2-Methoxybenzyl isocyanate

Base Information

• Chemical Name: 2-Methoxybenzyl isocyanate
• CAS No.: 93489-08-8
• Molecular Formula: C9H9NO2
• Molecular Weight: 163.176
• Hs Code.: 2929109000
• European Community (EC) Number: 626-747-8
• DSSTox Substance ID: DTXSID80404305
• Mol file: 93489-08-8.mol

Synonyms:2-Methoxybenzyl isocyanate;93489-08-8;1-(isocyanatomethyl)-2-methoxybenzene;Benzene, 1-(isocyanatomethyl)-2-methoxy-;1-(isocyanatomethyl)-2-methoxy-benzene;Ortho-methoxybenzyl isocyanate;SCHEMBL1205405;DTXSID80404305;2-Methoxybenzyl isocyanate, 97%;DTKFYMTVYBPJRC-UHFFFAOYSA-N;1-isocyanatomethyl-2-methoxy-benzene;AKOS010078370;FT-0653721;1-(Isocyanatomethyl)-2-methoxybenzene (>80%);EN300-272499;A844613

Chemical Property of 2-Methoxybenzyl isocyanate

Chemical Property:

• Vapor Pressure: 0.0463mmHg at 25°C
• Refractive Index: n20/D 1.5285(lit.)
• Boiling Point: 236.9 °C at 760 mmHg
• Flash Point: 102.5 °C
• PSA: 38.66000
• Density: 1.060g/cm³
• LogP: 1.53100
• Storage Temp.: 2-8°C
• Solubility.: Chloroform (Sparingly), DMSO (Slightly)
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 163.063328530
• Heavy Atom Count: 12
• Complexity: 175

Purity/Quality:

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

1-(Isocyanatomethyl)-2-methoxybenzene(>80%) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T
• Statements: 25-36/37/38
• Safety Statements: 26-36-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=CC=C1CN=C=O
• Uses: 1-(Isocyanatomethyl)-2-methoxybenzene is a useful reagent for the preparation of amidopropanoic acids as inhibitors of integrin alpha 2 beta 1

Technology Process of 2-Methoxybenzyl isocyanate

There total 2 articles about 2-Methoxybenzyl 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: 100.0%

2-methoxybenzylamine (6850-57-3) + bis(trichloromethyl) carbonate (32315-10-9) → 1-(isocyanatomethyl)-2-methoxybenzene (93489-08-8)

Guidance literature:

With triethylamine; In dichloromethane;

DOI:10.1016/j.bmc.2013.03.075

Reference yield:

2-methoxyphenylacetic acid (93-25-4) → 1-(isocyanatomethyl)-2-methoxybenzene (93489-08-8)

Guidance literature:

With diphenyl phosphoryl azide; triethylamine; In toluene; at 20 - 80 ℃; for 1.25h; Inert atmosphere;

DOI:10.1016/j.bmc.2012.11.050

Reference yield: 96.0%

1,2-benzisothiazolin-3-one (2634-33-5) + 1-(isocyanatomethyl)-2-methoxybenzene (93489-08-8) → N-(2-methoxybenzyl)benzisothiazol-3-one-2-amide (1437999-81-9)

Guidance literature:

In tetrahydrofuran; dichloromethane; for 0.5h; Reflux;

DOI:10.1016/j.bmc.2013.03.075

upstream raw materials:

2-methoxybenzylamine

bis(trichloromethyl) carbonate

2-methoxyphenylacetic acid

Downstream raw materials:

5-amino-4-cyano-2-hydroxy-1-(2-methoxybenzyl)imidazole

1,3-bis{[2-(methyloxy)phenyl]methyl}-2,4,6(1H,3H,5H)-pyrimidinetrione

3-(2-methoxybenzyl)-2,4-dioxo-1,2,3,4-tetrahydro-quinazoline-7-carboxylic acid methyl ester

3-(2-methoxybenzyl)-4-oxo-3,4-dihydroimidazo[5,1-d][1,2,3,5]tetrazine-8-carboxamide

Refernces

• 1、 Liu, Dazhi,Tian, Zhen,Yan, Zhihui,Wu, Lixin,Ma, Yan,Wang, Quan,Liu, Wei,Zhou, Honggang,Yang, Cheng. "Design, synthesis and evaluation of 1,2-benzisothiazol-3-one derivatives as potent caspase-3 inhibitors". . p. 2960 - 2967. Retrieved 2013/07/28.
• 2、 Su, Li,Cao, Jiangying,Jia, Yuping,Zhang, Xiaonan,Fang, Hao,Xu, Wenfang. "Development of synthetic aminopeptidase N/CD13 inhibitors to overcome cancer metastasis and angiogenesis". supporting information. p. 959 - 964. Retrieved 2013/02/23.