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Merck

391743

Sigma-Aldrich

2-甲基-1-茚酮

99%

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25 G
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About This Item

经验公式(希尔记法):
C10H10O
CAS号:
分子量:
146.19
MDL编号:
UNSPSC代码:
12352100
PubChem化学物质编号:
NACRES:
NA.22

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质量水平

方案

99%

表单

liquid

折射率

n20/D 1.555 (lit.)

沸点

93-95 °C/4 mmHg (lit.)

密度

1.064 g/mL at 25 °C (lit.)

官能团

ketone

SMILES字符串

CC1Cc2ccccc2C1=O

InChI

1S/C10H10O/c1-7-6-8-4-2-3-5-9(8)10(7)11/h2-5,7H,6H2,1H3

InChI key

BEKNOGMQVKBMQN-UHFFFAOYSA-N

一般描述

2-Methyl-1-indanone, a α-benzocycloalkenone[1], is a derivative of 1-indanone. Its synthesis has been reported.[2][3][4] The enzymatic dynamic kinetic resolution (DKR) of racemic 2-methyl-1-indanone has been studied.[5] The asymmetric α-arylation[6] and hydroxymethylation of 2-methyl-1-indanone has been reported.[7] It participated in the synthesis of 2-methyl-6-carboxyazulene.[8]

应用

2-Methyl-1-indanone may be used as a starting material in the synthesis of β-benzocycloalkenone.[1] It may be used in the synthesis of the following:
  • cyclohex-2-en-1-yl 2-methyl-1H-inden-3-yl carbonate[9]
  • 2-hydroxy-2-methyl-1-indanone[10]
  • O-alkoxycarbonylation of lithium enolates[11]

储存分类代码

10 - Combustible liquids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

Eyeshields, Gloves


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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Michał Rachwalski et al.
Chemical Society reviews, 42(24), 9268-9282 (2013-09-26)
Deracemisation of racemic compounds is still the most important strategy to produce optically pure compounds despite many recent advances in asymmetric synthesis. Especially deracemisation approaches that give rise to single enantiomers are preferred, which can be achieved either by invoking
Taku Kitanosono et al.
Chemistry, an Asian journal, 10(1), 133-138 (2014-10-29)
Enzymes exhibit overwhelmingly superior catalysis compared with artificial catalysts. Current strategies to rival enzymatic catalysis require unmodified or minimally modified structures of active sites, gigantic molecular weight, and sometimes the use of harsh conditions such as extremely low temperatures in
Shaozhong Ge et al.
Journal of the American Chemical Society, 133(41), 16330-16333 (2011-09-16)
We report the α-arylation of ketones with a range of aryl chlorides with enantioselectivities from 90 to 99% ee catalyzed by the combination of Ni(COD)(2) and (R)-BINAP and the coupling of ketones with a range of heteroaryl chlorides with enantioselectivities
Michael W Justik et al.
Molecules (Basel, Switzerland), 10(1), 217-225 (2007-11-17)
The conversion of alpha-benzocycloalkenones to homologous beta-benzocyclo-alkenones containing six, seven and eight-membered rings is reported. This was accomplished via a Wittig olefination-oxidative rearrangement sequence using[hydroxy(tosyloxy)iodo]-benzene (HTIB) is the oxidant, that enables the synthesis of regioisomeric pairs of methyl-substituted beta-benzocycloalkenones. The
On the decarboxylation of 2-methyl-1-tetralone-2-carboxylic acid-oxidation of the enol intermediate by triplet oxygen.
Riahi A, et al.
New. J. Chem., 37(8), 2245-2249 (2013)

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