2-Methylbenzylisocyanide

Base Information

• Chemical Name: 2-Methylbenzylisocyanide
• CAS No.: 602261-95-0
• Molecular Formula: C9H9N
• Molecular Weight: 131.177
• Hs Code.: 2926909090
• DSSTox Substance ID: DTXSID00374910
• Nikkaji Number: J3.599.908F
• Wikidata: Q82163484
• Mol file: 602261-95-0.mol

Synonyms:2-Methylbenzylisocyanide;602261-95-0;1-(isocyanomethyl)-2-methylbenzene;tolylmethyl isocyanide;2-methylbenzyl isocyanide;SCHEMBL376960;DTXSID00374910;OUGPEGDSDBHEKT-UHFFFAOYSA-N;AKOS006276621;J3.599.908F;EN300-1834284

Chemical Property of 2-Methylbenzylisocyanide

Chemical Property:

• PSA: 0.00000
• LogP: 1.64500
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 131.073499291
• Heavy Atom Count: 10
• Complexity: 142

Purity/Quality:

99% ^*data from raw suppliers

2-METHYLBENZYL ISOCYANIDE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=CC=C1C[N+]#[C-]

Technology Process of 2-Methylbenzylisocyanide

There total 3 articles about 2-Methylbenzylisocyanide 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: 87.0%

N-(2-methylbenzyl)formamide → 1-(isocyanomethyl)-2-methylbenzene (602261-95-0)

Guidance literature:

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

DOI:10.1039/d0gc02722g

Reference yield:

2-methylphenyl aldehyde (529-20-4) → 1-(isocyanomethyl)-2-methylbenzene (602261-95-0)

Guidance literature:

Multi-step reaction with 2 steps

1: formic acid / 2 h / 180 °C

2: bis(trichloromethyl) carbonate; triethylamine / dichloromethane / 0.67 h / 0 °C

With formic acid; bis(trichloromethyl) carbonate; triethylamine; In dichloromethane;

DOI:10.1021/acs.orglett.5b00759

Reference yield:

ortho-methylbenzylamine (89-93-0) → 1-(isocyanomethyl)-2-methylbenzene (602261-95-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 2 h / 70 °C

2: trichlorophosphate; diisopropylamine / dichloromethane / 1.5 h / -30 °C

With diisopropylamine; trichlorophosphate; In dichloromethane;

DOI:10.1002/chem.201703526

upstream raw materials:

2-methylphenyl aldehyde

ortho-methylbenzylamine

Downstream raw materials:

4-methyl-4-[1-(2-methylbenzyl)-1H-tetrazol-5-yl]-4,5-dihydro-1H-benzo[b][1,4]diazepin-2(3H)-one

N-(2-methylbenzyl)-1'H-spiro[piperidine-4,2'-quinoxalin]-3'-amine

Refernces

• 1、 Odriozola, Amaiur,Oiarbide, Mikel,Palomo, Claudio. "Enantioselective Synthesis of Quaternary Δ4- and Δ5-Dehydroprolines Based on a Two-Step Formal [3+2] Cycloaddition of α-Aryl and α-Alkyl Isocyano(thio)acetates with Vinyl Ketones". supporting information. p. 12758 - 12762. Retrieved 2017/09/25.