2,4-Dimethylphenylisocyanide

Base Information

• Chemical Name: 2,4-Dimethylphenylisocyanide
• CAS No.: 3100-93-4
• Molecular Formula: C9H9 N
• Molecular Weight: 131.177
• Hs Code.: 2926909090
• DSSTox Substance ID: DTXSID50400894
• Nikkaji Number: J2.117.265K,J1.626.746E
• Wikidata: Q82203962
• Mol file: 3100-93-4.mol

Synonyms:2,4-dimethylphenylisocyanide;1-isocyano-2,4-dimethylbenzene;3100-93-4;2,4-dimethylphenylisonitrile;SCHEMBL985929;DTXSID50400894;YFTRHHTUIXPTLJ-UHFFFAOYSA-N;[(2,4-Dimethylphenyl)imino]carbene;2,4-DIMETHYLPHENYL ISOCYANIDE;AKOS006277761;EN300-1177198

Chemical Property of 2,4-Dimethylphenylisocyanide

Chemical Property:

• PSA: 0.00000
• LogP: 2.08490
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 131.073499291
• Heavy Atom Count: 10
• Complexity: 153

Purity/Quality:

1-ISOCYANO-2,4-DIMETHYLBENZENE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 20/21/22

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 2,4-Dimethylphenylisocyanide

There total 3 articles about 2,4-Dimethylphenylisocyanide 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: 92.0%

N-(2,4-dimethylphenyl)formamide (60397-77-5) → 2,4-dimethylphenylisocyanide (3100-93-4)

Guidance literature:

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

DOI:10.1039/d0gc02722g

Reference yield:

2,4-Xylidine (95-68-1) → 2,4-dimethylphenylisocyanide (3100-93-4)

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:

chloroform (67-66-3,8013-54-5) + 2,4-Xylidine (95-68-1) → 2,4-dimethylphenylisocyanide (3100-93-4)

Guidance literature:

With sodium hydroxide; di-isopropyl ether;

upstream raw materials:

chloroform

2,4-Xylidine

N-(2,4-dimethylphenyl)formamide

Downstream raw materials:

α,α,5-trimethylindole-3-ethanol

cyclopentadienyl iron(II) dicarbonyl dimer

N-(2,4-dimethylphenyl)-4-amino-6-methyl-2-phenylquinazoline

4-chloro-N-(2,4-dimethylphenyl)benzamide

Refernces

• 1、 Voss, Constantin,Scholz, Christoph,Knorr, Sabine,Beck, Philipp,Stein, Martin L.,Zall, Andrea,Kuckelkorn, Ulrike,Kloetzel, Peter-Michael,Groll, Michael,Hamacher, Kay,Schmidt, Boris. "α-Keto Phenylamides as P1′-Extended Proteasome Inhibitors". supporting information. p. 2557 - 2564. Retrieved 2015/08/24.
• 2、 Wang, Yong,Wang, Honggen,Peng, Jiangling,Zhu, Qiang. "Palladium-catalyzed intramolecular C(sp2)-H amidination by isonitrile insertion provides direct access to 4-aminoquinazolines from N-arylamidines". supporting information; experimental part. p. 4604 - 4607. Retrieved 2011/10/12.