4,4'-Dibromobenzil

Base Information

• Chemical Name: 4,4'-Dibromobenzil
• CAS No.: 35578-47-3
• Deprecated CAS: 1056020-48-4,1056020-50-8,1056020-50-8
• Molecular Formula: C14H8 Br2 O2
• Molecular Weight: 368.024
• Hs Code.: 29147000
• European Community (EC) Number: 252-628-1
• NSC Number: 74075
• UNII: O4TXV8A656
• DSSTox Substance ID: DTXSID2044925
• Nikkaji Number: J208.458I
• Wikidata: Q27285328
• Pharos Ligand ID: BXFJMAL8FLKC
• ChEMBL ID: CHEMBL193228
• Mol file: 35578-47-3.mol

Synonyms:4,4'-Dibromobenzil;35578-47-3;1,2-bis(4-bromophenyl)ethane-1,2-dione;p,p'-Dibromobenzil;Ethanedione, bis(4-bromophenyl)-;Bis(4-bromophenyl)ethanedione;Benzyl, 4,4'-dibromo-;MFCD00000104;UNII-O4TXV8A656;C14H8Br2O2;O4TXV8A656;1,2-Ethanedione, 1,2-bis(4-bromophenyl)-;DTXSID2044925;1,2-Bis-(4-bromo-phenyl)-ethane-1,2-dione;EINECS 252-628-1;NSC 74075;NSC-74075;1,2-Bis(4-bromophenyl)-1,2-ethanedione;AI3-25040;NSC74075;bis(4-bromophenyl)ethane-1,2-dione;Benzyl,4'-dibromo-;4,4'-dibromo-benzil;D06FFD;Benzil-based compound, 11;NCIOpen2_008898;SCHEMBL557285;CHEMBL193228;BENZIL, 4,4'-DIBROMO;DTXCID0024925;BDBM22733;C14-H8-Br2-O2;Tox21_202826;STL268861;AKOS015916315;NCGC00260372-01;AS-56839;BP-13418;SY048467;4,4'-Dibromobenzil, 90%, technical grade;CAS-35578-47-3;1,2-Bis(4-bromophenyl)-1,2-ethanedione #;4,4 inverted exclamation mark -Dibromobenzil;CS-0105334;D1979;FT-0639266;N11918;A822881;W-110862;Q27285328;AMINO-(3,5-DI-TERT-BUTYL-4-HYDROXY-PHENYL)-ACETICACID

Chemical Property of 4,4'-Dibromobenzil

Chemical Property:

• Appearance/Colour: yellow crystalline powder
• Melting Point: 224-226 °C(lit.)
• Refractive Index: 1.4947 (estimate)
• Boiling Point: 457.2°Cat760mmHg
• Flash Point: 142.4°C
• PSA: 34.14000
• Density: 1.729g/cm³
• LogP: 4.27720
• Storage Temp.: Inert atmosphere,Room Temperature
• Water Solubility.: Sparingly soluble in water.
• XLogP3: 4.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 367.88706
• Heavy Atom Count: 18
• Complexity: 282

Purity/Quality:

98% ^*data from raw suppliers

4,4'-Dibromobenzil >97.0%(GC) ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=CC=C1C(=O)C(=O)C2=CC=C(C=C2)Br)Br
• Uses: 4,4?-Dibromobenzil was used in preparation of 5,5?-bis?-(4-bromo-phenyl)-3-methyl-imidazolidine-2,4-dione, 5,5?-?bis?-(4-bromo-phenyl)-3-butyl-imidazolidine-2,4-dione,?5,5?-bis-(4-bromo-phenyl)-3-pentyl-imidazolidine-2,4-dione and 5,5?-bis?-(4-chloro-phenyl)-3-ethyl imidazolidine-2,4-dione.?It was also used in synthesis of novel quinoxaline-based sensitizers for dye-sensitized solar cells. 4,4′-Dibromobenzil was used in preparation of 5,5′-bis -(4-bromo-phenyl)-3-methyl-imidazolidine-2,4-dione, 5,5′- bis -(4-bromo-phenyl)-3-butyl-imidazolidine-2,4-dione, 5,5′-bis-(4-bromo-phenyl)-3-pentyl-imidazolidine-2,4-dione and 5,5′-bis -(4-chloro-phenyl)-3-ethyl imidazolidine-2,4-dione. It was also used in synthesis of novel quinoxaline-based sensitizers for dye-sensitized solar cells.

Technology Process of 4,4'-Dibromobenzil

There total 33 articles about 4,4'-Dibromobenzil 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: 97.0%

1,2-bis(4-bromophenyl)-2-hydroxyethan-1-one (4254-18-6) → 4,4'-dibromobenzil (35578-47-3)

Guidance literature:

With aluminium trichloride; silver bromate; In acetonitrile; for 1h; Heating;

DOI:10.1246/bcsj.68.2319

Reference yield: 95.0%

(1H-benzo[d][1,2,3]triazol-1-yl)(4-bromophenyl)methanone (313225-01-3) → 4,4'-dibromobenzil (35578-47-3)

Guidance literature:

With samarium diiodide; In tetrahydrofuran; at 20 ℃; for 0.0833333h;

DOI:10.1016/S0040-4039(02)01080-8

Reference yield: 95.0%

(1H-benzo[d][1,2,3]triazol-1-yl)(4-bromophenyl)methanone (313225-01-3) → 1,2,3-Benzotriazole (95-14-7,27556-51-0) + 4,4'-dibromobenzil (35578-47-3)

Guidance literature:

With samarium diiodide; In tetrahydrofuran; at 20 ℃; for 0.0833333h;

DOI:10.1016/S0040-4020(03)00575-1

upstream raw materials:

4-bromo-benzaldehyde

acetic acid

4,5-diethoxy-4,5-bis-(4-bromo-phenyl)-imidazolidin-2-one

carbon monoxide

Downstream raw materials:

4,5-bis(4-bromophenyl)-2-phenyl-1H-imidazole

4,5-bis(4'-fluorophenyl)imidazole

5,5-bis(4-bromophenyl)imidazolidine-2,4-dione

bis(4-bromophenyl)glycoluril

Refernces

• 1、 Ren, Huicai,Li, Jiuyan,Wang, Renjie,Zhang, Ting,Gao, Zhanxian,Liu, Di. "Synthesis and luminescent properties of perylene bisimide-cored dendrimers with carbazole surface groups". . p. 3639 - 3646. Retrieved 2011.
• 2、 He, Chunlin,Pang, Siping,Zhang, Qi,Zhang, Xun,Zhao, Cheng. "Oxidation of: O -dioxime by (diacetoxyiodo)benzene: Green and mild access to furoxans". supporting information. p. 1489 - 1493. Retrieved 2022/01/31.
• 3、 Meitinger, Nicolas,Mengele, Alexander K.,Witas, Kamil,Kupfer, Stephan,Rau, Sven,Nauroozi, Djawed. "Tetraaryl Cyclopentadienones: Experimental and Theoretical Insights into Negative Solvatochromism and Electrochemistry". . p. 6555 - 6562. Retrieved 2020/10/02.