2-Chloro-6-methylphenyl isocyanate

Base Information

• Chemical Name: 2-Chloro-6-methylphenyl isocyanate
• CAS No.: 40398-01-4
• Molecular Formula: C8H6ClNO
• Molecular Weight: 167.595
• Hs Code.: 2929109000
• European Community (EC) Number: 626-596-8
• NSC Number: 108229
• DSSTox Substance ID: DTXSID90296192
• Nikkaji Number: J267.300B
• Mol file: 40398-01-4.mol

Synonyms:2-Chloro-6-methylphenyl isocyanate;40398-01-4;1-chloro-2-isocyanato-3-methylbenzene;2-Chloro-6-methylphenylisocyanate;Benzene, 1-chloro-2-isocyanato-3-methyl-;NSC108229;SCHEMBL160980;DTXSID90296192;2-chloro 6-methyl phenylisocyanate;2-chloro 6-methyl phenyl isocyanate;GEO-00721;MFCD00037030;AKOS005258122;NSC-108229;2-chloro-1-isocyanato-6-methyl benzene;BP-11497;1-chloranyl-2-isocyanato-3-methyl-benzene;2-Chloro-6-methylphenyl isocyanate, 97%;FT-0601944;D96311;EN300-270974;A825091;W-200354;InChI=1/C8H6ClNO/c1-6-3-2-4-7(9)8(6)10-5-11/h2-4H,1H

Chemical Property of 2-Chloro-6-methylphenyl isocyanate

Chemical Property:

• Appearance/Colour: Clear colorless to slightly yellow liquid
• Vapor Pressure: 0.107mmHg at 25°C
• Refractive Index: n20/D 1.555(lit.)
• Boiling Point: 221.5 °C at 760 mmHg
• Flash Point: 76.8 °C
• PSA: 29.43000
• Density: 1.17 g/cm³
• LogP: 2.61570
• Sensitive.: Moisture Sensitive/Lachrymatory
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 167.0137915
• Heavy Atom Count: 11
• Complexity: 177

Purity/Quality:

98%,99%, ^*data from raw suppliers

2-Chloro-6-methylphenyl isocyanate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,T,C
• Hazard Codes: Xn,T,C
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=C(C(=CC=C1)Cl)N=C=O
• Uses: 1-Chloro-2-isocyanato-3-methylbenzene is a building block for organic synthesis. It acts as a reagent in the synthesis of dasatinib, an antitumor drug.

Technology Process of 2-Chloro-6-methylphenyl isocyanate

There total 1 articles about 2-Chloro-6-methylphenyl isocyanate 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:

bis(trichloromethyl) carbonate (32315-10-9) + 2-chloro-6-methylaniline (87-63-8) → 2-chloro-6-methylphenyl isocyanate (40398-01-4)

Guidance literature:

In dichloromethane; at 15 ℃; Reflux;

Reference yield: 91.0%

1-(2-methoxy-5-methyl-phenyl)-3-(1,2,3,4-tetrahydro-isoquinolin-6-yl)-urea (873453-65-7) + 2-chloro-6-methylphenyl isocyanate (40398-01-4) → 6-[3-(2-methoxy-5-methylphenyl)ureido]-3,4-dihydro-1H-isoquinoline-2-carboxylic acid (2-chloro-6-methylphenyl)amide

Guidance literature:

In tetrahydrofuran; at 20 ℃; for 2h;

Reference yield: 89.0%

2-chlorothiazole (3034-52-4) + 2-chloro-6-methylphenyl isocyanate (40398-01-4) → 2-chloro-N-(2-chloro-6-methylphenyl)-1,3-thiazole-5-carboxamide (302964-11-0)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 2h; Inert atmosphere;

DOI:10.1021/ja208518u

upstream raw materials:

bis(trichloromethyl) carbonate

2-chloro-6-methylaniline

Downstream raw materials:

(2-chloro-6-methyl-phenyl)-carbamic acid 2-morpholin-4-yl-cyclohexyl ester

2-Hydroxy-4,4-dimethyl-6-oxo-cyclohex-1-enecarboxylic acid (2-chloro-6-methyl-phenyl)-amide

N-(2-chloro-6-methylphenyl)-N'-3-pyridinyl urea

N-(2-chloro-6-methylphenyl)-N'-4-pyridinyl urea

Refernces

• 1、 Tsukano, Chihiro,Okuno, Masataka,Nishiguchi, Hiromi,Takemoto, Yoshiji. "Palladium(0)-catalyzed carbon-Hydrogen bond functionalization for the synthesis of indoloquinazolinones". supporting information. p. 1533 - 1538. Retrieved 2014/06/09.