1-Isopropyl-1-tosylmethyl isocyanide

Base Information

• Chemical Name: 1-Isopropyl-1-tosylmethyl isocyanide
• CAS No.: 58379-84-3
• Molecular Formula: C12H15NO2S
• Molecular Weight: 237.32
• Hs Code.: 2926909090
• DSSTox Substance ID: DTXSID10695820
• Mol file: 58379-84-3.mol

Synonyms:58379-84-3;1-ISOPROPYL-1-TOSYLMETHYL ISOCYANIDE;1-((1-Isocyano-2-methylpropyl)sulfonyl)-4-methylbenzene;1-(1-isocyano-2-methylpropylsulfonyl)-4-methylbenzene;1-(1-isocyano-2-methylpropyl)sulfonyl-4-methylbenzene;1-(1-isocyano-2-methylpropanesulfonyl)-4-methylbenzene;DTXSID10695820;WOCSEJYLWXXSCQ-UHFFFAOYSA-N;AMY21528;MFCD04114801;AKOS016009757;AB19020;BS-29027;A8267;FT-0604138;E76341;J-502861;1-((l-isocyano-2-methylpropyl)sulfonyl)-4-methylbenzene;1-(1-Isocyano-2-methylpropane-1-sulfonyl)-4-methylbenzene

Chemical Property of 1-Isopropyl-1-tosylmethyl isocyanide

Chemical Property:

• PSA: 42.52000
• LogP: 2.98160
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 237.08234989
• Heavy Atom Count: 16
• Complexity: 364

Purity/Quality:

98%min ^*data from raw suppliers

1-Isopropyl-1-tosylmethyl isocyanide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 1-Isopropyl-1-tosylmethyl isocyanide

There total 5 articles about 1-Isopropyl-1-tosylmethyl isocyanide 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: 80.0%

[(p-methylphenyl)sulfonylmethyl]isonitrile (38622-91-2,36635-61-7) + isopropyl bromide (75-26-3) → α-isopropyl-(tosylmethyl) isocyanide (58379-84-3)

Guidance literature:

With potassium carbonate; 1-n-butyl-3-methylimidazolim bromide; at 20 ℃; for 24h;

DOI:10.1055/s-0028-1087547

Reference yield: 60.0%

N-[2-Methyl-1-(toluene-4-sulfonyl)-propyl]-formamide (185244-05-7) → α-isopropyl-(tosylmethyl) isocyanide (58379-84-3)

Guidance literature:

N-[2-Methyl-1-(toluene-4-sulfonyl)-propyl]-formamide; With trichlorophosphate; In tetrahydrofuran; at 25 ℃; for 0.0833333h;

With triethylamine; In tetrahydrofuran; at 0 - 10 ℃;

DOI:10.15227/orgsyn.077.0198

Reference yield:

p-toluene sulfinic acid (536-57-2) → α-isopropyl-(tosylmethyl) isocyanide (58379-84-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 62 percent / TMSCl / toluene; acetonitrile / 5 h / 50 °C

2: POCl₃, Et₃N / tetrahydrofuran / 0 °C

With chloro-trimethyl-silane; triethylamine; trichlorophosphate; In tetrahydrofuran; toluene; acetonitrile;

DOI:10.1016/0040-4039(96)01886-2

upstream raw materials:

N-[2-Methyl-1-(toluene-4-sulfonyl)-propyl]-formamide

p-toluene sulfinic acid

[(p-methylphenyl)sulfonylmethyl]isonitrile

isopropyl bromide

Downstream raw materials:

C₁₂H₁₃NO

Refernces

• 1、 Sisko, Joseph,Mellinger, Mark,Sheldrake, Peter W.,Baine, Neil H.,Dong, Yan,Wolff, Steven. "α-tosylbenzyl isocyanide: [ benzene, 1-[(isocyanophenylmethyl)sulfonyl]-4-methyl- ]". . p. 198 - 198. Retrieved 2017/09/25.