Saltar al contenido
Merck
Todas las fotos(1)

Key Documents

View All Documentation

792373

Sigma-Aldrich

2-Chloro-2,2-difluoroacetophenone

95%

Sinónimos:

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

Iniciar sesiónpara Ver la Fijación de precios por contrato y de la organización
Todas las fotos(1)

About This Item

Fórmula lineal:
C6H5COCF2Cl
Número de CAS:
384-67-8
Peso molecular:
190.57
Beilstein/REAXYS Number:
2251448
MDL number:
MFCD00042123
UNSPSC Code:
12352101
PubChem Substance ID:
329768330
NACRES:
NA.22

Quality Level

100

assay

95%

form

liquid

reaction suitability

reaction type: C-C Bond Formation

refractive index

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

bp

94-96 °C/35 mmHg (lit.)

density

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

functional group

chloro
fluoro
ketone
phenyl

SMILES string

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

¿Está buscando productos similares? Visita Guía de comparación de productos

General description

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.

Application

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.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

10 - Combustible liquids

wgk_germany

WGK 3

flash_point_f

160.0 °F

flash_point_c

71.1 °C

Elija entre una de las versiones más recientes:

Certificados de análisis (COA)

Lot/Batch Number
MKBS3273V

¿No ve la versión correcta?

Si necesita una versión concreta, puede buscar un certificado específico por el número de lote.

Busque por un COA

¿Ya tiene este producto?

Encuentre la documentación para los productos que ha comprado recientemente en la Biblioteca de documentos.

Visite la Librería de documentos

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
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)

Contenido relacionado

Hu Group – Professor Product Portal

The major research interests of Prof. Jinbo Hu's lab include the development of new fluorination reagents and reactions, especially the difluoromethylation, difluoromethylenation, and monofluoromethylation methods.

Nuestro equipo de científicos tiene experiencia en todas las áreas de investigación: Ciencias de la vida, Ciencia de los materiales, Síntesis química, Cromatografía, Analítica y muchas otras.

Póngase en contacto con el Servicio técnico