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Merck
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Key Documents

125415

Sigma-Aldrich

1,4-Cyclohexadiene

97%

동의어(들):

1,4-Dihydrobenzene

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About This Item

실험식(Hill 표기법):
C6H8
CAS Number:
Molecular Weight:
80.13
Beilstein:
1900733
MDL number:
UNSPSC 코드:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

분석

97%

형태

liquid

포함

~0.1% hydroquinone as stabilizer

불순물

3% benzene

refractive index

n20/D 1.472 (lit.)

bp

88-89 °C (lit.)

density

0.847 g/mL at 25 °C (lit.)

저장 온도

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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일반 설명

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.

애플리케이션

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

픽토그램

FlameHealth hazard

신호어

Danger

유해 및 위험 성명서

Hazard Classifications

Carc. 1A - Flam. Liq. 2 - Muta. 1B - STOT RE 2

표적 기관

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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문서 라이브러리 방문

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)
Organometallics, 25, 5456-5456 (2006)
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
Yide Gao et al.
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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