2-Methylbenzyl isocyanate

Base Information

• Chemical Name: 2-Methylbenzyl isocyanate
• CAS No.: 56651-58-2
• Molecular Formula: C9H9NO
• Molecular Weight: 147.177
• Hs Code.: 2929109000
• European Community (EC) Number: 625-570-3
• DSSTox Substance ID: DTXSID80369884
• Mol file: 56651-58-2.mol

Synonyms:2-Methylbenzyl isocyanate;56651-58-2;1-(isocyanatomethyl)-2-methylbenzene;2-methylbenzylisocyanate;Benzene, 1-(isocyanatomethyl)-2-methyl-;SCHEMBL6582;(s)-a-methyl-benzylisocyanate;2-Methylbenzyl isocyanate, 98%;DTXSID80369884;VNHPWTGETWKSLP-UHFFFAOYSA-N;1-isocyanatomethyl-2-methylbenzene;1-isocyanatomethyl-2-methyl-benzene;MFCD00673058;1-(isocyanatomethyl)-2-methyl-benzene;AKOS009156749;FT-0640405;EN300-270965;A831135

Chemical Property of 2-Methylbenzyl isocyanate

Chemical Property:

• Appearance/Colour: clear colorless to yellow liquid
• Vapor Pressure: 0.0955mmHg at 25°C
• Refractive Index: n20/D 1.528(lit.)
• Boiling Point: 223.6 °C at 760 mmHg
• Flash Point: 65.6 °C
• PSA: 29.43000
• Density: 0.98 g/cm³
• LogP: 1.83080
• Storage Temp.: 2-8°C
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 147.068413911
• Heavy Atom Count: 11
• Complexity: 161

Purity/Quality:

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

2-Methylbenzyl isocyanate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-37/38-41
• Safety Statements: 26-39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=CC=C1CN=C=O

Technology Process of 2-Methylbenzyl isocyanate

There total 5 articles about 2-Methylbenzyl 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: 63.0%

(o-tolyl)acetyl chloride (10166-09-3) → R-(+)-methylbenzyl isocyanate (56651-58-2)

Guidance literature:

With trimethylsilylazide; In toluene; for 5h; Heating;

Reference yield:

chloromethyl isocyanate (7093-91-6) + toluene (108-88-3,15644-74-3,16713-13-6) → 1-chloromethyl-2-methylbenzene (552-45-4) + R-(+)-methylbenzyl isocyanate (56651-58-2) + 4-Methylbenzyl chloride (104-82-5) + 4-tolylmethyl isocyanate (56651-57-1)

Guidance literature:

With iron(III) chloride; at 40 - 150 ℃; for 2h;

Reference yield:

ortho-methylbenzylamine (89-93-0) + bis(trichloromethyl) carbonate (32315-10-9) → R-(+)-methylbenzyl isocyanate (56651-58-2)

Guidance literature:

In toluene; for 4h; Reflux;

upstream raw materials:

chloromethyl isocyanate

toluene

(o-tolyl)acetyl chloride

o-methylphenylacetic acid

Downstream raw materials:

N-(3-aminosulfonyl4-chloro-2-hydroxyphenyl)-N'-(2-methyl)benzylurea

3-oxo-1,3-dihydro-indazole-2-carboxylic acid 2-methylbenzylamide

(2-methyl)-benzylcarbamic acid 4-(4,5-dihydrooxazol-2-yl)phenyl ester

(2-methyl)-benzylcarbamic acid 4-(4,5-dihydrothiazol-2-yl)phenyl ester

Refernces

• 1、 Shah, Shrenik K.,Dorn, Conrad P.,Finke, Paul E.,Hale, Jeffrey J.,Hagmann, William K.,et al.. "Orally Active β-Lactam Inhibitors of Leukocyte Elastase-1. Activity of 3,3-Diethyl-2-azetidinones". . p. 3745 - 3754. Retrieved 2007/10/02.