105247-17-4

Basic information

• Product Name: 3-(4-Hydroxy-3,5-di-tert-butylbenzyl)benzothiazole-2(3H)-thione
• Synonyms: 3-(3,5-Di-tert-butyl-4-hydroxybenzyl)benzothiazole-2(3H)-thione;3-(4-Hydroxy-3,5-di-tert-butylbenzyl)benzothiazole-2(3H)-thione;Agidol 70;3-[(3,5-ditert-butyl-4-hydroxyphenyl)methyl]-1,3-benzothiazole-2-thione
• CAS NO: 105247-17-4
• Molecular Formula: C₂₂H₂₇NOS₂
• Molecular Weight: 385.59
• Mol File: 105247-17-4.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 484.8°C at 760 mmHg
• Flash Point: 247°C
• Appearance: /
• Density: 1.21g/cm³
• Vapor Pressure: 5.07E-10mmHg at 25°C
• Refractive Index: 1.655
• CAS DataBase Reference: 3-(4-Hydroxy-3,5-di-tert-butylbenzyl)benzothiazole-2(3H)-thione(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(4-Hydroxy-3,5-di-tert-butylbenzyl)benzothiazole-2(3H)-thione(105247-17-4)
• EPA Substance Registry System: 3-(4-Hydroxy-3,5-di-tert-butylbenzyl)benzothiazole-2(3H)-thione(105247-17-4)

Safety Data

• Hazardous Substances Data: 105247-17-4(Hazardous Substances Data)

Usage

InChI:InChI=1/C22H27NOS2/c1-21(2,3)15-11-14(12-16(19(15)24)22(4,5)6)13-23-17-9-7-8-10-18(17)26-20(23)25/h7-12,24H,13H2,1-6H3

Upstream product

• 149-30-4 2-Mercaptobenzothiazole 
• 88-27-7 N,N-dimethyl-(3,5-di-tert-butyl-4-hydroxybenzyl)amine 
• 149-30-4 2-thioxo-3H-1,3-benzothiazole 
• 14387-17-8 3,5-di-tert-butyl-4-hydroxybenzyl acetate 
• 64-18-6 formic acid 
• 6029-97-6 2-[(3,5-di(tert-butyl)-4-hydroxybenzyl)sulfanyl]benzothiazole 
• 128-39-2 2,6-di-tert-butylphenol 
• 111-92-2 dibutylamine 
• 50-00-0 formaldehyd 

Relevant articles and documents

Reactions of benzazole-2-thiones with 3,5-di-tert-butyl-4-hydroxybenzyl acetate

The benzylation of benzothiazole(oxazole, imidazole)-2-thiones with 3,5-di-tert-butyl-4-hydroxybenzyl acetate involves either the sulfur or nitrogen atom depending on the reaction conditions. The S- and N-benzylation products of benzazole-2-thiones are kinetically and thermodynamically controlled products, respectively. The use of 3,5-di-tert-butyl-4-hydroxy-benzyl acetate allows sterically hindered hydroxybenzyl derivatives of benzаzole-2-thiones to be generally synthesized under milder conditions than in known methods of their synthesis.

SYNTHESIS AND STRUCTURE OF N-(4-HYDROXY-3,5-DI-TERT-BUTYLBENZYL)BENZOTHIAZOLE-2-THIONE

N-(4-Hydroxy-3,5-di-tert-butylbenzyl)benzothiazole-2-thione was synthesized by aminomethylation of 2,6-di-tert-butylphenol and by the transamination of N,N-dimethyl(3,5-di-tert-butyl-4-hydroxybenzyl)amine with 2-mercaptobenzothiazole.The structure of the obtained compound was confirmed by analysis of the IR and 13C NMR spectra.The geometry of the molecule was established by x-ray crystallographic analysis.