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Merck
CN

M35304

Sigma-Aldrich

氯甲酸甲酯

99%

别名:

MCF, 氯甲酸甲酯

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关于此项目

线性分子式:
ClCOOCH3
化学文摘社编号:
分子量:
94.50
Beilstein:
605437
EC 号:
MDL编号:
UNSPSC代码:
12352100
PubChem化学物质编号:
NACRES:
NA.22
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蒸汽密度

3.26 (vs air)

质量水平

蒸汽压

4.8 psi ( 20 °C)

方案

99%

自燃温度

905 °F

折射率

n20/D 1.387 (lit.)

沸点

70-72 °C (lit.)

密度

1.223 g/mL at 25 °C (lit.)

储存温度

2-8°C

SMILES字符串

COC(Cl)=O

InChI

1S/C2H3ClO2/c1-5-2(3)4/h1H3

InChI key

XMJHPCRAQCTCFT-UHFFFAOYSA-N

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应用

氯甲酸甲酯(MCF)常用于官能团的衍生化,如羧酸、胺和酚。
MCF还能用于:
  • 活化3-酰基吡啶,用于与炔基锡试剂进行亲核加成,形成2,3-二取代的1,2-二氢吡啶。
  • 末端炔烃的氯酯化反应,形成β-氯-α,β-不饱和酯。
  • 作为亲电试剂,介导吡啶与二烷基锂或二芳基铜酸锂的反应,生成4-取代的1,4-二氢吡啶衍生物。
  • 将硝酸盐转化为甲氧基羰基硝酸盐。

警示用语:

Danger

危险分类

Acute Tox. 2 Inhalation - Acute Tox. 4 Dermal - Acute Tox. 4 Oral - Eye Dam. 1 - Flam. Liq. 2 - Skin Corr. 1B

储存分类代码

3 - Flammable liquids

WGK

WGK 2

闪点(°F)

50.0 °F - closed cup

闪点(°C)

10 °C - closed cup

法规信息

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历史批次信息供参考:

分析证书(COA)

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Reaction of Cuprate Reagents with Pyridine in the Presence of Chloroformate. A Novel Synthesis of 1, 4-Dihydropyridine Derivatives.
Piers E and Soucy M
Canadian Journal of Chemistry, 52(20), 3563-3564 (1974)
Using design of experiments to optimize derivatization with methyl chloroformate for quantitative analysis of the aqueous phase from hydrothermal liquefaction of biomass.
Madsen R B, et al.
Analytical and Bioanalytical Chemistry, 408(8), 2171-2183 (2016)
Francesca Casu et al.
Metabolomics : Official journal of the Metabolomic Society, 14(8), 103-103 (2019-03-05)
Saccharomyces cerevisiae has been widely used for fermenting food and beverages for over thousands years. Its metabolism together with the substrate composition play an important role in determining the characteristics of the final fermented products. We previously showed that the
Ting-Li Han et al.
PloS one, 8(8), e71364-e71364 (2013-08-21)
Phenylethyl alcohol was one of the first quorum sensing molecules (QSMs) identified in C. albicans. This extracellular signalling molecule inhibits the hyphal formation of C. albicans at high cell density. Little is known, however, about the underlying mechanisms by which
Regio-and chemoselective addition of alkynyltin reagents to the 2-position of 3-acylpyridines activated by methyl chloroformate: selective synthesis of 2, 3-disubstituted 1, 2-dihydropyridines.
Yamaguchi R, et al.
Tetrahedron Letters, 29(15), 1785-1788 (1988)

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