125415
1,4-Cyclohexadiene
97%
Synonym(s):
1,4-Dihydrobenzene
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About This Item
Empirical Formula (Hill Notation):
C6H8
CAS Number:
Molecular Weight:
80.13
Beilstein:
1900733
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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Quality Level
Assay
97%
form
liquid
contains
~0.1% hydroquinone as stabilizer
impurities
3% benzene
refractive index
n20/D 1.472 (lit.)
bp
88-89 °C (lit.)
density
0.847 g/mL at 25 °C (lit.)
storage temp.
2-8°C
SMILES string
C1C=CCC=C1
InChI
1S/C6H8/c1-2-4-6-5-3-1/h1-2,5-6H,3-4H2
InChI key
UVJHQYIOXKWHFD-UHFFFAOYSA-N
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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.
Application
1,4-Cyclohexadiene (1,4-CHD) was used to study the formation of parent ion from heavy fragmentation of 1,4-CHD on irradiation with a high-intensity laser pulse.
Useful for the reduction of radical intermediates formed in electron-transfer mediated ring-opening reactions
Signal Word
Danger
Hazard Statements
Precautionary Statements
Hazard Classifications
Carc. 1A - Flam. Liq. 2 - Muta. 1B - STOT RE 2
Target Organs
Blood
Storage Class Code
3 - Flammable liquids
WGK
WGK 3
Flash Point(F)
19.4 °F - closed cup
Flash Point(C)
-7 °C - closed cup
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DFT calculated barriers for C-H activation of 1,4-cyclohexadiene by nonheme iron(IV)-oxo and iron(III)-superoxo species show that the experimental trends can be explained if the spin inversion probability of the TMC iron(IV)-oxo is assumed to be poor. Also, the TMC iron(III)-superoxo
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