2-Butene-1,4-diol
Basic information
- CAS
110-64-5- Standard SMILES
OCC=CCO- InChIKey
ORTVZLZNOYNASJ-UHFFFAOYSA-N- Molecular formula
- C4H8O2
- Average molar mass
- 88.11 g/mol
- Monoisotopic mass
- 88.05242949
Names & identifiers
- Preferred name
- 2-Butene-1,4-diol
- IUPAC
- but-2-ene-1,4-diol
- English name
- 2-Butene-1,4-diol
- Molecular formula
- C4H8O2
- Molecular weight
- 88.11
Names & synonyms
2-Butene-1,4-diol110-64-5DTXSID9026849Butenediol1,4-DIHYDROXY-2-BUTENEDTXCID90809569NSC-976RefChem:570515203-787-02I323Z5567Agrisynth B2DNSC-1260
Show more names
1,4-Butendiolbutene-1,4-diolCIS-1,4-DIHYDROXY-2-BUTENE1,4-butene glycol1,4-dihydroxy-2-buten2-Butene-1agrisynthb2d
2-Butene-1,4-diol(cis+trans)but-2-ene-1,4-diolZ/E-But-2-ene-1,4-dio2-Buten-1,4-diolrac-2-?Butene-?1,?4-?diol(Z)2-Butene-1,4-Diol1,4dihydroxybut-2-eneSCHEMBL41219
Database identifiers
- CAS
110-64-5- PubChem CID
- 8065
- DTXSID
DTXSID9026849- EC Number
- 203-787-0
Properties
Computed structural properties
- XLogP
- -0.8
- Topological polar surface area
- 40.5 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 2
- Heavy atoms
- 6
- Formal charge
- 0
- Complexity
- 34.8
Experimental & physicochemical properties
PolymersOther Classes -> Alcohols and Polyols, Other
SpringerMaterials PropertiesChemical shift
LogP-0.81
OdorODORLESS
Density
1.067-1.074
1.07 @25 °C
Color/FormALMOST COLORLESS LIQUID
SolubilityVERY SOL IN WATER, ETHYL ALCOHOL, ACETONE; SPARINGLY SOL IN BENZENE
Flash Point
128 °C
128 °C (263 °F) OC
Boiling Point
141-149 °C AT 20 MM HG
234 °C @760 [mm Hg]
Melting Point7 °C (45 °F)
Vapor Density3.0 (AIR= 1)
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Warning
H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]
P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 46 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Warning
H302: Harmful if swallowed [Warning Acute toxicity, oral]
Hazard information
Regulatory Information
Chemical: 2-Butene-1,4-diol
2-Butene-1,4-diol: Does not have an individual approval but may be used under an appropriate group standard
Hazards SummaryEmergency treatment: irritants; [HSDB] Causes convulsions in lethal-dose studies of rats (intraperitoneal); [RTECS] An irritant; [MSDSonline]
NFPA Hazard Classification
1 - Materials that, under emergency conditions, can cause significant irritation.
1 - Materials that must be preheated before ignition can occur. Materials require considerable preheating, under all ambient temperature conditions, before ignition and combustion can occur.
0 - Materials that in themselves are normally stable, even under fire conditions.
Hazard Classes and Categories
Acute Tox. 4 (100%)
Self-reactive substances and mixtures - Type G
Safety & protection
Chemistry & industry
Uses & manufacturing
Uses
Used as a chemical intermediate for alkyd resins, plasticizers, nylon, pharmaceuticals, and endosulfan (an insecticide); Also used as a cross-linking agent for synthetic resins, in the manufacture of fungicides, as a comonomer for polyurethanes with toluene diisocyanates, and as a reducing agent in chrome tanning baths; [HSDB]
Plastic Composites Manufacturing [Category: Industry]
INTERMEDIATE FOR ALKYD RESINS, PLASTICIZERS, NYLON, PHARMACEUTICALS; CROSS LINKING AGENT FOR SYNTHETIC RESINS
MFR OF FUNGICIDES
CHEM INT FOR 1,4-BUTANEDIOL
CHEM INT FOR ENDOSULFAN (AN INSECTICIDE)
U.S. Exports
(1979) No Data
(1981) No Data
U.S. Imports
(1979) No Data
(1981) No Data
U.S. Production
(1979) PROBABLY MORE THAN 2.27X10+6 GRAMS
(1981) PROBABLY MORE THAN 2.27X10+6 GRAMS
Methods of Manufacturing
BY REDUCTION OF 2-BUTYNE-1,4-DIOL; BY HIGH PRESSURE SYNTHESIS FROM ACETYLENE & FORMALDEHYDE.
HYDROGENATION OF 2-BUTYNE-1,4-DIOL IN THE PRESENCE OF A RANEY NICKEL CATALYST
General Manufacturing Information
2-Butene-1,4-diol: ACTIVE
TECHNICAL BUTENEDIOL IS PREDOMINANTLY THE CIS-ISOMER.
Applications
Description2-Buten-1,4-diol is a palladium-containing compound that forms cross-links by reacting with an oxygen nucleophile. It reacts with nitrogen nucleophiles in the presence of hydrochloric acid to provide gamma-aminobutyric acid. This reaction mechanism is analogous to the way in which amines react with carboxylic acids to form amides. cis,trans-2-Buten-1,4-diol can be found in kinetic studies and its nmr spectra have been studied extensively.
Related reactions
42 records
Compound notes
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