Cyclohexa-1,4-diene Chemical Properties

Melting point:

-49.2 °C

Boiling point:

88-89 °C (lit.)

Density 

0.847 g/mL at 25 °C (lit.)

refractive index 

n20/D 1.472(lit.)

Flash point:

20 °F

storage temp. 

2-8°C

form 

Liquid

color 

Clear colorless

Water Solubility 

Miscible with organic solvents like diethyl ether, tetrahydrofuran and toluene.Immiscible with water.

BRN 

1900733

Exposure limits

ACGIH: TWA 2 mg/m3
NIOSH: TWA 10 mg/m3

Dielectric constant

2.2599999999999998

Stability:

Stable. Highly flammable. Incompatible with strong oxidizing agents.

InChIKey

UVJHQYIOXKWHFD-UHFFFAOYSA-N

LogP

2.300

CAS DataBase Reference

628-41-1(CAS DataBase Reference)

NIST Chemistry Reference

1,4-Cyclohexadiene(628-41-1)

EPA Substance Registry System

1,4-Cyclohexadiene (628-41-1)

Safety Information

Hazard Codes 

F,T

Risk Statements 

11-48/20/21/22-46-45

Safety Statements 

53-45-16

RIDADR 

UN 3295 3/PG 2

WGK Germany 

3

F 

23

TSCA 

Yes

HazardClass 

3

PackingGroup 

II

HS Code 

29021990

MSDS

• Language:English Provider:Cyclohexa-1,4-diene
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

Cyclohexa-1,4-diene Usage And Synthesis

Chemical Properties

colourless liquid

Uses

Reagent for selectively cleaving benzyl esters in the presence of benzyl ethers by catalytic H-transfer.

Uses

Forms benzene at elevated temperatures in the presence of a ruthenium(II)-triphenylphosphine catalyst.1

Uses

1,4-Cyclohexadiene is used to study the formation of parent ion from heavy fragmentation on irradiation with a high-intensity laser pulse. It is also used as a very effective hydrogen donor for catalytic hydrogenation reaction. It forms benzene at elevated temperatures in the presence of a ruthenium(II)-triphenylphosphine catalyst.

Definition

ChEBI: Cyclohexa-1,4-diene is a cyclohexadiene.

General Description

1,4-Cyclohexadiene is an effective hydrogen donor for catalytic hydrogenation reactions. It can rapidly replace benzyl groups of N-benzyloxycarbamates, benzyl esters, benzyl ethers and benzyl amines with hydrogen. It forms benzene at elevated temperatures in the presence of a ruthenium(II)-triphenylphosphine catalyst.

Purification Methods

Dry the diene over CaCl2 and distil it in a vacuum under N2. [Hückel & W.rffel Chem Ber 88 338 1955, Giovannini & Wegmüller Helv Chim Acta 42 1142 1959.] [Beilstein 5 IV 385.]

Cyclohexa-1,4-diene(628-41-1)Related Product Information

• 2,5-DIPHENYL-P-BENZOQUINONE
• 1,4,5,8,9,10-Hexahydroanthracene
• Chloranilic acid
• Mordant Blue 29
• THYMOL BLUE
• Tetrahydroxyquinone
• 2,4,4,6-TETRABROMO-2,5-CYCLOHEXADIENONE
• 2,5-DIHYDROXY-1,4-BENZOQUINONE
• 1,4-Benzoquinone
• 1-METHOXY-1,4-CYCLOHEXADIENE
• BCP
• 2,3-Dimethoxy-5-methyl-p-benzoquinone
• 2,3-Dichloro-5,6-dicyano-1,4-benzoquinone
• 2,6-DIMETHYLBENZOQUINONE
• PHENYL-P-BENZOQUINONE
• THYMOQUINONE
• Chloranil
• 2,6-Dichloroquinone-4-chloroimide