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Merck
CN

C112909

Sigma-Aldrich

2-环戊烯-1-酮

98%

别名:

1-环戊烯-3-酮, 1-环戊烯-5-酮, 2-环戊烯-1-酮, 2-环戊烯酮, 环戊烯-3-酮

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About This Item

经验公式(希尔记法):
C5H6O
CAS号:
分子量:
82.10
Beilstein:
1446054
EC 号:
MDL编号:
UNSPSC代码:
12352100
PubChem化学物质编号:
NACRES:
NA.22

质量水平

方案

98%

表单

liquid

折射率

n20/D 1.481 (lit.)

沸点

64-65 °C/19 mmHg (lit.)

密度

0.98 g/mL at 25 °C (lit.)

储存温度

2-8°C

SMILES字符串

O=C1CCC=C1

InChI

1S/C5H6O/c6-5-3-1-2-4-5/h1,3H,2,4H2

InChI key

BZKFMUIJRXWWQK-UHFFFAOYSA-N

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应用

用于许多加成反应的多功能亲电试剂,包括有机铜亲核试剂的共轭加成、与硅烯醇醚和硅氧烷的 Michael 加成、Diels-Alder 环加成以及磷鎓基硅烷化。

象形图

Flame

警示用语:

Warning

危险声明

危险分类

Flam. Liq. 3

储存分类代码

3 - Flammable liquids

WGK

WGK 3

闪点(°F)

107.6 °F - closed cup

闪点(°C)

42 °C - closed cup

个人防护装备

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

法规信息

危险化学品

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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Filippo De Simone et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 17(51), 14527-14538 (2011-11-25)
The Nazarov cyclization of divinyl ketones gives access to cyclopentenones. Replacing one of the vinyl groups by a cyclopropane leads to a formal homo-Nazarov process for the synthesis of cyclohexenones. In contrast to the Nazarov reaction, the cyclization of vinyl-cyclopropyl
Tetrahedron Letters, 34, 6777-6777 (1993)
Marc Revés et al.
Organic letters, 14(13), 3534-3537 (2012-06-28)
1,2,3,4-Tetramethyl-bicyclo[2.2.1]hepta-2,5-diene (TMNBD, for tetramethylnorbornadiene) has been prepared and used successfully as an acetylene equivalent in the synthesis of substituted cyclopentenones. TMNBD is easily accessible on a multigram scale and displays excellent reactivity toward the intermolecular Pauson-Khand reaction. Conjugate additions on
Yoshihiro Sumiyoshi et al.
The Journal of chemical physics, 125(12), 124307-124307 (2006-10-04)
Pure rotational transitions in the ground state for Ar-OH and Ar-OD [Y. Ohshima et al., J. Chem. Phys. 95, 7001 (1991) and Y. Endo et al., Faraday Discuss. 97, 341 (1994)], those in the excited states of the OH vibration
Brett D Schwartz et al.
Organic letters, 15(8), 1934-1937 (2013-04-05)
The title natural product, 1, has been synthesized in 20 steps from the enantiomerically pure cis-1,2-dihydrocatechol 2, itself obtained through the whole-cell biotransformation of toluene. The pivotal steps in the reaction sequence involve a Diels-Alder cycloaddition reaction between diene 2

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