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重要文件

792373

Sigma-Aldrich

2-氯-2,2-二氟苯乙酮

95%

同義詞:

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

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About This Item

線性公式:
C6H5COCF2Cl
CAS號碼:
分子量::
190.57
Beilstein:
2251448
MDL號碼:
分類程式碼代碼:
12352101
PubChem物質ID:
NACRES:
NA.22
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化驗

95%

形狀

liquid

反應適用性

reaction type: C-C Bond Formation

折射率

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

bp

94-96 °C/35 mmHg (lit.)

密度

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

官能基

chloro
fluoro
ketone
phenyl

SMILES 字串

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 密鑰

MNOONJNILVDLSW-UHFFFAOYSA-N

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一般說明

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.[1]

應用

2-Chloro-2,2-difluoroacetophenone can be used:
  • As a reagent in the difluoromethylation of various phenols to yield aryl difluoromethyl ethers.[2]
  • As a precursor in the Baylis-Hillman reaction of fluoroalkyl ketones to obtain chlorodifluoromethyl containing products.[3]
  • As a substrate in the synthesis of propargyl alcohols using a novel ruthenium catalyst.[4]

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

象形圖

Exclamation mark

訊號詞

Warning

危險聲明

危險分類

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

標靶器官

Respiratory system

儲存類別代碼

10 - Combustible liquids

水污染物質分類(WGK)

WGK 3

閃點(°F)

160.0 °F

閃點(°C)

71.1 °C


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存取文件庫

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)
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
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)

相關內容

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

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