2,4'-Dichloroacetophenone

Base Information

• Chemical Name: 2,4'-Dichloroacetophenone
• CAS No.: 937-20-2
• Molecular Formula: C8H6Cl2O
• Molecular Weight: 189.041
• Hs Code.: 29147000
• European Community (EC) Number: 213-323-9
• NSC Number: 41669
• UNII: ZXE9VA3E38
• DSSTox Substance ID: DTXSID50239540
• Nikkaji Number: J265.443A
• Wikidata: Q69756933
• ChEMBL ID: CHEMBL143090
• Mol file: 937-20-2.mol

Synonyms:2,4'-Dichloroacetophenone;937-20-2;2-chloro-1-(4-chlorophenyl)ethanone;4-Chlorophenacyl chloride;Ethanone, 2-chloro-1-(4-chlorophenyl)-;2-chloro-1-(4-chlorophenyl)ethan-1-one;p-Chlorophenacyl chloride;alpha,4-Dichloroacetophenone;MFCD00018926;ZXE9VA3E38;.alpha.-Chloro-p-chloroacetophenone;EINECS 213-323-9;NSC-41669;4-Chlorophenacylchloride;UNII-ZXE9VA3E38;2,4\'-Dichloroacetophenone;alpha,4'-Dichloroacetophenone;SCHEMBL953871;Acetophenone, 2,4'-dichloro-;BDBM7874;CHEMBL143090;2-Chloro-4'-chloroacetophenone;DTXSID50239540;2,4'-Dichloroacetophenone, 99%;.omega.-Chloro-p-chloroacetophenone;NSC41669;para-chloro-omega-chloroacetophenone;Halomethyl Phenyl Ketone deriv. 22;NSC 41669;STK498764;AKOS000120424;2-chloro-1-(4'-chlorophenyl) ethanone;CHLOROMETHYL 4-CHLOROPHENYL KETONE;1-(4-CHLOROPHENYL)-2-CHLOROETHANONE;AM20041429;CS-0238967;FT-0610032;EN300-20349;F0001-2254;Z104477840

Chemical Property of 2,4'-Dichloroacetophenone

Chemical Property:

• Appearance/Colour: white to off-white crystalline powder
• Melting Point: 100-102 °C(lit.)
• Refractive Index: 1.5640 (estimate)
• Boiling Point: 270 °C at 760 mmHg
• Flash Point: 119.1 °C
• PSA: 17.07000
• Density: 1.31 g/cm³
• LogP: 2.76150
• XLogP3: 2.9
• 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:

2-Chloro-1-(4-chlorophenyl)ethanone ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=CC=C1C(=O)CCl)Cl
• Uses: 2,4′-Dichloroacetophenone (4-chlorophenacyl chloride) may be used in the synthesis of chiral chlorohydrin by asymmetric reduction., It may be used as an alkylating agent in the Williamson reaction of 7-hydroxycoumarins to form substituted oxoethers.

Technology Process of 2,4'-Dichloroacetophenone

There total 33 articles about 2,4'-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: 98.0%

para-chloroacetophenone (99-91-2) → p-chlorophenacyl chloride (937-20-2)

Guidance literature:

With 1,3-dichloro-5,5-dimethylhydantoin; silica gel; In methanol; for 1h; Reflux;

DOI:10.1039/b815169e

Reference yield: 93.0%

4-vinylbenzyl chloride (1073-67-2,24991-47-7) → p-chlorophenacyl chloride (937-20-2)

Guidance literature:

With magnesium(II) chloride hexahydrate; oxygen; lithium perchlorate; manganese(ll) chloride; In dichloromethane; acetone; at 40 ℃; for 40h; Electrochemical reaction;

DOI:10.1039/c9cc06746a

Reference yield: 93.0%

1-chloro-4-(chloroethynyl)benzene (33491-02-0) → p-chlorophenacyl chloride (937-20-2)

Guidance literature:

With water; In 1,2-dichloro-ethane; at 20 ℃; for 14h;

DOI:10.1080/00397911.2018.1528616

upstream raw materials:

para-chloroacetophenone

4-chloro-benzoyl chloride

chloroacetyl chloride

chlorobenzene

Downstream raw materials:

1-(4-chlorophenyl)-2-(piperidin-1-yl)ethanone

1-(4-chloro-phenyl)-2-(4-methyl-piperazin-1-yl)-ethanone

4-[2-(4-chloro-phenyl)-2-oxo-ethyl]-piperazine-1-carboxylic acid ethyl ester

1-(p-chlorophenyl)-2,3-epoxy-3-phenylpropan-1-one

Refernces

• 1、 Elsberg, Josiah G. D.,Anderson, Stephen N.,Tierney, David L.,Reinheimer, Eric W.,Berreau, Lisa M.. "Tris-(2-pyridylmethyl)amine-ligated Cu(II) 1,3-diketonate complexes: Anaerobic retro-Claisen and dehalogenation reactivity of 2-chloro-1,3-diketonate derivatives". . p. 1712 - 1720. Retrieved 2021/02/22.
• 2、 Wang, Liang-Liang,Battini, Narsaiah,Bheemanaboina, Rammohan R. Yadav,Ansari, Mohammad Fawad,Chen, Jin-Ping,Xie, Yun-Peng,Cai, Gui-Xin,Zhang, Shao-Lin,Zhou, Cheng-He. "A new exploration towards aminothiazolquinolone oximes as potentially multi-targeting antibacterial agents: Design, synthesis and evaluation acting on microbes, DNA, HSA and topoisomerase IV". . p. 166 - 181. Retrieved 2019/07/02.