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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Organometallics, 25, 5456-5456 (2006)
A key factor in parent and fragment ion formation on irradiation with an intense femtosecond laser pulse.
Harada H, et al.
Chemical Physics Letters, 342(5), 563-570 (2001)
Vladimir S Petrović et al.
Physical review letters, 108(25), 253006-253006 (2012-09-26)
We report the first study of UV-induced photoisomerization probed via core ionization by an x-ray laser. We investigated x-ray ionization and fragmentation of the cyclohexadiene-hexatriene system at 850 eV during the ring opening. We find that the ion-fragmentation patterns evolve
Monika Ali Khan et al.
Chemical communications (Cambridge, England), 47(1), 215-217 (2010-08-24)
A cyclohexadiene ligand prepared by microbial arene 1,2-dihydroxylation undergoes spontaneous rearrangement upon complexation to tricarbonyliron(0). Subsequent iron removal affords a novel route to formal arene 2,3-dihydroxylation products enantiomeric to those obtainable by direct microbial arene oxidation.
Beni Camacho-Pérez et al.
Journal of environmental management, 95 Suppl, S306-S318 (2011-10-14)
The scope of this paper encompasses the following subjects: (i) aerobic and anaerobic degradation pathways of γ-hexachlorocyclohexane (HCH); (ii) important genes and enzymes involved in the metabolic pathways of γ-HCH degradation; (iii) the instrumental methods for identifying and quantifying intermediate
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