4'-(Dibromomethyl)-[1,1'-biphenyl]-2-carbonitrile

Base Information

• Chemical Name: 4'-(Dibromomethyl)-[1,1'-biphenyl]-2-carbonitrile
• CAS No.: 209911-63-7
• Molecular Formula: C14H9 Br2 N
• Molecular Weight: 351.04
• Hs Code.: 2926909090
• DSSTox Substance ID: DTXSID40455217
• Wikidata: Q82277131
• Mol file: 209911-63-7.mol

Synonyms:209911-63-7;4'-(DIBROMOMETHYL)-[1,1'-BIPHENYL]-2-CARBONITRILE;2-[4-(dibromomethyl)phenyl]benzonitrile;2'-Cyano-4-(dibromomethyl)biphenyl;C14H9Br2N;[1,1'-Biphenyl]-2-carbonitrile, 4'-(dibromomethyl)-;4'-(Dibromomethyl)[1,1'-biphenyl]-2-carbonitrile;SCHEMBL4938738;4'-dibromomethyl-2-cyanobiphenyl;DTXSID40455217;JFOGXCVQPLGLLD-UHFFFAOYSA-N;MFCD20483591;DS-6581;FT-0665277;C73979;4-(Dibromomethyl)-[1,1-Biphenyl]-2-Carbonitrile;A879315

Chemical Property of 4'-(Dibromomethyl)-[1,1'-biphenyl]-2-carbonitrile

Chemical Property:

• Melting Point: 75 - 77°C
• Boiling Point: 442.4±45.0 °C(Predicted)
• Flash Point: 221.4oC
• PSA: 23.79000
• Density: 1.72±0.1 g/cm3(Predicted)
• LogP: 5.01368
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Solubility.: Chloroform (Slightly), Methanol (Slightly, Sonicated)
• XLogP3: 4.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 350.90813
• Heavy Atom Count: 17
• Complexity: 286

Purity/Quality:

99% ^*data from raw suppliers

2''-Cyano-4-(dibromomethyl)biphenyl ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)C#N)C2=CC=C(C=C2)C(Br)Br
• Uses: A di-substituted biphenol derivative.

Technology Process of 4'-(Dibromomethyl)-[1,1'-biphenyl]-2-carbonitrile

There total 3 articles about 4'-(Dibromomethyl)-[1,1'-biphenyl]-2-carbonitrile 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: 82.0%

2-Cyano-4'-methylbiphenyl (114772-53-1) → 2-(4,4-dibromomethylphenyl)benzonitrile (209911-63-7) + 4'-(bromomethyl)-1,1'-biphenyl-2-carbonitrile (114772-54-2)

Guidance literature:

With N-Bromosuccinimide; Azo-bis(2,4-dimethyl-valeronitril); In dichloromethane; at 45 - 50 ℃; for 2 - 5h; Industry scale;

Reference yield:

2-cyanobenzoic acid (3839-22-3) → 2-(4,4-dibromomethylphenyl)benzonitrile (209911-63-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 71 percent / copper(II) oxide; potassium carbonate; potassium fluoride / palladium(II) bromide; 1,10-phenanthroline / quinoline / 24 h / 170 °C

2: 17 percent / N-bromosuccinimide; azobis(isobutyronitrile) / CCl₄; cyclohexane / 18 h / 75 °C

With potassium fluoride; N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); potassium carbonate; copper(II) oxide; 1,10-Phenanthroline; In quinoline; tetrachloromethane; cyclohexane;

DOI:10.1021/jo701391q

Reference yield:

ammonium 2-(aminocarbonyl)benzoate (131-63-5) → 2-(4,4-dibromomethylphenyl)benzonitrile (209911-63-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 72 percent / acetic anhydride; pyridine

2: 71 percent / copper(II) oxide; potassium carbonate; potassium fluoride / palladium(II) bromide; 1,10-phenanthroline / quinoline / 24 h / 170 °C

3: 17 percent / N-bromosuccinimide; azobis(isobutyronitrile) / CCl₄; cyclohexane / 18 h / 75 °C

With pyridine; potassium fluoride; N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); acetic anhydride; potassium carbonate; copper(II) oxide; 1,10-Phenanthroline; In quinoline; tetrachloromethane; cyclohexane;

DOI:10.1021/jo701391q

upstream raw materials:

2-Cyano-4'-methylbiphenyl

2-cyanobenzoic acid

ammonium 2-(aminocarbonyl)benzoate

Downstream raw materials:

2-Cyano-4'-methylbiphenyl

4-(2-Cyanophenyl)benzaldehyde

methyl 2-amino>-3-nitrobenzoate

4'-[(2-butyl-4-oxo-1,3-diazaspiro[4.4]non-1-en-3-yl)methyl]-[1,1'-biphenyl]-2-carbonitrile

Refernces

• 1、 -. "PROCESS FOR THE SEPARATION OF 4-BROMOMETHYL-2'-SUBSTITUTED BIPHENYLS FROM 4,4,-DIBROMOMETHYL-2'-SUBSTITUTED BIPHENYLS". Page/Page column 8. . Retrieved 2008/12/06.
• 2、 -. "Method for preparing irbesartan and intermediates thereof". Page/Page column 3-4. . Retrieved 2008/06/13.