2,2'-Dichlorobenzil

Base Information

• Chemical Name: 2,2'-Dichlorobenzil
• CAS No.: 21854-95-5
• Molecular Formula: C14H8 Cl2 O2
• Molecular Weight: 279.122
• Hs Code.: 2914700090
• European Community (EC) Number: 627-448-5
• NSC Number: 114829
• DSSTox Substance ID: DTXSID1066736
• Nikkaji Number: J307.754C
• Wikidata: Q81993318
• Pharos Ligand ID: MC8GQRU559UT
• ChEMBL ID: CHEMBL365392
• Mol file: 21854-95-5.mol

Synonyms:2,2'-Dichlorobenzil;21854-95-5;1,2-bis(2-chlorophenyl)ethane-1,2-dione;Benzil, 2,2'-dichloro-;Ethanedione, bis(2-chlorophenyl)-;2,2'-Dichlorodibenzoyl;2,2//'-Dichlorobenzil;2,2-dichlorobenzil;MFCD00018263;NSC114829;Benzil,2'-dichloro-;2,2-Dichlorodibenzoyl;2,2/'-Dichlorobenzil;D03HZT;Benzil-based compound, 10;Bis(2-chlorophenyl) diketone;2,2'-Dichlorobenzil, 97%;CHEMBL365392;SCHEMBL2156567;DTXSID1066736;BDBM22732;ZB1725;AKOS015913690;NSC 114829;NSC-114829;AS-76455;1,2-Bis(2-chlorophenyl)-1,2-ethanedione;CS-0199369;FT-0609210;1,2-Bis(2-chlorophenyl)-1,2-ethanedione #;1,2-Ethanedione, 1,2-bis(2-chlorophenyl)-;1,2-Bis-(2-chloro-phenyl)-ethane-1,2-dione;E79189;A878909;AE-562/43458948;J-014315

Chemical Property of 2,2'-Dichlorobenzil

Chemical Property:

• Melting Point: 132-136 °C(lit.)
• Boiling Point: 426.9±30.0 °C(Predicted)
• Flash Point: 180.2oC
• PSA: 34.14000
• Density: 1.366±0.06 g/cm3(Predicted)
• LogP: 4.05900
• XLogP3: 4.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 277.9901349
• Heavy Atom Count: 18
• Complexity: 298

Purity/Quality:

99% ^*data from raw suppliers

2,2′-Dichlorobenzil 97% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi,N
• Statements: 36-50/53
• Safety Statements: 26-36-60-61

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)C(=O)C(=O)C2=CC=CC=C2Cl)Cl
• Uses: 1,2-Bis(2-chlorophenyl)-1,2-ethanedione is a key intermediate in the synthesis of substituted benzils and analogs with biological and pharmacological properties.

Technology Process of 2,2'-Dichlorobenzil

There total 9 articles about 2,2'-Dichlorobenzil 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: 91.0%

1,2-bis(2-chlorophenyl)-1,2-ethanediol (24133-53-7) → 2,2'-dichlorobenzil (21854-95-5)

Guidance literature:

With ammonium chlorochromate supported on montmorillonite K₁₀; In dichloromethane; at 22 - 27 ℃; for 1h; ultrasound;

DOI:10.1080/00397910701818503

Reference yield: 87.0%

2,2'-dichlorobenzoin (35190-16-0) → 2,2'-dichlorobenzil (21854-95-5)

Guidance literature:

With urea hydrogen peroxide adduct; lanthanum(lll) triflate; at 70 ℃; for 0.833333h; Ionic liquid; Green chemistry;

DOI:10.1080/00397911.2013.831904

Reference yield: 78.0%

2,2'-dichlorostilbene → 2,2'-dichlorobenzil (21854-95-5)

Guidance literature:

With tert.-butylhydroperoxide; tetra-(n-butyl)ammonium iodide; In neat (no solvent); at 20 ℃; for 1h; Schlenk technique;

DOI:10.1002/aoc.5563

upstream raw materials:

2,2'-dichlorobenzoin

2-chloro-benzaldehyde

2-chlorobenzoyl cyanide

1,2-bis(2-chlorophenyl)-1,2-ethanediol

Downstream raw materials:

(S)-1,2-bis-(2-chloro-phenyl)-2-hydroxy-ethanone

(1R,2S)-1,2-bis-(2-chloro-phenyl)-ethane-1,2-diol

(R)-1,2-bis(2-chlorophenyl)-2-hydroxyethan-1-one

5,6-bis(o-chlorophenyl)-2,3-dihydropyrazine

Refernces

• 1、 Hodgson,Rosenberg. "-". . p. 14,17. Retrieved 1930.
• 2、 Ghanaatzadeh, Niloofar,Hashemi, Hajar,Moghadam, Majid,Niknam, Khodabakhsh,Saberi, Dariush. "Ruthenium/dendrimer complex immobilized on silica-functionalized magnetite nanoparticles catalyzed oxidation of stilbenes to benzil derivatives at room temperature". . . Retrieved 2020/02/13.
• 3、 Khurana, Jitender M.,Lumb, Anshika,Chaudhary, Ankita. "NaBrO3/bmim[HSO4]: a versatile system for the selective oxidation of 1,2-diols, α-hydroxyketones, and alcohols". . p. 381 - 386. Retrieved 2017/02/10.