2-Methoxybenzyl isothiocyanate

Base Information

• Chemical Name: 2-Methoxybenzyl isothiocyanate
• CAS No.: 17608-09-2
• Molecular Formula: C9H9NOS
• Molecular Weight: 179.243
• Hs Code.: 2930909090
• European Community (EC) Number: 671-090-2
• DSSTox Substance ID: DTXSID50170080
• Nikkaji Number: J2.584.402E
• Mol file: 17608-09-2.mol

Synonyms:2-Methoxybenzyl isothiocyanate;17608-09-2;1-(Isothiocyanatomethyl)-2-methoxybenzene;Benzene,1-(isothiocyanatomethyl)-2-methoxy-;Benzene, 1-(isothiocyanatomethyl)-2-methoxy-;1-(isothiocyanatomethyl)-2-methoxy-benzene;o-anisylisothiocyanate;SCHEMBL322970;(2-methoxybenzyl)isothiocyanate;DTXSID50170080;MFCD00041111;AKOS000212352;FS-5484;1-(Isothiocyanatomethyl)-2-methoxybenzene #;FT-0612828;A812145

Chemical Property of 2-Methoxybenzyl isothiocyanate

Chemical Property:

• Vapor Pressure: 0.00722mmHg at 25°C
• Melting Point: 28 °C
• Refractive Index: 1.544
• Boiling Point: 278.4 °C at 760 mmHg
• Flash Point: 122.2 °C
• PSA: 53.68000
• Density: 1.06 g/cm³
• LogP: 2.29800
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 179.04048508
• Heavy Atom Count: 12
• Complexity: 177

Purity/Quality:

98%min ^*data from raw suppliers

2-Methoxybenzylisothiocyanate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R20/21/22-36/37/38:
• Hazard Codes: R20/21/22-36/37/38:
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=CC=C1CN=C=S

Technology Process of 2-Methoxybenzyl isothiocyanate

There total 4 articles about 2-Methoxybenzyl isothiocyanate 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%

carbon disulfide (75-15-0,12122-00-8) + 2-methoxybenzylamine (6850-57-3) → 1-(isothiocyanatomethyl)-2-methoxybenzene (17608-09-2)

Guidance literature:

carbon disulfide; 2-methoxybenzylamine; With triethylamine; In ethanol; at 20 ℃;

With dmap; di-tert-butyl dicarbonate; In ethanol; at 20 ℃; for 0.25h; Further stages.;

DOI:10.1016/j.tetlet.2008.03.045

Reference yield:

potassium thioacyanate (333-20-0) + o-Methoxybenzyl chloride (7035-02-1) → 1-(isothiocyanatomethyl)-2-methoxybenzene (17608-09-2)

Guidance literature:

With sodium iodide; In N,N-dimethyl-formamide; at 90 ℃; for 6h;

Reference yield:

2-methoxybenzylamine (6850-57-3) + thiophosgene (463-71-8) → 1-(isothiocyanatomethyl)-2-methoxybenzene (17608-09-2)

Guidance literature:

In diethyl ether; water;

upstream raw materials:

2-methoxybenzylamine

thiophosgene

carbon disulfide

potassium thioacyanate

Downstream raw materials:

C₁₁H₁₆N₂O₂S

(±)-{4-chloro-2-[5-(2-methoxy-benzylthiocarbamoyl)-4,5,6,7-tetrahydro-thiazolo[5,4-c]pyridin-4-yl]-phenoxy}-acetic acid

(2-methoxyphenyl)methanol

O-(2-methyl-4-oxo-3,4-dihydroquinazolin-6-yl)methyl-2-methoxybenzylcarbamothioate

Refernces

• 1、 Radulovi?, Niko S.,Deki?, Milan S.,Stojanovi?-Radi?, Zorica Z.. "Antimicrobial volatile glucosinolate autolysis products from Hornungia petraea (L.) Rchb. (Brassicaceae)". experimental part. p. 351 - 357. Retrieved 2012/07/16.
• 2、 Munch, Henrik,Hansen, Jon S.,Pittelkow, Michael,Christensen, J?rn B.,Boas, Ulrik. "A new efficient synthesis of isothiocyanates from amines using di-tert-butyl dicarbonate". . p. 3117 - 3119. Retrieved 2008/09/20.