852448-31-8

Basic information

• Product Name: Carbamic acid, (4-mercaptophenyl)-, 1,1-dimethylethyl ester
• Synonyms: (4-Mercapto-phenyl)-carbamic acid tert-butyl ester;t-butyl N-(4-mercaptophenyl)carbamate;(4-mercaptophenyl)carbamic acid tert-butyl ester;4-mercaptophenylcarbamic acid tert-butyl ester;tert-butyl N-(4-mercaptophenyl)carbamate;4-mercaptophenyl-carbamic acid tert-butyl ester;tert-butyl (4-mercaptophenyl)carbamate
• CAS NO: 852448-31-8
• Molecular Formula: C11H15NO2S
• Molecular Weight: 225.312
• Mol File: 852448-31-8.mol
• Article Data: 32

Chemical Properties

• Melting Point: 179 - 180 °C
• Boiling Point: 288.2±23.0 °C(Predicted)
• Density: 1.179±0.06 g/cm3(Predicted)
• CAS DataBase Reference: Carbamic acid, (4-mercaptophenyl)-, 1,1-dimethylethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Carbamic acid, (4-mercaptophenyl)-, 1,1-dimethylethyl ester(852448-31-8)
• EPA Substance Registry System: Carbamic acid, (4-mercaptophenyl)-, 1,1-dimethylethyl ester(852448-31-8)

Safety Data

• Hazardous Substances Data: 852448-31-8(Hazardous Substances Data)

Upstream product

• 24424-99-5 di-tert-butyl dicarbonate 
• 1193-02-8 4-aminotiophenol 

Downstream Products

• 1147504-01-5 tert-butyl 4-(2-amino-3-nitropyridin-4-ylthio)phenylcarbamate 
• 1215081-83-6 tert-butyl 4-(4,6-dichloropyrimidin-2-ylthio)phenylcarbamate 
• 673-09-6 4-(pyridin-4-ylthio)aniline 
• 1215081-84-7 tert-butyl 4-(4-chloro-6-(3-methyl-1H-pyrazol-5-ylamino)pyrimidin-2-ylthio)phenylcarbamate 
• 1215081-85-8 tert-butyl 4-(4-(3-methyl-1H-pyrazol-5-ylamino)-6-(4-methylpiperazin-1-yl)pyrimidin-2-ylthio)phenylcarbamate 

Relevant articles and documents

Ultrasound promoted environmentally benign, highly efficient, and chemoselective N-tert-butyloxycarbonylation of amines by reusable sulfated polyborate

The sulfated polyborate catalyzed an efficient and chemoselective N-tert-butyloxycarbonylation of amines under ultrasonic irradiation is developed. A broad substrate scope has been demonstrated for N-Boc protection of various primary/secondary amines. It allows converting several aliphatic/aryl/heteroaryl amines, amino alcohol, aminoester, and chiral amines to their N-Boc-protected derivatives under solvent-free conditions with excellent yields. The protocol has several advantages such as easy catalyst, and product isolation, short reaction time, excellent yields, outstanding chemoselectivity, and catalyst recyclability, among others. This makes the process practicable, economical, and environmentally benign.

Nanoceria as an efficient and green catalyst for the chemoselective N-tert-butyloxycarbonylation of amines under the solvent-free conditions

Nanocerium oxide mediated an efficient and green protocol has been described for the chemoselective N-tert-butyloxycarbonylation of amines under the solvent-free conditions at ambient temperature. Various aliphatic, aromatic and heteroaromatic amines were protected using developed protocol and several functional groups such as alcohol, phenol and ester were well tolerated under these conditions. The rapid reaction rate, mild conditions, very good functional group tolerance, excellent yield, solvent-free, easy recovery products and excellent catalyst recyclability are the advantages of this protocol. This makes the protocol feasible, economical and environmentally benign.

A Greener Approach for the Chemoselective Boc Protection of Amines Using Sulfonated Reduced Graphene Oxide as a Catalyst in Metal- And Solvent-Free Conditions

Sulfonated reduced graphene oxide (SrGO) has displayed great potential as a solid acid catalyst due to its efficiency, cost-effectiveness, and reliability. In this study, SrGO was synthesized by the introduction of sulfonic acid-containing aryl radicals onto chemically reduced graphene oxide using ultrasonication. The SrGO catalyst was characterized by Fourier Transform Infrared (FTIR) spectroscopy, Raman spectroscopy, powder X-ray diffraction (PXRD), thermogravimetric analysis (TGA), scanning electron microscopy (SEM), energy dispersive spectroscopy (EDS) and transmission electron microscopy (TEM). Further, SrGO was effectively utilized as a metal-free and reusable solid acid catalyst for the chemoselective N - t -Boc protection of various aromatic and aliphatic amines under solvent-free conditions. The N - t -Boc protection of amines was easily achieved under ambient conditions affording high yields (84-95percent) in very short reaction times (5 min-2 h). The authenticity of the approach was confirmed by a crystal structure. The catalyst could be easily recovered and was reused up to seven consecutive catalytic cycles without any substantial loss in its activity.