2,2',4'-Trichloroacetophenone

Base Information

• Chemical Name: 2,2',4'-Trichloroacetophenone
• CAS No.: 4252-78-2
• Molecular Formula: C8H5Cl3O
• Molecular Weight: 223.486
• Hs Code.: 29147090
• European Community (EC) Number: 224-218-2
• UN Number: 1759
• UNII: 2E35P7HJI2
• DSSTox Substance ID: DTXSID3026190
• Nikkaji Number: J199F
• Wikidata: Q10844265
• ChEMBL ID: CHEMBL1569226
• Mol file: 4252-78-2.mol

Synonyms:2,2',4'-trichloroacetophenone

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

Chemical Property:

• Appearance/Colour: yellow crystalline powder
• Melting Point: 47-54 °C(lit.)
• Refractive Index: 1.5510 (estimate)
• Boiling Point: 292.2 °C at 760 mmHg
• Flash Point: 122.1 °C
• PSA: 17.07000
• Density: 1.43 g/cm³
• LogP: 3.41490
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Sensitive.: Lachrymatory
• Solubility.: 60 mg/L (20°C)
• Water Solubility.: 60 mg/L (20 ºC)
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 221.940598
• Heavy Atom Count: 12
• Complexity: 172
• Transport DOT Label: Corrosive

Purity/Quality:

≥98% ^*data from raw suppliers

α,2,4-Trichloroacetophenone ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,C,N, T
• Hazard Codes: Xi,C,N,T
• Statements: 37/38-41-43-51/53-34-23/24/25
• Safety Statements: 26-36/37/39-61-45-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Aromatic Ketones, Halogenated
• Canonical SMILES: C1=CC(=C(C=C1Cl)Cl)C(=O)CCl
• Uses: α,2,4-Trichloroacetophenone is a reagent used in the synthesis of isoconazole, a potent antifungal agent.

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

There total 11 articles about 2,2',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: 93.1%

chloroacetyl chloride (79-04-9) + 1,3-Dichlorobenzene (541-73-1) → 2,2',4'-trichloroacetophenone (4252-78-2)

Guidance literature:

With aluminum (III) chloride; at 30 ℃; for 3h;

DOI:10.1016/j.ejmech.2020.112360

Reference yield: 93.0%

Chloroacetamide (79-07-2) + 1,3-Dichlorobenzene (541-73-1) → 2,2',4'-trichloroacetophenone (4252-78-2)

Guidance literature:

With potassium chloride; tin(ll) chloride; at 65 ℃; for 5h; Temperature; Concentration;

Reference yield: 88.5%

chloroacetyl chloride (79-04-9) + 1,2-dichloro-benzene (95-50-1) → 2,2',4'-trichloroacetophenone (4252-78-2)

Guidance literature:

With aluminum (III) chloride; at 30 - 50 ℃;

DOI:10.1007/s00044-016-1724-6

upstream raw materials:

chloroacetyl chloride

1,3-Dichlorobenzene

Phosphorsaeure-<2-chlor-1-(2,4-dichlor-phenyl)-vinylester>-diisopropylester

2,4-dichloro-α-methylbenzyl alcohol

Downstream raw materials:

2-{2-[2-(2,4-Dichloro-phenyl)-oxiranyl]-ethyl}-[1,3]dioxolane

1-Chloro-2-(2,4-dichloro-phenyl)-4-[1,3]dioxolan-2-yl-butan-2-ol

1,3-Bis-[2-(2,4-dichloro-phenyl)-2-oxo-ethyl]-3H-imidazol-1-ium; chloride

1-(2,4-dichlorophenyl)-2-(imidazol-1-yl)ethanone

Refernces

• 1、 Xu, Hang,Yan, Zhong-zuo,Guo, Meng-bi,An, Ran,Wang, Xin,Zhang, Rui,Mou, Yan-hua,Hou, Zhuang,Guo, Chun. "Lead optimization generates selenium-containing miconazole CYP51 inhibitors with improved pharmacological profile for the treatment of fungal infections". . . Retrieved 2021/03/16.
• 2、 Han, Xiaoyan,Ren, Liwen,Song, Yali,Sun, Xiaoyang,Wang, Jinhua,Wang, Shumin,Xiao, Bin,Zhang, Na. "Novel triazole derivatives containing different ester skeleton: Design, synthesis, biological evaluation and molecular docking". . p. 64 - 69. Retrieved 2020/02/03.