147410-32-0

Basic information

• Product Name: (2-o-tolylethyl)carbamic acid tert-butyl ester
• Synonyms: (2-o-tolylethyl)carbamic acid tert-butyl ester
• CAS NO: 147410-32-0
• Molecular Weight: 235.326
• Mol File: 147410-32-0.mol
• Article Data: 11

Chemical Properties

• CAS DataBase Reference: (2-o-tolylethyl)carbamic acid tert-butyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: (2-o-tolylethyl)carbamic acid tert-butyl ester(147410-32-0)
• EPA Substance Registry System: (2-o-tolylethyl)carbamic acid tert-butyl ester(147410-32-0)

Safety Data

• Hazardous Substances Data: 147410-32-0(Hazardous Substances Data)

Usage

Description

(2-o-tolylethyl)carbamic acid tert-butyl ester, also known as ethyl 2-(tert-butoxycarbonylamino)phenylethylcarbamate, is a white to off-white solid that is a tert-butyl ester derivative of the carbamic acid. It is commonly used as a pharmaceutical intermediate and agrochemical intermediate.
Used in Pharmaceutical Industry:
(2-o-tolylethyl)carbamic acid tert-butyl ester is used as a pharmaceutical intermediate for the synthesis of various pharmaceutical drugs.
Used in Agrochemical Industry:
(2-o-tolylethyl)carbamic acid tert-butyl ester is used as an agrochemical intermediate in the production of various pesticide products.
Used in Chemical Research and Development:
(2-o-tolylethyl)carbamic acid tert-butyl ester is used as a building block for the creation of new compounds with potential industrial uses.
It is important to handle this compound with care as it may pose certain health risks if not used properly.

Upstream product

• 24424-99-5 di-tert-butyl dicarbonate 
• 615-37-2 ortho-methylphenyl iodide 
• 7150-72-3 t-butyl N-vinylcarbamate 
• 611-15-4 1-methyl-2-vinyl-benzene 
• 1316652-65-9 1-(2-azidoethyl)-2-methylbenzene 
• 55755-16-3 2-methylphenethylamine 

Downstream Products

• 15987-50-5 1,3,4,5-tetrahydro-2H-benzo[d]azepin-2-one 
• 1279558-75-6 [2-(2-(fluoromethyl)phenyl)ethyl]carbamic acid tert-butyl ester 
• 1279558-77-8 2-(2-(fluoromethyl)phenyl)ethylamine 
• 1279558-74-5 [2-(2-(bromomethyl)phenyl)ethyl]carbamic acid tert-butyl ester 
• 1415904-87-8 tert-butyl 2-(2-(2-hydroxy-2,2-diphenylethyl)phenyl)ethylcarbamate 
• 756500-61-5 N-methyl-2-(o-tolyl)ethan-1-amine 

Relevant articles and documents

Hybrid Organic Lead Iodides: Role of Organic Cation Structure in Obtaining 1D Chains of Face-Sharing Octahedra vs 2D Perovskites

((R(CH2)nNH3+ cations (R = aryl, substituted cyclohexyl; n = 1, 2) can form hybrid lead iodides that include both 2D layered perovskites of formula [R(CH2)nNH3]2PbI4 and 1D structures consisting of 1D wires of face-sharing PbI6 octahedra and having the formula [R(CH2)nNH3]PbI3 (face-sharing lead iodide chains, FSLICs). Using a series of such cations, we find that 1D FSLIC formation is favored when hydrogen bonding is possible between the ammonium moiety of one cation and a hydrogen-bond acceptor substituent of the same or another cation. A total of 16 new hybrid organic lead iodide crystal structures, 11 of which are FSLICs, are reported. The FSLIC structures can be further categorized according to the arrangement of neighboring wires. The optical properties of these materials are largely insensitive to the identity of the organic cations and to the resulting structural details. However, there is a correlation between the exciton energy and the pattern in which the wires are arranged relative to one another. Density functional theory calculations indicate that the dispersion at the top of the valence band varies depending on the relative wire arrangement.

Catalytic Strategy for Regioselective Arylethylamine Synthesis

A mild, modular, and practical catalytic system for the synthesis of the highly privileged phenethylamine pharmacophore is reported. Using a unique combination of organic catalysts to promote the transfer of electrons and hydrogen atoms, this system performs direct hydroarylation of vinyl amine derivatives with a wide range of aryl halides (including aryl chlorides). This general and highly chemoselective protocol delivers a broad range of arylethylamine products with complete regiocontrol. The utility of this process is highlighted by its scalability and the modular synthesis of an array of bioactive small molecules.

Cobalt-Porphyrin-Catalysed Intramolecular Ring-Closing C?H Amination of Aliphatic Azides: A Nitrene-Radical Approach to Saturated Heterocycles

Cobalt-porphyrin-catalysed intramolecular ring-closing C?H bond amination enables direct synthesis of various N-heterocycles from aliphatic azides. Pyrrolidines, oxazolidines, imidazolidines, isoindolines and tetrahydroisoquinoline can be obtained in good to excellent yields in a single reaction step with an air- and moisture-stable catalyst. Kinetic studies of the reaction in combination with DFT calculations reveal a metallo-radical-type mechanism involving rate-limiting azide activation to form the key cobalt(III)-nitrene radical intermediate. A subsequent low barrier intramolecular hydrogen-atom transfer from a benzylic C?H bond to the nitrene-radical intermediate followed by a radical rebound step leads to formation of the desired N-heterocyclic ring products. Kinetic isotope competition experiments are in agreement with a radical-type C?H bond-activation step (intramolecular KIE=7), which occurs after the rate-limiting azide activation step. The use of di-tert-butyldicarbonate (Boc2O) significantly enhances the reaction rate by preventing competitive binding of the formed amine product. Under these conditions, the reaction shows clean first-order kinetics in both the [catalyst] and the [azide substrate], and is zero-order in [Boc2O]. Modest enantioselectivities (29–46 % ee in the temperature range of 100–80 °C) could be achieved in the ring closure of (4-azidobutyl)benzene using a new chiral cobalt-porphyrin catalyst equipped with four (1S)-(?)-camphanic-ester groups.