42116-44-9

Basic information

• Product Name: Carbamic acid, (phenylmethyl)-, 1,1-dimethylethyl ester (9CI)
• Synonyms: Carbamic acid, (phenylmethyl)-, 1,1-dimethylethyl ester (9CI)
• CAS NO: 42116-44-9
• Molecular Formula: C₁₂H₁₇NO₂
• Molecular Weight: 207.26888
• Product Categories: N-BOC
• Mol File: 42116-44-9.mol
• Article Data: 169

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Carbamic acid, (phenylmethyl)-, 1,1-dimethylethyl ester (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: Carbamic acid, (phenylmethyl)-, 1,1-dimethylethyl ester (9CI)(42116-44-9)
• EPA Substance Registry System: Carbamic acid, (phenylmethyl)-, 1,1-dimethylethyl ester (9CI)(42116-44-9)

Safety Data

• Hazardous Substances Data: 42116-44-9(Hazardous Substances Data)

Usage

General Description

The chemical "Carbamic acid, (phenylmethyl)-, 1,1-dimethylethyl ester (9CI)" is an organic compound with the molecular formula C11H17NO2. It is commonly known as benzyl carbamate or benzyl formate. This chemical is used in the manufacturing of pharmaceuticals, pesticides, and as a solvent in various industrial processes. It is also used as a reagent in organic synthesis and as an intermediate in the production of other chemicals. Benzyl carbamate is a colorless, flammable liquid with a slightly fruity odor and is considered to be a potential irritant to the skin and eyes.

Upstream product

• 103-81-1 Benzeneacetamide 
• 75-65-0 tert-butyl alcohol 
• 538-32-9 benzylurea 
• 1907-33-1 lithium tert-butoxide 
• 198572-71-3 N-(tert-butoxycarbonyl)-2-nitrobenzenesulfonamide 
• 109774-57-4 N,N-bis(tert-butoxycarbonyl)benzylamine 
• 105-53-3 diethyl malonate 
• 24424-99-5 di-tert-butyl dicarbonate 
• 100-46-9 benzylamine 
• 103-49-1 dibenzylamine 
• 62-53-3 aniline 
• 4530-20-5 BOC-glycine 
• 105678-24-8 O-(tert-butyl) S-(pyridin-2-yl)carbonothioate 
• 183311-28-6 (3-Amino-pyridin-4-yl)-carbamic acid tert-butyl ester 

Downstream Products

• 136693-03-3 (+/-)-1,1-dimethylethyl amino>methanoate 
• 136693-03-3 (+/-)-1,1-dimethylethyl amino>methanoate 
• 186375-61-1 N-(triisopropylsilyl)-N-(tert-butyloxycarbonyl)benzylamine 
• 136159-62-1 tert-butyl ethyl N-benzyl-N-(tert-butoxycarbonyl)glycinate 
• 916462-72-1 N-(t-butoxycarbonyl)-N-methoxymethylbenzylamine 
• 174311-00-3 tert-butoxycarbonyl-α-trimethylstannylbenzylamine 
• 1134361-25-3 C₂₇H₃₇NO₄ 
• 1134361-28-6 C₂₇H₃₇NO₄ 
• 1134361-15-1 C₂₂H₂₉NO₄ 
• 1134361-37-7 C₂₆H₂₉NO₄ 
• 1134361-41-3 C₂₀H₂₇NO₂ 
• 1370000-38-6 tert-butyl benzyl(4-bromobutyl)carbamate 
• 1396515-13-1 tert-butyl benzyl{(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)methyl}carbamate 
• 1397275-21-6 potassium tert-butyl benzyl{(trifluoroborato)methyl}carbamate 

Relevant articles and documents

Nickel Boride Catalyzed Reductions of Nitro Compounds and Azides: Nanocellulose-Supported Catalysts in Tandem Reactions

Nickel boride catalyst prepared in situ from NiCl2 and sodium borohydride allowed, in the presence of an aqueous solution of TEMPO-oxidized nanocellulose (0.01 wt%), the reduction of a wide range of nitroarenes and aliphatic nitro compounds. Here we describe how the modified nanocellulose has a stabilizing effect on the catalyst that enables low loading of the nickel salt pre-catalyst. Ni-B prepared in situ from a methanolic solution was also used to develop a greener and facile reduction of organic azides, offering a substantially lowered catalyst loading with respect to reported methods in the literature. Both aromatic and aliphatic azides were reduced, and the protocol is compatible with a one-pot Boc-protection of the obtained amine yielding the corresponding carbamates. Finally, bacterial crystalline nanocellulose was chosen as a support for the Ni-B catalyst to allow an easy recovery step of the catalyst and its recyclability for new reduction cycles.

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.

Thiamine hydrochloride as a recyclable organocatalyst for the efficient and chemoselective N-tert-butyloxycarbonylation of amines

Thiamin hydrochloride promoted highly efficient and ecofriendly approach has been described for the chemoselective N-tert-butyloxycarbonylation of amines under solvent-free conditions at ambient temperature. The demonstrated approach has been applicable for the N-Boc protection of variety of aliphatic, aryl, heteroaryl amines. The chemoselective protection of amino group occurs in chiral amines and amino alcohol without racemization in high yield. Thiamin hydrochloride is stable, economical, easy to handle and environmentally friendly.