1-Isocyano-3,5-dimethylbenzene

Base Information

• Chemical Name: 1-Isocyano-3,5-dimethylbenzene
• CAS No.: 20600-56-0
• Molecular Formula: C9H9N
• Molecular Weight: 131.177
• Hs Code.: 2926909090
• DSSTox Substance ID: DTXSID90341797
• Nikkaji Number: J100.428J
• Wikidata: Q82112229
• Mol file: 20600-56-0.mol

Synonyms:1-isocyano-3,5-dimethylbenzene;20600-56-0;1-isocyano-3,5-dimethyl-benzene;BENZENE, 1-ISOCYANO-3,5-DIMETHYL-;3,5-Dimethylphenyl isocyanide;SCHEMBL999206;3,5-Dimethyl-phenyl isocyanide;DTXSID90341797;BBL020971;MFCD02664617;STK893677;AKOS001476728;Benzene,1-isocyano-3,5-dimethyl-(9ci);1-Isocyano-3,5-dimethylbenzene, AldrichCPR;EN300-1177072

Chemical Property of 1-Isocyano-3,5-dimethylbenzene

Chemical Property:

• PSA: 0.00000
• LogP: 2.08490
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 131.073499291
• Heavy Atom Count: 10
• Complexity: 143

Purity/Quality:

99% ^*data from raw suppliers

1-Isocyano-3,5-dimethyl-benzene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 1-Isocyano-3,5-dimethylbenzene

There total 2 articles about 1-Isocyano-3,5-dimethylbenzene 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: 81.0%

N-(3,5-dimethylphenyl)formamide (16618-52-3) → 1-isocyano-3,5-dimethylbenzene (20600-56-0)

Guidance literature:

With triethylamine; trichlorophosphate; In dichloromethane; for 0.0666667h; Cooling with ice; Green chemistry;

DOI:10.1039/d0gc02722g

Reference yield:

3,5-dimethylaminoaniline (108-69-0) → 1-isocyano-3,5-dimethylbenzene (20600-56-0)

Guidance literature:

Multi-step reaction with 2 steps

1: dichloromethane / 3 h / 0 °C

2: N-ethyl-N,N-diisopropylamine; trichlorophosphate / dichloromethane / 0.5 h / 0 °C / Inert atmosphere

With N-ethyl-N,N-diisopropylamine; trichlorophosphate; In dichloromethane;

DOI:10.1021/ol201807n

Reference yield: 97.0%

1-isocyano-3,5-dimethylbenzene (20600-56-0) + 4-fluorobenzenesulfonyl azide (10493-33-1) → (E)-N-(3-((3,5-dimethylphenyl)imino)-4,6-dimethyl-3H-indol-2-yl)-4-fluorobenzenesulfonamide

Guidance literature:

With cobalt(II) oxalate; water; acetonitrile; at 80 ℃; for 0.6h; Green chemistry;

DOI:10.1039/c7cc06531k

upstream raw materials:

N-(3,5-dimethylphenyl)formamide

3,5-dimethylaminoaniline

Refernces

• 1、 Yuan, Yao,Dong, Wu-Heng,Gao, Xiao-Shuang,Xie, Xiao-Min,Zhang, Zhao-Guo. "Visible-light-induced radical cascade cyclization of oxime esters and aryl isonitriles: Synthesis of cyclopenta[: B] quinoxalines". supporting information. p. 11900 - 11903. Retrieved 2019/10/11.
• 2、 Liu, Huan,Fang, Yi,Wang, Shun-Yi,Ji, Shun-Jun. "TEMPO-Catalyzed Aerobic Oxidative Selenium Insertion Reaction: Synthesis of 3-Selenylindole Derivatives by Multicomponent Reaction of Isocyanides, Selenium Powder, Amines, and Indoles under Transition-Metal-Free Conditions". supporting information. p. 930 - 933. Retrieved 2018/02/22.