[1,1'-Biphenyl]-2,2'-dicarbonitrile

Base Information

• Chemical Name: [1,1'-Biphenyl]-2,2'-dicarbonitrile
• CAS No.: 4341-02-0
• Molecular Formula: C14H8 N2
• Molecular Weight: 204.231
• Hs Code.: 2926909090
• NSC Number: 105630
• DSSTox Substance ID: DTXSID20295815
• Nikkaji Number: J101.625C
• Wikidata: Q82035983
• Mol file: 4341-02-0.mol

Synonyms:[1,1'-Biphenyl]-2,2'-dicarbonitrile;4341-02-0;2-(2-cyanophenyl)benzonitrile;2,2'-Dicyanobiphenyl;Diphenonitrile;biphenyl-2,2'-dicarbonitrile;NSC105630;[1,2'-dicarbonitrile;Maybridge3_000759;SCHEMBL222;2,2'-biphenyldicarbonitrile;DTXSID20295815;HMS1433C11;CCG-43444;MFCD01312162;STL387768;AKOS000368957;NSC-105630;IDI1_012146;BS-28814;CS-0204949;FT-0724929;E84099;A826273;SR-01000633366-1;BRD-K76916391-001-01-6

Chemical Property of [1,1'-Biphenyl]-2,2'-dicarbonitrile

Chemical Property:

• Boiling Point: 433.3°Cat760mmHg
• Flash Point: 218.1°C
• PSA: 47.58000
• Density: 1.2g/cm³
• LogP: 3.09696
• Storage Temp.: -20°C Freezer
• Solubility.: Chloroform (Slightly), DMSO (Slightly, Heated)
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 204.068748264
• Heavy Atom Count: 16
• Complexity: 295

Purity/Quality:

98% ^*data from raw suppliers

2-(2-Cyanophenyl)benzonitrile ^*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=CC=C2C#N

Technology Process of [1,1'-Biphenyl]-2,2'-dicarbonitrile

There total 23 articles about [1,1'-Biphenyl]-2,2'-dicarbonitrile 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: 100.0%

o-cyanobromobenzene (2042-37-7) + zinc (7440-66-6) → biphenyl-2,2'-dicarbonitrile (4341-02-0) + benzonitrile (100-47-0) + 2-cyanophenylzinc-bromide (131379-17-4)

Guidance literature:

With trifluoroacetic acid; cobalt(II) bromide; zinc dibromide; In acetonitrile; the mixt. in CH3CN was stirred at room temp., then arylbromide was added, stirred at room temp.; GC analysis;

DOI:10.1021/ja0289494

Reference yield: 83.0%

2-Chlorobenzonitrile (873-32-5) + Allyl acetate (591-87-7) → biphenyl-2,2'-dicarbonitrile (4341-02-0) + 2-allylbenzonitrile (61463-61-4) + benzonitrile (100-47-0)

Guidance literature:

With pyridine; manganese; iron(II) bromide; cobalt(II) bromide; In acetonitrile; at 50 ℃; for 24h;

DOI:10.1021/ol0340641

Reference yield: 81.0%

para-iodoanisole (696-62-8) + o-cyanobromobenzene (2042-37-7) → biphenyl-2,2'-dicarbonitrile (4341-02-0) + 4,4'-Dimethoxybiphenyl (2132-80-1) + 4'-methoxybiphenyl-2-carbonitrile (125610-78-8) + benzonitrile (100-47-0)

Guidance literature:

With pyridine; tetrabutylammonium tetrafluoroborate; In acetonitrile; at 20 ℃; Electrolysis; iron rod as anode; stainless steel grid as cathode;

DOI:10.1016/S0040-4020(02)01030-X

upstream raw materials:

bromopentafluorobenzene

2-iodobenzonitrile

benzonitrile

phenol

Downstream raw materials:

9,10-phenanthrenequinone

bis{2,2'-bis(2-imidazolyl)biphenyl}

2,2'-bis(2-imidazolinyl)biphenyl

Ni[C₃₈H₁₄N₈(C₆H₄C₄H₉)6]

Refernces

• 1、 Favier, Isabelle,Toro, Marie-Lou,Lecante, Pierre,Pla, Daniel,Gómez, Montserrat. "Palladium-mediated radical homocoupling reactions: A surface catalytic insight". . p. 4766 - 4773. Retrieved 2018/09/29.
• 2、 Cahiez, Gerard,Duplais, Christophe,Buendia, Julien. "Manganese-catalyzed oxidative cross-coupling of grignard reagents with oxygen as an oxidant". supporting information; experimental part. p. 6731 - 6734. Retrieved 2009/12/07.