2,2-Dichloroacetophenone

Base Information

• Chemical Name: 2,2-Dichloroacetophenone
• CAS No.: 2648-61-5
• Molecular Formula: C8H6 Cl2 O
• Molecular Weight: 189.041
• Hs Code.: 2914700090
• European Community (EC) Number: 677-377-9
• NSC Number: 53617
• UNII: 3VJ32JJ8LH
• DSSTox Substance ID: DTXSID1051939
• Nikkaji Number: J31.096D
• Wikidata: Q27258089
• ChEMBL ID: CHEMBL3560171
• Mol file: 2648-61-5.mol

Synonyms:2,2-dichloroacetophenone

Chemical Property of 2,2-Dichloroacetophenone

Chemical Property:

• Appearance/Colour: CLEAR COLOURLESS TO SLIGHTLY PINK LIQUID
• Vapor Pressure: 0.0194mmHg at 25°C
• Melting Point: 21oC
• Refractive Index: n20/D 1.5686(lit.)
• Boiling Point: 132-134 °C13 mm Hg(lit.)
• Flash Point: >230 °F
• PSA: 17.07000
• Density: 1.34 g/mL at 25 °C(lit.)
• LogP: 2.67300
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 187.9795702
• Heavy Atom Count: 11
• Complexity: 139

Purity/Quality:

98%,99%, ^*data from raw suppliers

2,2-Dichloroacetophenone >97.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xn,Xi
• Statements: 36/37/38
• Safety Statements: 26-27-28-36/37/39-7/9

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C(=O)C(Cl)Cl

Technology Process of 2,2-Dichloroacetophenone

There total 94 articles about 2,2-Dichloroacetophenone which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 97.0%

2,2,2-trichloroacetophenone (2902-69-4) → 2,2-dichloroacetophenone (2648-61-5)

Guidance literature:

With methanol; triphenylphosphine; In dichloromethane; at 0 ℃; for 0.166667h; chemoselective reaction; Inert atmosphere;

DOI:10.1021/acs.joc.6b02044

Reference yield: 80.0%

2,2-dichloro-1-phenyl-2-(phenylsulfinyl)-1-ethanol (86002-02-0) → 2,2-dichloroacetophenone (2648-61-5)

Guidance literature:

In neat (no solvent); at 150 ℃; for 0.0833333h; under 1 Torr;

DOI:10.1016/S0040-4039(00)81455-0

Reference yield: 76.0%

(2,2-Dichloro-1-ethoxy-vinyl)-benzene (78176-13-3) → 2,2-dichloroacetophenone (2648-61-5)

Guidance literature:

With trifluoroacetic acid; In water; at 65 ℃; for 7h;

DOI:10.1016/0040-4039(81)80144-X

upstream raw materials:

dichloro-acetic acid

2,2,2-trichloro-1-phenylethanol

tetrachloromethane

ethyl hypochlorite

Downstream raw materials:

ω,ω-Bis-dimethylamino-acetophenon

2,2-dichloro-1-phenylvinyl o-phenylene phosphite

2-phenyl-2-(trichloromethyl)-3-chlorooxirane

benzoic acid methyl ester

Refernces

• 1、 Guseinov, F. I.. "Reactions of α-chloro β-oxo aldehydes with CH-acid anions". . p. 743 - 745. Retrieved 1999.
• 2、 Zhang, Zhenlei,Yang, Jiusi,Wu, Kairui,Yu, Renjie,Bu, Jiping,Huang, Zijun,Li, Shaoke,Ma, Xiantao. "Access to α,α-dihaloacetophenones through anodic C[dbnd]C bond cleavage in enaminones". supporting information. . Retrieved 2021/12/20.
• 3、 Tu, Dewei,Luo, Juan,Jiang, Wengao,Tang, Qiang. "Solvent-free preparation of α,α-dichloroketones with sulfuryl chloride". supporting information. . Retrieved 2021/09/15.