2-Butene-1,4-diol Chemical Properties

Melting point:

4-10 °C(lit.)

Boiling point:

235 °C(lit.)

Density 

1.07 g/mL at 25 °C(lit.)

refractive index 

n20/D 1.479

Flash point:

>230 °F

solubility 

Chloroform (Soluble), DMSO (Slightly)

form 

Oil

pka

14.17±0.10(Predicted)

color 

yellow

InChI

InChI=1S/C4H8O2/c5-3-1-2-4-6/h1-2,5-6H,3-4H2

InChIKey

ORTVZLZNOYNASJ-UHFFFAOYSA-N

SMILES

C(O)C=CCO

CAS DataBase Reference

110-64-5(CAS DataBase Reference)

NIST Chemistry Reference

2-Butene-1,4-diol(110-64-5)

EPA Substance Registry System

2-Butene-1,4-diol (110-64-5)

Safety Information

Hazard Codes 

Xn

Risk Statements 

22-36/37/38

Safety Statements 

23-24/25-36-26

WGK Germany 

3

RTECS 

EM4970000

F 

23

HS Code 

29053990

Hazardous Substances Data

110-64-5(Hazardous Substances Data)

MSDS

• Language:English Provider:2-Butene-1,4-diol
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

2-Butene-1,4-diol Usage And Synthesis

Description

2-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.

Chemical Properties

Colorless to light yellow liquid

Uses

It is used to make agricultural chemicalsand the pesticide endosulfan; and as anintermediate for making vitamin B.

Application

2-Butene-1,4-diol has been used as a cross-linking agent for various polymers and is also able to form hydroxyl groups through allylation reactions.

Reactivity Profile

2-Butene-1,4-diol forms furan (narcotic)when treated with dichromate in acidic solution.Dehydration of the cis-isomer overacid catalysts yields 2,5-dihydrofuran (narcotic).Halogens form substitution or additionproducts, 4-halobutenols, or 2,3-dihalo-1,4-butanediol. These are toxic compounds.Ammonia or amine form pyrroline or itsderivatives (moderately toxic).

Health Hazard

2-Butene-1,4-diol is a depressant of the Centralnervous system. Inhalation toxicity isvery low due to its low vapor pressure. Theoral LD50 value in rats and guinea pigs is1.25 mL/kg. It is a primary skin irritant.

Fire Hazard

Noncombustible liquid; flash point (open cup) 128°C.

2-Butene-1,4-diol(110-64-5)Related Product Information

• 3-Diethylaminophenol
• 1-BUTENE
• Butylated Hydroxytoluene
• CIS-2-BUTENE
• Fumaric acid
• 1,4-Butanediol
• 1-Hydroxyethylidene-1,1-diphosphonic acid
• Polybutene
• Triclosan
• CIS-BUTENEDIOIC ANHYDRIDE
• 1,3-Butanediol
• Maleic acid
• Chrysin
• 1,5-Pentanediol
• Monobutyl maleate
• 1,3-Dihydroxyacetone
• 1,2-Pentanediol
• 3-METHYL-3-BUTEN-1-OL