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Merck
CN

M39105

Sigma-Aldrich

甲基环己烯酮

98%, Stabilized

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线性分子式:
CH3C6H7(=O)
CAS号:
分子量:
110.15
Beilstein:
1560601
EC 号:
MDL编号:
UNSPSC代码:
12352100
PubChem化学物质编号:
NACRES:
NA.22

检测方案

98%

折射率

n20/D 1.494 (lit.)

bp

199-200 °C (lit.)

密度

0.971 g/mL at 25 °C (lit.)

SMILES字符串

CC1=CC(=O)CCC1

InChI

1S/C7H10O/c1-6-3-2-4-7(8)5-6/h5H,2-4H2,1H3

InChI key

IITQJMYAYSNIMI-UHFFFAOYSA-N

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应用

3-Methyl-2-cyclohexenone is an insect sex pheromone of the Douglas-fir beetle. It can be used as a starting material:
  • In the total synthesis of (−)-ar-tenuifolene, a naturally occurring aromatic sesquiterpene.
  • To synthesize an organic building block 2-trimethylsilyl-3-methyl-cyclohexenone.
  • In the total synthesis of natural diterpenoids (+)-taiwaniaquinone H and (+)-dichroanone.

象形图

Exclamation mark

警示用语:

Warning

危险声明

危险分类

Acute Tox. 4 Oral

WGK

WGK 3

闪点(°F)

154.4 °F

闪点(°C)

68 °C

个人防护装备

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

法规信息

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Cyclic α-Acylvinyl Anionic Synthons: A Novel Synthesis of 2-Trimethylsilyl-3-methyl-cyclohexenone by the Wurtz-Fittig Coupling Reaction
Jyothi D and HariPrasad S
Synthetic Communications, 39(5), 875-879 (2009)
Catalytic asymmetric formal total synthesis of (+)-dichroanone and (+)-taiwaniaquinone H
Li L-Q, et al.
Tetrahedron Letters, 55(43), 5960-5962 (2014)
Catalytic enantioselective total synthesis of (−)-ar-Tenuifolene
Shaw K, et al.
Tetrahedron Letters, 61(20), 151850-151850 (2020)
Aldrichimica Acta, 16, 41-41 (1983)
Shoichiro Horita et al.
Chembiochem : a European journal of chemical biology, 16(3), 440-445 (2015-02-03)
(4R,6R)-Actinol can be stereo-selectively synthesized from ketoisophorone by a two-step conversion using a mixture of two enzymes: Candida macedoniensis old yellow enzyme (CmOYE) and Corynebacterium aquaticum (6R)-levodione reductase. However, (4S)-phorenol, an intermediate, accumulates because of the limited substrate range of

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