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Merck
CN

422436

Sigma-Aldrich

环戊烯-1-羧酸甲酯

97%

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线性分子式:
C5H7CO2CH3
CAS号:
分子量:
126.15
Beilstein:
2040162
MDL编号:
UNSPSC代码:
12352100
PubChem化学物质编号:
NACRES:
NA.22

检测方案

97%

形式

liquid

折射率

n20/D 1.4660 (lit.)

bp

76-78 °C/9 mmHg (lit.)

密度

1.031 g/mL at 20 °C (lit.)

SMILES字符串

COC(=O)C1=CCCC1

InChI

1S/C7H10O2/c1-9-7(8)6-4-2-3-5-6/h4H,2-3,5H2,1H3

InChI key

VTYCAXIAUKEGBQ-UHFFFAOYSA-N

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一般描述

Methyl 1-cyclopentene-1-carboxylate, a cyclic alkene, is a cyclopentene derivative. It participates in the synthesis of azulene derivatives by initially forming the corresponding cyclopropanol followed by oxy-Cope rearrangement.

应用

Methyl 1-cyclopentene-1-carboxylate may be used as starting material in the synthesis of pinnaic acid and halichlorine. It undergoes asymmetric oxidative Heck reaction with aryl boronic acids to form coupling products in the presence of chiral NHC (N-heterocyclic carbine)-palladium (II) complex.

WGK

WGK 3

闪点(°F)

closed cup

闪点(°C)

closed cup

个人防护装备

Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)

法规信息

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THE ORGANIC CHEMISTRY NOTEBOOK SERIES, A DIDACTICAL APPROACH,?(I) A THEORETICAL MECHANISTIC APPROACH TO DIASTEROSELECTIVE SYNTHESIS OF CIS-1, 2-DIALKENYLCYCLOPROPANOLS AND SUBSEQUENT OXY-COPE REARRANGEMENT BY JIN KUN CHA ET AL.
Bravo J.
Revista Boliviana de Quimica, 22(1), 1-10 (2005)
Rodrigo B Andrade et al.
Organic letters, 7(25), 5733-5735 (2005-12-03)
[chemical reaction: see text]. Concise formal syntheses of marine alkaloids (+/-)-pinnaic acid (1) and (+/-)-halichlorine (2) have been accomplished from a common intermediate. The syntheses illustrate the utility of selective olefin cross metathesis methodologies for the elaboration of advanced synthetic
Kyung Soo Yoo et al.
The Journal of organic chemistry, 75(1), 95-101 (2009-12-04)
Chiral dimeric tridentate NHC-amidate-alkoxide palladium(II) complexes, 3a and 3b, effected oxidative boron Heck-type reactions of aryl boronic acids with both acyclic and cyclic alkenes at room temperature to afford the corresponding coupling products with high enantioselectivities. The high degree of

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