4-Chlorobenzoin

Base Information

• Chemical Name: 4-Chlorobenzoin
• CAS No.: 39774-18-0
• Molecular Formula: C14H11ClO2
• Molecular Weight: 246.693
• European Community (EC) Number: 625-239-3
• DSSTox Substance ID: DTXSID60543509
• Nikkaji Number: J1.809.993D
• Mol file: 39774-18-0.mol

Synonyms:4-Chlorobenzoin;39774-18-0;1-(4-Chlorophenyl)-2-hydroxy-2-phenylethanone;p-chlorobenzoin;4-Chlorobenzoin, 97%;SCHEMBL142538;DTXSID60543509;AS-81442;1-(4-chlorophenyl)-2-hydroxy-2-phenylethan-1-one

Chemical Property of 4-Chlorobenzoin

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 89-93 °C
• Refractive Index: 1.618
• Boiling Point: 407.098 °C at 760 mmHg
• PKA: 11.82±0.20(Predicted)
• Flash Point: 200.006 °C
• PSA: 37.30000
• Density: 1.286 g/cm³
• LogP: 3.25630
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 246.0447573
• Heavy Atom Count: 17
• Complexity: 253

Purity/Quality:

98%,99%, ^*data from raw suppliers

4-Chlorobenzoin 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22
• Safety Statements: 36/37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C(C(=O)C2=CC=C(C=C2)Cl)O

Technology Process of 4-Chlorobenzoin

There total 21 articles about 4-Chlorobenzoin 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: 96.0%

(2-(4-chlorophenyl)-1,3-dithian-2-yl)(phenyl)methanol (1333394-46-9) → p-chlorobenzoin (39774-18-0)

Guidance literature:

With boron trifluoride diethyl etherate; mercury(II) oxide; In tetrahydrofuran; water; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1016/j.tet.2011.07.030

Reference yield: 81.6%

1-(4-chloro-phenyl)-2,2-dihydroxy-ethanone (4996-21-8) + benzene (71-43-2,26181-88-4,54682-86-9,13967-78-7,174973-66-1) → p-chlorobenzoin (39774-18-0)

Guidance literature:

With aluminium trichloride; 1) 0 deg C, 1h; 2) room temp., 5h;

DOI:10.1248/cpb.30.3601

Reference yield: 34.0%

4'-chloro-2-phenylacetophenone (1889-71-0) → p-chlorobenzoin (39774-18-0)

Guidance literature:

With 1,4-diaza-bicyclo[2.2.2]octane; iodine; In methanol; at 20 ℃; for 29h; Irradiation;

upstream raw materials:

2-bromo-1-(4-chlorophenyl)-2-phenylethanone

ethanol

sodium ethanolate

4-chlorophenylglyoxal

Downstream raw materials:

3-[2-(4-chlorophenyl)-2-oxoethyl]-1,3-dimethylindolin-2-one

5-(4-chlorophenyl)-2-(3,5-dimethoxyphenyl)-4-phenyl-1H-imidazole

Refernces

• 1、 Zheng, Lewei,Huang, Hongli,Yang, Chao,Xia, Wujiong. "UV light-mediated difunctionalization of alkenes through aroyl radical addition/1,4-/1,2-Aryl shift cascade reactions". supporting information. p. 1034 - 1037. Retrieved 2015/03/30.
• 2、 Hoyos, Pilar,Pace, Vittorio,Sinisterra, José V.,Alcántara, Andrés R.. "Chemoenzymatic synthesis of chiral unsymmetrical benzoin esters". . p. 7321 - 7329. Retrieved 2011/10/09.