2-butene-1,4-diol

Structural formula
cis -2-butene-1,4-diol (left) or trans -2-butene-1,4-diol (right)
General
Surname	2-butene-1,4-diol
other names	But-2-ene-1,4-diol 1,4-butenediol Butenediol (ambiguous)
Molecular formula	C 4 H 8 O 2
Brief description	colorless to yellowish odorless liquid
External identifiers / databases
CAS number 110-64-5 6117-80-2 (cis) 821-11-4 (trans) EC number 203-787-0 ECHA InfoCard 100.003.444 PubChem 8065 Wikidata Q17521007
properties
Molar mass	88.11 g mol −1
Physical state	liquid
density	1.075 g cm −3
Melting point	10 ° C
boiling point	234-242 ° C
Vapor pressure	1.5 hPa (60 ° C)
solubility	miscible with water, ether and alcohol
Refractive index	1.445 (20 ° C)
safety instructions
GHS labeling of hazardous substances Caution H and P phrases H: 302-315-373 P: 260-264-270-280-301 + 312-302 + 352
Toxicological data	1250 mg kg −1 ( LD 50 ,  rat ,  oral )
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions . Refractive index: Na-D line , 20 ° C

2-butene-1,4-diol is a chemical compound from the group of diols .

Isomers

There are two isomeric 2-butene-1,4-diols, the ( Z ) - or cis - and the ( E ) - or trans -2-butene-1,4-diol. Without additional information, a mixture of isomers is meant.

Isomers of 2-butene-1,4-diol
Surname	( Z ) -2-butene-1,4-diol	( E ) -2-butene-1,4-diol
other names	cis -2-butene-1,4-diol	trans -2-butene-1,4-diol
Structural formula
CAS number	6117-80-2	821-11-4
	110-64-5 (mixture of isomers)
EC number	228-085-1	617-300-8
ECHA info card	100.025.532	100.132.685
PubChem	643790	175854
Wikidata	Q27295224	Q27237056

presentation

2-Butene-1,4-diol can be obtained by reducing 2-butyne-1,4-diol or by high-pressure synthesis from acetylene and formaldehyde . In the production from but-2-yn-1,4-diol, almost only cis- 2-butene-1,4-diol is formed.

The largest manufacturer of 2-butene-1,4-diol is ISP Marl GmbH, a subsidiary of Ashland .

properties

2-butene-1,4-diol is a slightly volatile, very difficult to ignite, colorless to yellowish odorless liquid that is miscible with water.

use

2-butene-1,4-diol is used in the manufacture of vitamin B6 , maleic acid , endosulfan , plasticizers and tetrahydrofuran .

Individual evidence

1. ↑ ^{a b c d e f g h i j k l m} Entry on 2-butene-1,4-diol in the GESTIS substance database of the IFA , accessed on July 26, 2014(JavaScript required) .
2. ↑ ^{a b} Entry on 2-butene-1,4-diol. In: Römpp Online . Georg Thieme Verlag, accessed on July 26, 2014.
3. ^ Entry on 2-butene-1,4-diol in the Hazardous Substances Data Bank , accessed on July 26, 2014.