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6117-80-2

Basic Information
CAS No.: 6117-80-2
Name: 2-Butene-1,4-diol
Article Data: 138
Molecular Structure:
Molecular Structure of 6117-80-2 (2-Butene-1,4-diol)
Formula: C4H8O2
Molecular Weight: 88.1063
Synonyms: 2-Butene-1,4-diol,(Z)- (8CI);2-Butene-1,4-diol, cis- (4CI);(2Z)-2-Butene-1,4-diol;(Z)-1,4-Dihydroxy-2-butene;(Z)-2-Buten-1,4-diol;(Z)-2-Butene-1,4-diol;cis-1,4-Dihydroxy-2-butene;cis-2-Butene-1,4-diol;cis-But-2-en-1,4-diol;
EINECS: 228-085-1
Density: 1.059 g/cm3
Melting Point: 4-10 °C
Boiling Point: 234.999 °C at 760 mmHg
Flash Point: 85.384 °C
Solubility: Soluble in water, ethanol, acetone, slightly soluble in benzene.
Appearance: clear liquid
Hazard Symbols: HarmfulXn
Risk Codes: 22-36/37/38
Safety: 23-24/25-36-26
PSA: 40.46000
LogP: -0.47280
Synthetic route
110-65-6

1,4-dihydroxybut-2-yne

6117-80-2

1,4-butenediol

Conditions
ConditionsYield
With quinoline; hydrogen; Lindlar's catalyst In methanol at 0℃;100%
With borane-ammonia complex; Cu2O In ethanol at 50℃; for 0.75h; Sealed tube; Green chemistry; stereoselective reaction;100%
With hydrogen; copper-palladium; silica gel In ethanol at 25℃; under 760.051 Torr;99%
110-65-6

1,4-dihydroxybut-2-yne

A

110-63-4

Butane-1,4-diol

B

6117-80-2

1,4-butenediol

Conditions
ConditionsYield
With hydrogen; copper-palladium; silica gel In ethanol at 25℃; under 760 Torr; Kinetics;A n/a
B 99%
With LaNi5 hydride In tetrahydrofuran; methanol at 0℃; for 6h;A 10%
B 67%

cis-2-butene-1,4-diol bis-trifluoroacetate

6117-80-2

1,4-butenediol

Conditions
ConditionsYield
With silica gel; triethylamine In diethyl ether; Petroleum ether Substitution; Detrifluoroacetylation;95%
125274-08-0

cis-1,4-bis-(O-trityl)but-2-ene

6117-80-2

1,4-butenediol

Conditions
ConditionsYield
With Nafion-H In methanol at 20℃; for 18h;91%

1-tert-butyldimethylsilyloxy-4-triethylsilyloxy-2-butene

A

6117-80-2

1,4-butenediol

B

91202-69-6, 134297-05-5, 113123-37-8

(Z)-4-(tert-butyldimethylsilyloxy)but-2-en-1-ol

Conditions
ConditionsYield
With MCM-41 In methanol for 8h; Ambient temperature;A 3%
B 90%
With mesoporous silica MCM-41 In methanol at 20℃; for 8h;A 3%
B 90%
126027-87-0

(Ζ)-4-(triphenylmethoxy)-2-buten-1-ol

6117-80-2

1,4-butenediol

Conditions
ConditionsYield
With Nafion-H In methanol at 20℃; for 16h;90%
25260-60-0

cis-1,4-bis(acetyloxy)but-2-ene

6117-80-2

1,4-butenediol

Conditions
ConditionsYield
With pyridine; dmap In dichloromethane at 0 - 20℃; for 0.5h;83%
141412-50-2

bis(2-butenoxy)methylphenylsilane

6117-80-2

1,4-butenediol

Conditions
ConditionsYield
With Mo(CHCMe2Ph)2 In benzene at 20℃; for 2h;71%
110-65-6

