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HomeProduct name listCyclohexa-1,4-diene

Cyclohexa-1,4-diene

Synonym(s):1,4-Dihydrobenzene

  • CAS NO.:628-41-1
  • Empirical Formula: C6H8
  • Molecular Weight: 80.13
  • MDL number: MFCD00001535
  • EINECS: 211-043-1
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2023-12-26 11:30:52
Cyclohexa-1,4-diene Structural

What is Cyclohexa-1,4-diene?

Chemical properties

colourless liquid

The Uses of Cyclohexa-1,4-diene

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

The Uses of Cyclohexa-1,4-diene

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

The Uses of Cyclohexa-1,4-diene

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.

What are the applications of Application

1,4-Cyclohexadiene is an effective hydrogen donor

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.]

Properties of Cyclohexa-1,4-diene

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.
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 for Cyclohexa-1,4-diene

Signal word Danger
Pictogram(s)
ghs
Flame
Flammables
GHS02
ghs
Health Hazard
GHS08
GHS Hazard Statements H225:Flammable liquids
H340:Germ cell mutagenicity
H350:Carcinogenicity
H373:Specific target organ toxicity, repeated exposure
Precautionary Statement Codes P202:Do not handle until all safety precautions have been read and understood.
P210:Keep away from heat/sparks/open flames/hot surfaces. — No smoking.
P233:Keep container tightly closed.
P240:Ground/bond container and receiving equipment.
P241:Use explosion-proof electrical/ventilating/lighting/…/equipment.
P308+P313:IF exposed or concerned: Get medical advice/attention.

Computed Descriptors for Cyclohexa-1,4-diene

InChIKey UVJHQYIOXKWHFD-UHFFFAOYSA-N

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