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14387-96-3

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14387-96-3 Usage

General Description

N1-(tert-butyl)-2-bromo-3,3-dimethylbutanamide, also known as tert-butyl 2-bromo-3,3-dimethylbutanamide, is a chemical compound with the molecular formula C9H18BrNO. It is a white to off-white solid that is commonly used as a building block in organic synthesis. N1-(TERT-BUTYL)-2-BROMO-3,3-DIMETHYLBUTANAMIDE is a derivative of butanamide and contains a tert-butyl group, a bromine atom, and two methyl groups. N1-(tert-butyl)-2-bromo-3,3-dimethylbutanamide is primarily used in the pharmaceutical and agrochemical industries for the synthesis of various compounds and drugs. It is also an important intermediate in the production of fine chemicals and can undergo various reactions to create a wide range of complex molecules.

Check Digit Verification of cas no

The CAS Registry Mumber 14387-96-3 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,4,3,8 and 7 respectively; the second part has 2 digits, 9 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 14387-96:
(7*1)+(6*4)+(5*3)+(4*8)+(3*7)+(2*9)+(1*6)=123
123 % 10 = 3
So 14387-96-3 is a valid CAS Registry Number.
InChI:InChI=1/C10H20BrNO/c1-9(2,3)7(11)8(13)12-10(4,5)6/h7H,1-6H3,(H,12,13)

14387-96-3SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 18, 2017

Revision Date: Aug 18, 2017

1.Identification

1.1 GHS Product identifier

Product name 2-bromo-N-tert-butyl-3,3-dimethylbutanamide

1.2 Other means of identification

Product number -
Other names 2-Brom-3,3-dimethyl-N-(tert.-butyl)-butyramid

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:14387-96-3 SDS

14387-96-3Relevant articles and documents

Regioselectivity in nucleophilic ring-opening of aziridinones

Talaty, Erach R.,Yusoff, Mashitah M.

, p. 985 - 986 (1998)

The proportions of products derived from competing modes of ring-opening of 1,3-di-tert-butylaziridinone and similar aziridinones by a variety of nitrogen, oxygen, sulfur and halogen nucleophiles do not agree with simple guidelines postulated in the liter

stereochemistry of Ring Opening of Aziridinones (α-Lactams)

Quast, Helmut,Leybach, Holger

, p. 2105 - 2112 (2007/10/02)

The chiral, non-racemic aziridinone (R)-4 (e.e.92percent) reacts with magnesium halides to afford the α-halo amides (S)-3a (e.e. 88.8percent), (S)-3b (e.e. 89.0percent), and (S)-3c (e.e. 88.2percent) in high yields.Acid-catalyzed hydrolysis of (R)-4 in aqueous acetone yields 74percent of the α-hydroxy amide (S)-3d (e.e. 88.0percent).Methanolysis of (R)-4 in methanol at 60 deg C followed the first-order rate law with k = 1.53 * 10-5s-1 yielding quantitatively a 82:18 mixture of the α-methoxy amide (S)-3e (e.e. 89percent) and the α-amino ester (R)-14 (e.e. 87percent) when (R)-4 reacts with sodium methoxide and methanol in ether while only the former is formed (e.e. 88.2percent) byslow methanolysis in the presence of a catalytic amount of 4-toluenesulfonic acid.The absolute configurations of the major enantiomers derived from (R)-4 are based on the retention on a Chirasil-L-Val capillary gas chromatography column, CD spectra, and the comparison with authentic samples of (S)-3a, obtained from (S)-tert-leucine and (S)-3d.The results demonstrate that the N-C(3) bond of the aziridione (R)-4 is cleaved by nucleophiles with a high degree of stereospecificity and inversion of configuration.This stereochemical course is at variance with that inferred from the methanolysis of the similar aziridinone (R)-7. - Treatment of (R)-4 in methanol with one equivalent of 3-chloroperbenzoic acid (15) containing 5percent of 3-chlorobenzoic acid (16) affords carbon monoxide and the racemic oxaziridine 18 in quantitative yield, which is also obtained from the imine 19 in a very fast reaction.The acid 16 effects slow decomposition of (R,S)-4-into carbon monoxide and imine 19, probably by general acid catalysis.The stereochemical result obtained from (R)-4 as well as the reaction conditions and differences in rate for formation and epoxidation of 19 suggest that in the peracid oxidation of an aziridinone the sequence of events consists of a rate-limiting, acid-catalysed decomposition into carbon monoxide and an imine, followed by very fast epoxidation of the latter.The previous mechanism, invoking as intermediates alleged aziridinone N-oxides, e.g. 17, is not supported by the present study. Key Words: Aziridinones, chiral, non-racemic / α-Lactams / Butanoic acids, 2-substituted 3,3-dimethyl- and derivatives / Perbenzoic acid, 3-chloro- / Oxaziridines / Cycloreversion Acid catalysis, general / Ethanol, (R)-1-(9-anthryl)-2,2,2-trifluoro- / Circular dichroism

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