28148-54-1 Usage
Description
(2-METHYLALLYL)AMINE HYDROCHLORIDE is an organic compound that serves as a versatile building block in the synthesis of various chemical compounds and materials. It is characterized by its reactivity and ability to form a wide range of products, making it a valuable component in the chemical industry.
Uses
Used in Catalyst Preparation:
(2-METHYLALLYL)AMINE HYDROCHLORIDE is used as a reactant for the preparation of platinum cyclometalated N-heterocyclic carbene complexes with chiral phosphines as catalysts. These catalysts are essential in various chemical reactions, particularly in the pharmaceutical and精细化工 (fine chemical) industries, due to their ability to enhance reaction rates and selectivity.
Used in Pharmaceutical Synthesis:
In the pharmaceutical industry, (2-METHYLALLYL)AMINE HYDROCHLORIDE is used as a reactant for the preparation of oxoazetidinylbutenyl acetamides via rhodium-catalyzed hydroformylation. These compounds are important intermediates in the synthesis of various pharmaceutical products, contributing to the development of new drugs and therapies.
Used in Materials Science:
(2-METHYLALLYL)AMINE HYDROCHLORIDE is used as a reactant for the preparation of highly monodisperse polymeric particles incorporating polymerizable perylene-bisimide fluorophore. These particles have potential applications in optoelectronics, sensors, and imaging technologies, thanks to their unique optical and electronic properties.
Used in Chemical Synthesis:
In the broader field of chemical synthesis, (2-METHYLALLYL)AMINE HYDROCHLORIDE is used as an additive-free chemoselective acylation agent with anhydrides for the preparation of amides. This application highlights its versatility in forming various chemical products, which can be utilized in different industries, such as agriculture, coatings, and plastics.
Check Digit Verification of cas no
The CAS Registry Mumber 28148-54-1 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 2,8,1,4 and 8 respectively; the second part has 2 digits, 5 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 28148-54:
(7*2)+(6*8)+(5*1)+(4*4)+(3*8)+(2*5)+(1*4)=121
121 % 10 = 1
So 28148-54-1 is a valid CAS Registry Number.
InChI:InChI=1/C4H9N.ClH/c1-4(2)3-5;/h1,3,5H2,2H3;1H
28148-54-1Relevant articles and documents
Palladium-catalyzed allylic transposition of (allyloxy) iminodiazaphospholidines: A formal [3,3]-aza-phospha-oxa-cope sigmatropic rearrangement for the stereoselective synthesis of allylic amines
Lee, Ernest E.,Batey, Robert A.
, p. 14887 - 14893 (2007/10/03)
The synthesis of N-protected allylic amines has been achieved utilizing a palladium(II)-catalyzed, [3,3]-rearrangement of (allyloxy) iminodiazaphospholidines. This [3,3]-aza-phospha-oxa-Cope sigmatropic rearrangement reaction is thermodynamically driven by a P=N to P=O interconversion and is an alternative to the Overman rearrangement. The overall process involves the nucleophilic displacement of an allylic alcohol onto a P(III) precursor, followed by a Staudinger reaction to generate the (allyloxy) iminodiazaphospholidine precursors. Pd(II)-catalyzed [3,3]-aza-phospha-oxa-Cope rearrangement then gives a phosphoramide, which is readily hydrolyzed under acidic conditions to yield allylic amine derivatives. Pd(II) catalysis is believed to occur in a fashion analogous to that of the rearrangement of allylic imidates. The scope of racemic, diastereoselective, and enantioselective variants of this rearrangement is described. The use of chiral diamine auxiliaries in diastereoselective rearrangements is reported. Rearrangement of chiral N,N′-dimethyl cyclohexanediamine derived diazaphospholidines gives rise to phosphoramides with moderate diastereoselectivities (up to 3.5:1 dr). The same major diastereomeric product in these rearrangements was prepared irrespective of the starting allylic alcohol geometry. An enantioselective variant of the reaction was demonstrated for the rearrangement of cis-(allyloxy) iminodiazaphospholidines with cobalt oxazoline palladacycle (COP-X) catalysts (5 mol %) in high yield and enantioselectivity (up to 96% ee).