1,4-dihydroxybut-2-yne

A

5371-52-8

2-hydroxytetrahydrofuran

B

110-63-4

Butane-1,4-diol

C

6117-80-2

1,4-butenediol

Conditions
ConditionsYield
With hydrogen; Montmorillonite-Ph2PPd(II) In tetrahydrofuran at 25℃; under 760 Torr; for 2h; Product distribution; other catalysts (5percent Pd-C, Lindlar catalyst), other solvents (ethyl acetate);
110-65-6

1,4-dihydroxybut-2-yne

A

6117-80-2

1,4-butenediol

B

821-11-4

(E)-2-butene-1,4-diol

Conditions
ConditionsYield
With hydrogen; ruthenium palladium In propan-1-ol at 89.9℃; Rate constant;
With hydrogen; copper(II) sulfate; nickel In ammonium hydroxide; water at 40℃; under 5250.4 Torr; Title compound not separated from byproducts;
With hydrogen In isopropyl alcohol at 30℃; under 7500.75 Torr; for 1h; Autoclave; optical yield given as %de; stereoselective reaction;
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Specification

The (Z)-2-Butene-1,4-diol, with the CAS registry number 6117-80-2, is also known as cis-1,4-Dihydroxy-2-butene. It belongs to the product categories of Acyclic; Alkenes; Organic Building Blocks. Its EINECS number is 228-085-1. This chemical's molecular formula is C4H8O2 and molecular weight is 88.11. What's more, its systematic name is (2Z)-2-Butene-1,4-diol. This chemical is stable at common pressure and temperature, and it should be sealed and stored in a cool and dry place. Moreover, it should be protected from light.

Physical properties of (Z)-2-Butene-1,4-diol are: (1)ACD/LogP: -0.762; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -0.76; (4)ACD/LogD (pH 7.4): -0.76; (5)ACD/BCF (pH 5.5): 1.00; (6)ACD/BCF (pH 7.4): 1.00; (7)ACD/KOC (pH 5.5): 9.17; (8)ACD/KOC (pH 7.4): 9.17; (9)#H bond acceptors: 2; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 4; (12)Polar Surface Area: 40.46 Å2; (13)Index of Refraction: 1.482; (14)Molar Refractivity: 23.708 cm3; (15)Molar Volume: 83.189 cm3; (16)Polarizability: 9.399×10-24cm3; (17)Surface Tension: 42.15 dyne/cm; (18)Density: 1.059 g/cm3; (19)Flash Point: 85.384 °C; (20)Enthalpy of Vaporization: 54.834 kJ/mol; (21)Boiling Point: 234.999 °C at 760 mmHg; (22)Vapour Pressure: 0.009 mmHg at 25°C.

Preparation: this chemical can be prepared by but-2-yne-1,4-diol at the ambient temperature. This reaction will need reagent H2 and solvent ethyl acetate with the reaction time of 16 hours. This reaction will also need catalyst Pd-Hg/SiO2. The yield is about 92%.

(Z)-2-Butene-1,4-diol can be prepared by but-2-yne-1,4-diol at the ambient temperature

Uses of (Z)-2-Butene-1,4-diol: it can be used to produce 1,4-dibromo-but-2c-ene at the ambient temperature. It will need reagents bromine, triphenylphosphine and solvent acetonitrile with the reaction time of 1 hour. The yield is about 95%.

(Z)-2-Butene-1,4-diol can be used to produce 1,4-dibromo-but-2c-ene at the ambient temperature

When you are using this chemical, please be cautious about it as the following:
This chemical is irritating to eyes, respiratory system and skin. It is harmful if swallowed. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. When using it, you need wear suitable protective clothing. You should not breathe gas/fumes/vapour/spray (appropriate wording to be specified by the manufacturer). When using it, you must avoid contact with skin and eyes.

You can still convert the following datas into molecular structure:
(1)SMILES: OC/C=C\CO
(2)Std. InChI: InChI=1S/C4H8O2/c5-3-1-2-4-6/h1-2,5-6H,3-4H2/b2-1-
(3)Std. InChIKey: ORTVZLZNOYNASJ-UPHRSURJSA-N