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
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
1900733
Assay:
97%
Form:
liquid
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
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
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signalword
Danger
hcodes
Hazard Classifications
Carc. 1A - Flam. Liq. 2 - Muta. 1B - STOT RE 2
target_organs
Blood
Storage Class
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)
Rapid removal of protecting groups from peptides by catalytic transfer hydrogenation with 1, 4-cyclohexadiene.
Felix AM,et al.
The Journal of Organic Chemistry, 43(21), 4194-4196 (1978)
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)