4-Methylbenzyl isothiocyanate

Base Information

• Chemical Name: 4-Methylbenzyl isothiocyanate
• CAS No.: 3694-46-0
• Molecular Formula: C9H9NS
• Molecular Weight: 163.243
• Hs Code.: 2930909090
• European Community (EC) Number: 671-311-2
• NSC Number: 221231
• UNII: NST594XT9P
• DSSTox Substance ID: DTXSID40190434
• Nikkaji Number: J41.501D
• Mol file: 3694-46-0.mol

Synonyms:4-Methylbenzyl isothiocyanate;3694-46-0;1-(Isothiocyanatomethyl)-4-methylbenzene;p-Methylbenzyl isothiocyanate;Benzene, 1-(isothiocyanatomethyl)-4-methyl-;ISOTHIOCYANIC ACID, p-METHYLBENZYL ESTER;NSC 221231;BRN 2082478;NSC-221231;4-12-00-02578 (Beilstein Handbook Reference);Benzene, 1-(isothiocyanatomethyl)-4-methyl- (9CI);WLN: SCN1R D1;NST594XT9P;SCHEMBL1706732;DTXSID40190434;BBL027967;MFCD00041118;NSC221231;STL373378;1-Isothiocyanatomethyl-4-methylbenzene;AKOS000212250;FS-4177;LS-86427;1-(Isothiocyanatomethyl)-4-methylbenzene #;FT-0605832;A823471;J-503565

Chemical Property of 4-Methylbenzyl isothiocyanate

Chemical Property:

• Vapor Pressure: 0.0168mmHg at 25°C
• Refractive Index: 1.5890
• Boiling Point: 263.5 °C at 760 mmHg
• Flash Point: 114.2 °C
• PSA: 44.45000
• Density: 1.01 g/cm³
• LogP: 2.59780
• Sensitive.: Moisture Sensitive
• Water Solubility.: 26.12mg/L(25 oC)
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 163.04557046
• Heavy Atom Count: 11
• Complexity: 153

Purity/Quality:

99% ^*data from raw suppliers

4-MethylbenzylIsothiocyanate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R20/21/22:Harmful by inhalation, in contact with skin and if swallowed.; R36/37/38:Irritating to eyes, respiratory system
• Hazard Codes: R20/21/22:Harmful by inhalation, in contact with skin and if swallowed.; R36/37/38:Irritating to eyes, respiratory system
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)CN=C=S

Technology Process of 4-Methylbenzyl isothiocyanate

There total 12 articles about 4-Methylbenzyl 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: 96.0%

carbon disulfide (75-15-0,12122-00-8) + para-methylbenzylamine (104-84-7) → p-methylbenzyl isothiocyanate (3694-46-0)

Guidance literature:

carbon disulfide; para-methylbenzylamine; In diethyl ether; for 0.25h; Cooling with ice;

With dicyclohexyl-carbodiimide; In diethyl ether; at 20 ℃; for 24h;

DOI:10.2174/157340612800493665

Reference yield:

mercury(II) thiocyanate (592-85-8) + 4-Methylbenzyl bromide (104-81-4) → p-methylbenzyl isothiocyanate (3694-46-0) + p-methylbenzyl thiocyanate (18991-39-4)

Guidance literature:

In hexane; at 65 - 70 ℃; Title compound not separated from byproducts;

DOI:10.1021/jo00293a025

Reference yield:

trimethylsilyl isothiocyanate (2290-65-5) + 4-Methylbenzyl bromide (104-81-4) → p-methylbenzyl isothiocyanate (3694-46-0) + p-methylbenzyl thiocyanate (18991-39-4)

Guidance literature:

In N,N,N,N,N,N-hexamethylphosphoric triamide; at 60 ℃; for 24h; Yield given;

DOI:10.1246/bcsj.60.2692

upstream raw materials:

trimethylsilyl isothiocyanate

4-Methylbenzyl bromide

mercury(II) thiocyanate

carbon disulfide

Downstream raw materials:

N-(p-methylbenzyl)thiourea

5-methyl-2-(6-methyl-benzothiazol-2-ylimino)-3-p-tolyl-thiazolidin-4-one

5-methyl-2-(5-methyl-benzothiazol-2-ylimino)-3-p-tolyl-thiazolidin-4-one

2-(6-chloro-benzothiazol-2-ylimino)-5-methyl-3-p-tolyl-thiazolidin-4-one

Refernces

• 1、 Cao, Sheng-Li,Xu, Hong,Wang, Yao,Liao, Ji,Zhang, Jing-Jing,Li, Zhong-Feng,Guo, Yan-Wen,Li, Xiao-Rong,Cui, Xue-Mei,Xu, Xingzhi. "Synthesis and cytotoxic evaluation of quinazolin-4(3H)-one derivatives bearing thiocarbamate, thiourea or N-methyldithiocarbamate side Chains". experimental part. p. 163 - 173. Retrieved 2012/07/31.
• 2、 Hirashima, Akinori,Yoshii, Yutaka,Eto, Morifusa. "Synthesis and Octopaminergic Agonist Activity of 2-(Substituted benzylamino)-2-thiazolines". . p. 1062 - 1065. Retrieved 2007/10/02.