1-Isocyano-2-phenylbenzene

Base Information

• Chemical Name: 1-Isocyano-2-phenylbenzene
• CAS No.: 3128-77-6
• Molecular Formula: C13H9 N
• Molecular Weight: 179.221
• Hs Code.: 2926909090
• European Community (EC) Number: 834-267-7
• DSSTox Substance ID: DTXSID40374797
• Nikkaji Number: J1.770.483D,J3.476.561H
• Wikidata: Q82163359
• ChEMBL ID: CHEMBL3612071
• Mol file: 3128-77-6.mol

Synonyms:1-isocyano-2-phenylbenzene;3128-77-6;2-isocyano-1,1'-biphenyl;1,1-Biphenyl,2-isocyano-(9CI);1,1'-biphenyl-2-yl isocyanide;2-isocyanobiphenyl;2-isocyano-biphenyl;2-Biphenylyl isocyanide;2-Biphenylyliminocarbene;2-Phenyl phenylisonitrile;1,1-biphenyl,2-isocyano-;SCHEMBL6056704;CHEMBL3612071;DTXSID40374797;MMHFQKUQSDMGSY-UHFFFAOYSA-N;MFCD04117579;AKOS006345283;GS-0325;EN300-1072079;A932818

Chemical Property of 1-Isocyano-2-phenylbenzene

Chemical Property:

• Melting Point: 116-118 °C
• PSA: 0.00000
• LogP: 3.13510
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 179.073499291
• Heavy Atom Count: 14
• Complexity: 219

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: [C-]#[N+]C1=CC=CC=C1C2=CC=CC=C2

Technology Process of 1-Isocyano-2-phenylbenzene

There total 13 articles about 1-Isocyano-2-phenylbenzene 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%

N-formyl-2-aminobiphenyl (5346-21-4) → 2-isocyanobiphenyl (3128-77-6)

Guidance literature:

With triethylamine; trichlorophosphate; In chloroform; water; at 0 - 20 ℃; for 2h; Inert atmosphere;

DOI:10.1021/acs.orglett.5b01566

Reference yield: 51.0%

Ethyl bromodifluoroacetate (667-27-6) + 2-phenylaniline (90-41-5) → 2-isocyanobiphenyl (3128-77-6)

Guidance literature:

With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; sodium carbonate; In acetonitrile; at 120 ℃; for 20h; Reagent/catalyst; Inert atmosphere; Sealed tube;

DOI:10.1039/c8cc04298e

Reference yield: 43.0%

diethyl (bromodifluoromethyl)phosphonate (65094-22-6) + 2-phenylaniline (90-41-5) → 2-isocyanobiphenyl (3128-77-6)

Guidance literature:

With 1,10-Phenanthroline; copper(II) bis(trifluoromethanesulfonate); sodium carbonate; In acetonitrile; at 120 ℃; for 20h; Inert atmosphere; Sealed tube;

DOI:10.1039/c8cc04298e

upstream raw materials:

N-formyl-2-aminobiphenyl

2-phenylaniline

2-bromoaniline

phenylboronic acid

Downstream raw materials:

phenanthridin-6-yl(phenyl)methanone

(4-methylphenyl)(phenanthridin-6-yl)methanone

(2-methylphenyl)(phenanthridin-6-yl)methanone

(4-methoxyphenyl)(phenanthridine-6-yl)methanone

Refernces

• 1、 Zhang, Fengcai,Sang, Xinpeng,Zhou, Yuqiao,Cao, Weidi,Feng, Xiaoming. "Enantioselective Synthesis of Azetidines through [3 + 1]-Cycloaddition of Donor-Acceptor Aziridines with Isocyanides". supporting information. p. 1513 - 1517. Retrieved 2022/03/01.
• 2、 Malviya, Bhanwar Kumar,Singh, Karandeep,Jaiswal, Pradeep K.,Karnatak, Manvika,Verma, Ved Prakash,Badsara, Satpal Singh,Sharma, Siddharth. "Catalyst-free synthesis of phenanthridinesviaelectrochemical coupling of 2-isocyanobiphenyls and amines". . p. 6367 - 6378. Retrieved 2021/04/16.