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1-Phenylaziridine, also known as phenylaziridine or 2-phenylaziridine, is an organic compound characterized by its molecular formula C8H9N. It is a cyclic amine with a strained three-membered aziridine ring that features a phenyl group attached to the nitrogen atom. As a colorless liquid at room temperature, 1-phenylaziridine is highly reactive, making it a valuable building block in organic synthesis for the creation of pharmaceuticals, agrochemicals, and other fine chemicals. It also serves as a reagent in the synthesis of chiral ligands and catalysts for asymmetric catalysis. However, due to its potential health hazards and irritant properties, careful handling and use are essential.

696-18-4

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696-18-4 Usage

Uses

Used in Organic Synthesis:
1-Phenylaziridine is used as a building block for the synthesis of various pharmaceuticals, agrochemicals, and other fine chemicals, leveraging its reactivity and structural properties to create a wide range of compounds.
Used in Chiral Ligand and Catalyst Synthesis:
1-Phenylaziridine is utilized as a reagent in the synthesis of chiral ligands and catalysts for asymmetric catalysis, contributing to the development of enantioselective reactions and the production of enantiomerically pure compounds.
Used in Research and Development:
In the scientific community, 1-phenylaziridine serves as a valuable research tool for exploring new reaction pathways and developing innovative synthetic methods, further expanding its applications in the field of chemistry.

Check Digit Verification of cas no

The CAS Registry Mumber 696-18-4 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 6,9 and 6 respectively; the second part has 2 digits, 1 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 696-18:
(5*6)+(4*9)+(3*6)+(2*1)+(1*8)=94
94 % 10 = 4
So 696-18-4 is a valid CAS Registry Number.
InChI:InChI=1/C8H9N/c1-2-4-8(5-3-1)9-6-7-9/h1-5H,6-7H2

696-18-4SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 14, 2017

Revision Date: Aug 14, 2017

1.Identification

1.1 GHS Product identifier

Product name 1-phenylaziridine

1.2 Other means of identification

Product number -
Other names Aziridine,1-phenyl

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:696-18-4 SDS

696-18-4Relevant academic research and scientific papers

Cationic N-substituted aniline ionic liquid and preparation method thereof

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Paragraph 0089-0097, (2020/05/14)

The invention discloses a cationic N-substituted aniline ionic liquid, wherein an N-substituted aniline structure is contained in positive ions, and preferably, the structure of the cationic N-substituted aniline ionic liquid is shown as formula (I). A preparation method of the cationic N-substituted aniline ionic liquid comprises the following steps: firstly preparing N-phenylethanolamine hydrobromide, then preparing N-phenylethanolamine bromide from N-phenylethanolamine hydrobromide, and finally reacting N-phenylethanolamine bromide with compounds as shown in formulas (II-1) to (II-14) to obtain the cationic N-substituted aniline ionic liquid. The cationic N-substituted aniline ionic liquid has the properties and applications of common ionic liquid (such as serving as a reaction medium,an additive of a polymer material and the like), can be used as a monomer, can also be used as a reaction monomer to prepare ionic liquid polyaniline derivative through self oxidative polymerization or oxidative copolymerization with other monomers, and can also be combined with other polymerization means (such as free radical polymerization and the like) to prepare ionic liquid polyaniline derivatives and compounds of the ionic liquid polyaniline derivatives and other polymers.

Formation of azomethine ylids by thermolysis of oxazolidines. Study of the reaction in solution and in the gaseous phase

Bureau, R.,Mortier, J.,Joucla, M.

, p. 584 - 596 (2007/10/02)

Thermolysis of oxazolidines leads to azomethine ylids via cycloreversion.In the liquid phase, these intermediates then give 1-3 dipolar cycloaddition; in the gaseous phase, they lead to aziridines.With an alkyl group in position 2, we observed also the formation of enamines.The effect of substituents on both the cycloreversion reaction and the evolution of azomethine ylids was studied.The mechanism of the process tautomerism aziridine -> azomethine ylid -> enamine is discussed.Keywords - azomethine ylids / oxazolidines / cycloreversion / aziridines / enamines / tautomerism

Substituted amine derivatives, their production and use

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, (2008/06/13)

Substituted amino derivatives represented by the formula: STR1 wherein R1 and R2 each stand for an acyclic hydrocarbon residue or an alicyclic hydrocarbon residue; R3 and R4 each stand for hydrogen or a hydrocarbon residue optionally containing hetero-atom(s); A stands for a carbon chain having two or more carbon atoms optionally containing ether linkage or sulfide linkage, which may be substituted and which may per se form a ring; X1 and X2 each stand for oxygen atom or sulfur atom; and Y stands for amino group or an organic residue bonded through nitrogen atom, which may form a ring by combining with a carbon atom constituting A; and their salts have anti-arrhythmic activity and are useful for prevention and treatment of a variety of arrhythmias.

Organoboranes for synthesis. Reaction of organoboranes with representative organic azides. A general stereospecific synthesis of secondary amines and N-substituted aziridines

Brown, Herbert C.,Midland, M.Mark,Levy, Alan B.,Brown,Wetherill,Suzuki, Akira,Sono, Sunao,Itoh, Mitsuomi

, p. 4079 - 4088 (2007/10/02)

Reaction of trialkylboranes with organic azides in refluxing xylene, followed by hydrolysis, leads to good yields of secondary amines. This reaction is highly dependent on the steric effects around both boron and the azide moiety. The reaction becomes much slower when the steric bulk of one of the reagents is increased and fails when both are hindered. The dialkylchloroboranes are more reactive than trialkylboranes and provide better yields of the desired secondary amines with a11 azides tested. The alkyldichloroboranes react with organic azides at temperatures between room temperature and 60°C and produce excellent yields of secondary amines. Furthermore, the stereochemistry of the original carbon-boron bond is retained. The mechanism of these reactions is discussed and the reaction applied to the synthesis of N-alkyl- and N-arylaziridines.

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