2,3',4'-Trichloroacetophenone

Base Information

• Chemical Name: 2,3',4'-Trichloroacetophenone
• CAS No.: 42981-08-8
• Molecular Formula: C8H5Cl3O
• Molecular Weight: 223.486
• Hs Code.: 2914700090
• European Community (EC) Number: 610-094-0
• NSC Number: 243689
• DSSTox Substance ID: DTXSID50311496
• Nikkaji Number: J1.225.253F
• Wikidata: Q82061243
• Mol file: 42981-08-8.mol

Synonyms:42981-08-8;2,3',4'-Trichloroacetophenone;2-chloro-1-(3,4-dichlorophenyl)ethanone;2-chloro-1-(3,4-dichlorophenyl)ethan-1-one;3,4-Dichlorophenacyl Chloride;MFCD03970382;NSC243689;SCHEMBL5005689;DTXSID50311496;alpha,3',4'-Trichloroacetophenone;AKOS000115737;NSC 243689;NSC-243689;AS-38550;CS-0072272;FT-0639822;T1965;EN300-02022;2-chloro-1-(3', 4'-dichlorophenyl) ethanone;A826099;Z56896209;F9995-0249

Chemical Property of 2,3',4'-Trichloroacetophenone

Chemical Property:

• Melting Point: 46-47 °C
• Boiling Point: 335.4 °C at 760 mmHg
• Flash Point: 141.5 °C
• PSA: 17.07000
• Density: 1.43 g/cm³
• LogP: 3.41490
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Solubility.: Soluble in methanol.
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 221.940598
• Heavy Atom Count: 12
• Complexity: 172

Purity/Quality:

98% ^*data from raw suppliers

2,3'',4''-Trichloroacetophenone ^*data from reagent suppliers

Safty Information:

• Statements: 34
• Safety Statements: 36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1C(=O)CCl)Cl)Cl
• Uses: 2,3',4'-Trichloroacetophenone is used as an organic chemical synthesis intermediate.

Technology Process of 2,3',4'-Trichloroacetophenone

There total 5 articles about 2,3',4'-Trichloroacetophenone 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: 82.0%

chloroacetyl chloride (79-04-9) + 1,2-dichloro-benzene (95-50-1) → 2,3',4'-trichloroacetophenone (42981-08-8)

Guidance literature:

With aluminum (III) chloride; at 70 ℃; for 6h;

DOI:10.1016/j.bmcl.2017.11.007

Reference yield:

3,4-dichlorostyrene (2039-83-0) → 3,4-dichlorbenzoic acid (51-44-5) + 2,3',4'-trichloroacetophenone (42981-08-8) + 1,2-Dichloro-4-((Z)-2-chloro-vinyl)-benzene (91309-68-1) + 1,2-Dichloro-4-((E)-2-chloro-vinyl)-benzene (91309-69-2)

Guidance literature:

With chlorine dioxide; In tetrachloromethane; at 52 - 54 ℃; for 2h; Further byproducts given;

Reference yield:

3,4-dichlorostyrene (2039-83-0) → 2,3',4'-trichloroacetophenone (42981-08-8) + 1,2-Dichloro-4-((Z)-2-chloro-vinyl)-benzene (91309-68-1) + 1,2-Dichloro-4-((E)-2-chloro-vinyl)-benzene (91309-69-2) + 3,4-dichlorobenzaldehyde (6287-38-3)

Guidance literature:

With chlorine dioxide; In tetrachloromethane; at 52 - 54 ℃; for 2h; Further byproducts given. Title compound not separated from byproducts;

upstream raw materials:

chloroacetyl chloride

1,2-dichloro-benzene

3,4-dichlorostyrene

Downstream raw materials:

4-[4-(3,4-dichloro-phenyl)-thiazol-2-ylamino]-phenol

2-[4-(3,4-dichloro-phenyl)-thiazol-2-ylamino]-phenol

(3-chloro-phenyl)-[4-(3,4-dichloro-phenyl)-thiazol-2-yl]-amine

3-[4-(3,4-dichloro-phenyl)-thiazol-2-ylamino]-phenol

Refernces

• 1、 Gu, Zheng-Song,Xiao, Ying,Zhang, Qing-Wei,Li, Jian-Qi. "Synthesis and antidepressant activity of a series of arylalkanol and aralkyl piperazine derivatives targeting SSRI/5-HT1A/5-HT7". supporting information. p. 5420 - 5423. Retrieved 2017/11/17.
• 2、 Kwiecien, Halina,Jalowiczor, Jozef. "INVESTIGATIONS ON REACTIONS OF CHLORINE DIOXIDE AND SODIUM CHLORITE WITH ORGANIC COMPOUNDS. PART XXXV. REACTIONS OF CHLORINE DIOXIDE WITH RING-SUBSTITUTED STYRENES". . p. 811 - 824. Retrieved 2007/10/02.