3-CHLOROPHENYLACETONE

Base Information

• Chemical Name: 3-CHLOROPHENYLACETONE
• CAS No.: 14123-60-5
• Molecular Formula: C9H9ClO
• Molecular Weight: 168.623
• Hs Code.: 29143900
• European Community (EC) Number: 855-643-7
• DSSTox Substance ID: DTXSID70370121
• Nikkaji Number: J515.579G
• Wikidata: Q82157429
• Mol file: 14123-60-5.mol

Synonyms:2-Propanone,(m-chlorophenyl)- (6CI,7CI);2-Propanone, 1-(m-chlorophenyl)- (8CI);1-(5-Chlorophenyl)propan-2-one;1-(m-Chlorophenyl)-2-propanone;

Chemical Property of 3-CHLOROPHENYLACETONE

Chemical Property:

• Appearance/Colour: yellow clear liquid
• Vapor Pressure: 0.047mmHg at 25°C
• Refractive Index: 1.532-1.536
• Boiling Point: 236.5 °C at 760 mmHg
• Flash Point: 116.3 °C
• PSA: 17.07000
• Density: 1.141 g/cm³
• LogP: 2.47150
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 168.0341926
• Heavy Atom Count: 11
• Complexity: 145

Purity/Quality:

99% ^*data from raw suppliers

3-Chlorophenylacetone >95.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-52
• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)CC1=CC(=CC=C1)Cl

Technology Process of 3-CHLOROPHENYLACETONE

There total 21 articles about 3-CHLOROPHENYLACETONE 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: 85.0%

Isopropenyl acetate (108-22-5) + 3-chloro-aniline (108-42-9) → 3-chlorophenylacetone (14123-60-5)

Guidance literature:

3-chloro-aniline; With tetrafluoroboric acid; cis-nitrous acid;

Isopropenyl acetate; With copper(I) oxide; sodium acetate;

DOI:10.1080/00397910601163950

Reference yield: 81.0%

(E)-2-methyl-3-(3-chlorophenyl)acrylic acid (109619-78-5) → 3-chlorophenylacetone (14123-60-5)

Guidance literature:

With diphenyl phosphoryl azide; triethylamine; In toluene; at 25 - 110 ℃; for 1.5h;

Reference yield: 80.0%

C9H7ClN2O3S (1401722-60-8) + acetone (67-64-1) → 3-chlorophenylacetone (14123-60-5)

Guidance literature:

With palladium diacetate; caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In 1,4-dioxane; at 60 ℃; for 24h; chemoselective reaction; Inert atmosphere;

DOI:10.1002/chem.201201394

upstream raw materials:

(E)-1-(3'-chlorophenyl)-2-nitropropene

3-chlorophenylacetic acid

acetic anhydride

(Z)-1-(3-Chloro-phenyl)-propen-2-ol

Downstream raw materials:

1-bromo-1-(3-chlorophenyl)propan-2-one

3-(3-chlorophenyl)butan-2-one

(3S,5S,6R)-6-methyl-2-oxo-5-phenyl-1-(2,2,2-trifluoroethyl)piperidin-3-aminium hydrochloride

tert-butyl [(3S,5S,6R)-5-(3-chlorophenyl)-6-methyl-2-oxo-1-(2,2,2-trifluoroethyl)piperidin-3-yl]carbamate

Refernces

• 1、 Felipe-Blanco, Diego,Gonzalez-Gomez, Jose C.. "Salicylic Acid-Catalyzed Arylation of Enol Acetates with Anilines". supporting information. p. 2773 - 2778. Retrieved 2018/07/29.
• 2、 He, Xin,Cao, Chong,Liang, Jingwei,Li, Xinyang,Zhang, Tingjian,Meng, Fanhao. "A convenient and efficient one-pot synthesis of arylacetones from (E)-3-aryl-2-methylacrylic acids by curtius rearrangement". . p. 386 - 390. Retrieved 2017/02/10.