125415
1,4-Cyclohexadiene
97%
Sinônimo(s):
1,4-Dihydrobenzene
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About This Item
Fórmula empírica (Notação de Hill):
C6H8
Número CAS:
Peso molecular:
80.13
Beilstein:
1900733
Número MDL:
Código UNSPSC:
12352100
ID de substância PubChem:
NACRES:
NA.22
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Nível de qualidade
Ensaio
97%
Formulário
liquid
contém
~0.1% hydroquinone as stabilizer
Impurezas
3% benzene
índice de refração
n20/D 1.472 (lit.)
p.e.
88-89 °C (lit.)
densidade
0.847 g/mL at 25 °C (lit.)
temperatura de armazenamento
2-8°C
cadeia de caracteres SMILES
C1C=CCC=C1
InChI
1S/C6H8/c1-2-4-6-5-3-1/h1-2,5-6H,3-4H2
chave InChI
UVJHQYIOXKWHFD-UHFFFAOYSA-N
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Descrição geral
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.
Aplicação
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
Palavra indicadora
Danger
Frases de perigo
Declarações de precaução
Classificações de perigo
Carc. 1A - Flam. Liq. 2 - Muta. 1B - STOT RE 2
Órgãos-alvo
Blood
Código de classe de armazenamento
3 - Flammable liquids
Classe de risco de água (WGK)
WGK 3
Ponto de fulgor (°F)
19.4 °F - closed cup
Ponto de fulgor (°C)
-7 °C - closed cup
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Kazutada Ikeuchi et al.
Organic letters, 14(23), 6016-6019 (2012-11-15)
Asymmetric bromolactonization of prochiral cyclohexadiene derivatives with N-bromosuccimide proceeded in the presence of (DHQD)(2)PHAL as a chiral catalyst to afford the corresponding bromolactones with up to 93% ee. This reaction was also applicable to the kinetic resolution of a racemic
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The journal of physical chemistry. A, 113(25), 6955-6963 (2009-06-06)
A quantitative understanding of the thermochemistry of cyclohexadienyl radical and 1,4-cyclohexadiene is beneficial for diverse areas of chemistry. Given the interest in these two species, it is surprising that more detailed thermodynamic data concerning the homolytic C-H bond enthalpies of
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