1-Isocyano-4-methylbenzene

Base Information

• Chemical Name: 1-Isocyano-4-methylbenzene
• CAS No.: 7175-47-5
• Molecular Formula: C8H7 N
• Molecular Weight: 117.15
• European Community (EC) Number: 673-589-0
• DSSTox Substance ID: DTXSID40221974
• Nikkaji Number: J2.147.258A,J101.037I
• Wikidata: Q83100049
• Mol file: 7175-47-5.mol

Synonyms:1-ISOCYANO-4-METHYLBENZENE;7175-47-5;4-Methylphenylisocyanide;p-Tolyl isocyanide;4-methylphenyl isocyanide;4-Isocyanobenzylidyneradical;SCHEMBL998605;DTXSID40221974;AKOS006294174;EN300-1177239

Chemical Property of 1-Isocyano-4-methylbenzene

Chemical Property:

• PSA: 0.00000
• LogP: 1.77650
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 117.057849228
• Heavy Atom Count: 9
• Complexity: 123

Purity/Quality:

98%Min ^*data from raw suppliers

PN100375:4-Methylphenylisocyanide 95 ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)[N+]#[C-]

Technology Process of 1-Isocyano-4-methylbenzene

There total 25 articles about 1-Isocyano-4-methylbenzene 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: 95.0%

N-(4-methylphenyl)formamide (3085-54-9) → 4-methylphenyl isocyanide (7175-47-5)

Guidance literature:

With diisopropylamine; trichlorophosphate; In dichloromethane; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1016/j.tetlet.2011.03.122

Reference yield: 81.0%

1-isothiocyanato-4-methylbenzene (622-59-3) → 4-methylphenyl isocyanide (7175-47-5)

Guidance literature:

With N,N,N,N,N,N-hexamethylphosphoric triamide; samarium diiodide; In tetrahydrofuran; for 0.5h; Ambient temperature;

DOI:10.1246/cl.1992.1143

Reference yield: 48.0%

p-methylphenylthiourea (622-52-6) → 4-methylphenyl isocyanide (7175-47-5) + p-tolylurea (622-51-5)

Guidance literature:

With cetyl-trimethylammonium dichromate; In acetonitrile; chemoselective reaction; Reflux;

DOI:10.1080/00397910903398684

upstream raw materials:

2,5-dimethylpyridine

chloroform

N-(4-methylphenyl)formamide

N-p-tolyl-formimidic acid ethyl ester

Downstream raw materials:

N-(4-methylphenyl)-N'-(2-pyridyl)thiourea

N-p-tolyl-formimidic acid ethyl ester

N-p-tolyl-formimidic acid methyl ester

N,N'-di-p-tolylformamidine

Refernces

• 1、 Ghorai, Sourav,Lin, Yongjia,Xia, Yuanzhi,Wink, Donald J.,Lee, Daesung. "Silver-Catalyzed Selective Multicomponent Coupling Reactions of Arynes with Nitriles and Isonitriles". supporting information. p. 642 - 647. Retrieved 2020/01/31.
• 2、 Tran, Cong Chi,Kawaguchi, Shin-Ichi,Kobiki, Yohsuke,Matsubara, Hitomi,Tran, Dat Phuc,Kodama, Shintaro,Nomoto, Akihiro,Ogawa, Akiya. "Palladium-Catalyzed Diarylation of Isocyanides with Tetraarylleads for the Selective Synthesis of Imines and α-Diimines". . p. 11741 - 11751. Retrieved 2019/10/02.