1-(2-Chlorophenyl)-2-phenylethanone

Base Information

• Chemical Name: 1-(2-Chlorophenyl)-2-phenylethanone
• CAS No.: 72867-72-2
• Molecular Formula: C14H11ClO
• Molecular Weight: 230.694
• Hs Code.: 2914700090
• European Community (EC) Number: 823-127-0
• DSSTox Substance ID: DTXSID40506990
• Nikkaji Number: J2.889.298E
• Wikidata: Q72456593
• Mol file: 72867-72-2.mol

Synonyms:72867-72-2;1-(2-Chlorophenyl)-2-phenylethanone;2'-Chloro-2-phenylacetophenone;1-(2-Chlorophenyl)-2-phenylethan-1-one;MFCD02260664;2-CHLOROPHENYL BENZYL KETONE;O-chloro phenyl benzyl ketone;o-chlorophenyl benzyl ketone;SCHEMBL1515732;DTXSID40506990;PYTHIEVNGSYRFO-UHFFFAOYSA-N;2'-2'-Chloro-2-phenylacetophenone;AKOS010258673;CS-0246880;EN300-345518

Chemical Property of 1-(2-Chlorophenyl)-2-phenylethanone

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.594
• Boiling Point: 330.231 °C at 760 mmHg
• Flash Point: 184.713 °C
• PSA: 17.07000
• Density: 1.191 g/cm³
• LogP: 3.76540
• Storage Temp.: Refrigerator, under inert atmosphere
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 230.0498427
• Heavy Atom Count: 16
• Complexity: 233

Purity/Quality:

98%Min ^*data from raw suppliers

2''-2''-Chloro-2-phenylacetophenone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CC(=O)C2=CC=CC=C2Cl
• Uses: 2''-2''-Chloro-2-phenylacetophenone is useful for the preparation of 2,?3,?4,?6-?tetrasubstituted pyridine compounds.

Technology Process of 1-(2-Chlorophenyl)-2-phenylethanone

There total 28 articles about 1-(2-Chlorophenyl)-2-phenylethanone 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: 99.0%

2-Chlor-thiobenzoesaeure-S-phenylester (21122-36-1) + benzyl(bromo)zinc (62673-31-8) → 1-(2-chlorophenyl)-2-phenyl-1-ethanone (72867-72-2)

Guidance literature:

With (phenyl)(bis-triphenylphosphine)palladium(II) chloride; In tetrahydrofuran; toluene; at 20 ℃; for 1h; Inert atmosphere;

DOI:10.1021/acs.orglett.9b00031

Reference yield: 95.0%

phenyldiazomethane (908094-04-2) + 2-chloro-benzaldehyde (89-98-5) → 1-(2-chlorophenyl)-2-phenyl-1-ethanone (72867-72-2)

Guidance literature:

With scandium tris(trifluoromethanesulfonate); In toluene; at -78 ℃; for 0.166667h; Inert atmosphere;

DOI:10.1021/ol9010932

Reference yield: 91.0%

phenylacetic acid (103-82-2) + methyl chlorobenzoate (610-96-8) → 1-(2-chlorophenyl)-2-phenyl-1-ethanone (72867-72-2)

Guidance literature:

With lithium hexamethyldisilazane; In tetrahydrofuran; N,N-dimethyl-formamide; at -4 ℃; Inert atmosphere;

DOI:10.1021/acs.jmedchem.1c00235

upstream raw materials:

2-chlorobenzamide

benzylmagnesium chloride

2-Chlorobenzonitrile

N-[1-(2-Chloro-phenyl)-1-cyano-2-phenyl-ethyl]-N-phenyl-benzamide

Downstream raw materials:

3-o-chlorophenyl-4-phenyl-1,2,5-thiadiazole

2-(2-chlorophenyl)-4,6-diphenyl-1,3,5-triazine

benzaldehyde

ortho-chlorobenzoic acid

Refernces

• 1、 Li, Lei,Liu, Chuang,Sun, Ran,Wang, He,Wang, Lijia,Wang, Xin,Zhou, Ming-Dong. "Visible-Light-Promoted [3 + 2] Cycloaddition of 2H-Azirines with Quinones: Access to Substituted Benzo[f]isoindole-4,9-diones". supporting information. . Retrieved 2022/01/22.
• 2、 Kandasamy, Jeyakumar,Lee, Yong Rok,Singh, Adesh Kumar,Venkatesh, Rapelly. "Palladium-catalyzed synthesis of α-aryl acetophenones from styryl ethers and aryl diazonium saltsviaregioselective Heck arylation at room temperature". supporting information. p. 7832 - 7837. Retrieved 2021/09/28.