CAS 384-67-8 2-Chloro-2,2-difluoroacetophenone (HCID 238296)

Overview

structure in first source

Names & identifiers

Preferred name: 2-Chloro-2,2-difluoroacetophenone
IUPAC: 2-chloro-2,2-difluoro-1-phenylethanone
English name: 2-Chloro-2,2-difluoroacetophenone
Molecular formula: C8H5ClF2O
Molecular weight: 190.57

Names & synonyms

384-67-82-Chloro-2,2-difluoroacetophenoneDTXSID20285675RefChem:468544DTXCID40236826621-031-12-chloro-2,2-difluoro-1-phenylethanone2,2,2-ChlorodifluoroacetophenoneCHLORODIFLUOROACETOPHENONE2-chloro-2,2-difluoro-1-phenylethan-1-oneMFCD00042123Ethanone, 2-chloro-2,2-difluoro-1-phenyl-

Show more names

2-Chloro-2,2-dChlorodifluorobenzophenoneà,à-difluorophenacyl chlorideà-chloro-à,à-difluoroacetopheneα,α-Difluoro-α-chloroacetophenone

ChlorodifluoroMethyl phenyl ketoneNSC42611ChlorodifluroacetophenoneSCHEMBL855642a-Chloro-a,a-difluoroacetophenone2-Chloro-2,2,difluoroacetophenoneCL8637NSC-42611

Database identifiers

CAS: 384-67-8
PubChem CID: 238296
DTXSID: DTXSID20285675
EC Number: 621-031-1
Nikkaji: J264.262J

Properties

Computed structural properties

XLogP: 2.4
Topological polar surface area: 17.1 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 3
Rotatable bonds: 2
Heavy atoms: 12
Formal charge: 0
Complexity: 176

Physicochemical properties

Melting point: 102 · 102-103 °C
Boiling point: 94 · 94-96 °C35 mm Hg(lit.)
Density: 1.293 g/mL · 1.293 g/mL at 25 °C(lit.)
refractive index: 20 · n20/D 1.497(lit.)
Flash point: 163 °F · 163 °F
storage temp.: Keep in dark place,Inert atmosphere,Room temperature
solubility: Difficult to mix.
form: liquid
color: Clear, colourless
BRN: 2251448 · 2251448
InChI: 1S/C8H5ClF2O/c9-8(10,11)7(12)6-4-2-1-3-5-6/h1-5H
InChIKey: MNOONJNILVDLSW-UHFFFAOYSA-N
SMILES: FC(F)(Cl)C(=O)c1ccccc1
CAS DataBase Reference: 384 · 384-67-8(CAS DataBase Reference)
UNSPSC Code: 12352101 · 12352101
NACRES: 22 · NA.22
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 315 · H315-H319-H335
Precautionary statements: 261 · P261-P264-P271-P280-P302+P352-P305+P351+P338
target organs: Respiratory system
Hazard Codes: Xi
Risk Statements: 36 · 36/37/38
Safety Statements: 26 · 26-36-37
RIDADR: 3334 · UN 3334
WGK Germany: 3 · 3
F: 19 · 19
Hazard Note: Irritant
HS Code: 29147000 · 29147000
Storage Class: 10 · 10 - Combustible liquids
Hazard Classifications: 2 Skin · Eye Irrit. 2Skin Irrit. 2STOT SE 3

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 45 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Hazard Classes and CategoriesSkin Irrit. 2 (100%)

Safety data

F: 19
wgk: 3
ridadr: UN 3334
hs_code: 29147000
risk_code: 36/37/38
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xi
hazard_note: Irritant
safety_code: 26-36-37
Storage Class: 10 - Combustible liquids
target organs: Respiratory system
Hazard statements: H315-H319-H335
Hazard Classifications: Eye Irrit. 2Skin Irrit. 2STOT SE 3
Precautionary statements: P261-P264-P271-P280-P302+P352-P305+P351+P338

Chemistry & industry

Applications · 3 items

DescriptionNovel and non-ODS-based (ODS = ozone-depleting substance) difluorocarbene reagents for O- and N-difluoromethylation. PhCOCF2Cl reacts with a variety of structurally diverse phenol derivatives to produce aryl difluoromethyl ethers in good yields. PhSO2CF2Cl can react with a variety of structurally diverse phenol derivatives and N-heterocyclic compounds.

Uses2-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.

General Description2-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.