad spectrum of applications in the chemical industry; amongst others in the manufacturing of technical plastics, polyurethanes, solvents, electronic chemicals and elastic fibres.
1,4 Butyleneglycol is used in the synthesis of epothilones, a new class of cancer drugs.
Also used in the stereoselective synthesis of (-)-Brevisamide.
1,4 Butyleneglycol's largest use is within tetrahydrofuran (THF) production, used to make polytetramethylene ether glycol, which goes mainly into spandex fibers, urethane elastomers, and copolyester ethers.
1,4 Butyleneglycol is commonly used as a solvent in the chemical industry to manufacture gamma-butyrolactone and elastic fibers like spandex.
1,4 Butyleneglycol is used as a cross-linking agent for thermoplastic urethanes, polyester plasticizers, paints and coatings.
1,4 Butyleneglycol undergoes dehydration in the presence of phosphoric acid yielded teterahydrofuran, which is an important solvent used for various applications.
1,4 Butyleneglycol acts an intermediate and is used to manufacture polytetramethylene ether glycol (PTMEG), polybutylene terephthalate (PBT) and polyurethane (PU).
1,4 Butyleneglycol finds application as an industrial cleaner and a glue remover.
1,4 Butyleneglycol is also used as a plasticiser (e.g. in polyesters and cellulosics), as a carrier solvent in printing ink, a cleaning agent, an adhesive (in leather, plastics, polyester laminates and polyurethane footwear), in agricultural and veterinary chemicals and in coatings (in paints, varnishes and films).
1,4 Butyleneglycol is a solvent with good antimicrobial action.
1,4 Butyleneglycol enhances the preservative activity of parabens.
1,4 Butyleneglycol also serves as a humectant and viscosity controller, and to mask odor.
1,4 Butyleneglycol is used to produce polybutyleneterephthalate, a thermoplastic polyester;and in making tetrahydrofuran, butyrolactones,and polymeric plasticizers.
Production Methods
The most prevalent 1,4 Butyleneglycol production route worldwide is BASF's Reppe process, which reacts acetylene and formaldehyde.
Acetylene reacts with two equivalents of formaldehyde to form 1,4 Butyleneglycol, also known as but-2-yne- 1,4-diol.
Hydrogenation of 1,4 Butyleneglycol gives 1,4-butanediol.
1,4 Butyleneglycol is also made on a large industrial scale by continuous hydrogenation of the 2-butyne- 1,4-diol over modified nickel catalysts.
The one-stage flow process is carried out at 80 - 160 deg C and 300 bar.
Mitsubishi uses a three-step process:
(1) the catalytic reaction of butadiene and acetic acid yields 1,4-diacetoxy-2-butene;
(2) subsequent hydrogenation gives 1,4-diacetoxybutane; and
(3) hydrolysis leads to 1,4-butanediol.
Reactivity Profile
1,4 Butyleneglycol is heat and light sensitive.
1,4 Butyleneglycol reacts with acid chlorides, acid anhydrides and chloroformates; reacts with oxidizing agents and reducing agents.
1,4 Butyleneglycol is incompatible with isocyanates and acids; also incompatible with peroxides, perchloric acid, sulfuric acid, hypochlorous acid, nitric acid, caustics, acetaldehyde, nitrogen peroxide and chlorine.
Synonyms
1,4-BUTANEDIOL
Butane-1,4-diol
110-63-4
1,4-Butylene glycol
Tetramethylene glycol
1,4-Dihydroxybutane
1,4-Tetramethylene glycol
Tetramethylene 1,4-diol
Sucol B
1,4-BD
DIOL 14B
UNII-7XOO2LE6G3
HO(CH2)4OH
NSC 406696
HOCH2CH2CH2CH2OH
7XOO2LE6G3
CHEBI:41189
DSSTox_CID_4666
Agrisynth B1D
DSSTox_RID_77492
DSSTox_GSID_24666
BDO
BU1
CAS-110-63-4
CCRIS 5984
HSDB 1112
EINECS 203-786-5
MFCD00002968
BRN 1633445
AI3-07553
4-hydroxybutanol
1,4butanediol
1.4-butanediol
Dabco BDO
1,4-butandiol
1,4-butane diol
1,4-butane-diol
butane 1,4-diol
butane diol-1,4
butane-1-4-diol
1,4- butandiol
Butan-1.4-diol
1.4 - butanediol
1,4 butylene glycol
1,4-Butanediol, 99%
EC 203-786-5
WLN: Q4Q
4-01-00-02515 (Beilstein Handbook Reference)
MLS001061198
1,4-Butanediol 4 M solution
CHEMBL171623
DTXSID2024666
HMS3039N12
ZINC1599375
Tox21_202245
Tox21_303040
NSC406696
STL283940
AKOS000118735
1,4-Butanediol, for synthesis, 98%
CS-W016669
DB01955
NSC-406696
1,4-Butanediol, ReagentPlus(R), 99%
NCGC00090733-01
NCGC00090733-02
NCGC00257119-01
NCGC00259794-01
BP-21418
SMR000677930
1,4-Butanediol 100 microg/mL in Methanol
1,4-Butanediol, ReagentPlus(R), >=99%
B0680
FT-0606811
1,4-Butanediol, Vetec(TM) reagent grade, 98%
Q161521
J-503971
J-512798
F0001-0222
Z1259087047
UNII-TMS4MGA0H4 component WERYXYBDKMZEQL-UHFFFAOYSA-N
1,4-Butanediol solution, 1.0 mg/mL in methanol, ampule of 1 mL, certified reference material
