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Merck
CN

792373

Sigma-Aldrich

2-氯-2,2-二氟苯乙酮

95%

别名:

2-Chloro-2,2-difluoro-1-phenylethanone, Chlorodifluoromethyl phenyl ketone, α-Chloro-α,α-difluoroacetophenone

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About This Item

线性分子式:
C6H5COCF2Cl
CAS号:
分子量:
190.57
Beilstein:
2251448
MDL编号:
UNSPSC代码:
12352101
PubChem化学物质编号:
NACRES:
NA.22

质量水平

方案

95%

表单

liquid

反应适用性

reaction type: C-C Bond Formation

折射率

n20/D 1.4954
n20/D 1.497 (lit.)

沸点

94-96 °C/35 mmHg (lit.)

密度

1.293 g/mL at 25 °C (lit.)
1.3178 g/mL at 25 °C

官能团

chloro
fluoro
ketone
phenyl

SMILES字符串

FC(F)(Cl)C(=O)c1ccccc1

InChI

1S/C8H5ClF2O/c9-8(10,11)7(12)6-4-2-1-3-5-6/h1-5H

InChI key

MNOONJNILVDLSW-UHFFFAOYSA-N

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一般描述

2-Chloro-2,2-difluoroacetophenone is a difluorocarbene reagent, which is generally used in the synthesis of 2,2-difluoro enol silyl ethers, and gem -difluoromethene derived compounds.

应用

2-Chloro-2,2-difluoroacetophenone can be used:
  • As a reagent in the difluoromethylation of various phenols to yield aryl difluoromethyl ethers.
  • As a precursor in the Baylis-Hillman reaction of fluoroalkyl ketones to obtain chlorodifluoromethyl containing products.
  • As a substrate in the synthesis of propargyl alcohols using a novel ruthenium catalyst.

Reagent is an effective product for the synthesis of difluoromethylated phenols in the presence of mild base and aqueous solvent.

象形图

Exclamation mark

警示用语:

Warning

危险声明

危险分类

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

靶器官

Respiratory system

储存分类代码

10 - Combustible liquids

WGK

WGK 3

闪点(°F)

160.0 °F

闪点(°C)

71.1 °C

法规信息

新产品

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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Octahedral ruthenium complex with exclusive metal-centered chirality for highly effective asymmetric catalysis
Zheng Y, et al.
Journal of the American Chemical Society, 139(12), 4322-4325 (2017)
2-Chloro-2,2-difluoroacetophenone
Encyclopedia of Reagents for Organic Synthesis, Second Edition (2009)
Study of Fluorocarbonyls for the Baylis- Hillman Reaction
Ram Reddy MV, et al.
The Journal of Organic Chemistry, 67(15), 5382-5385 (2002)
2-Chloro-2, 2-difluoroacetophenone: a non-ODS-based difluorocarbene precursor and its use in the difluoromethylation of phenol derivatives
Zhang L, et al.
The Journal of Organic Chemistry, 71(26), 9845-9848 (2006)
Laijun Zhang et al.
The Journal of organic chemistry, 71(26), 9845-9848 (2006-12-16)
A novel and non-ODS-based (ODS = ozone-depleting substance) preparation of 2-chloro-2,2-difluoroacetophenone (1) was achieved in high yield by using 2,2,2-trifluoroacetophenone as the starting material. Compound 1 was found to act as a good difluorocarbene reagent, which readily reacts with a

相关内容

Prof. Jinbo Hu's lab focuses on developing new fluorination reagents and reactions, including difluoromethylation and monofluoromethylation.

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