4164-25-4

Basic information

• Product Name: 1-methyl-2-phenylaziridine
• Synonyms: Aziridine, 1-methyl-2-phenyl-
• CAS NO: 4164-25-4
• Molecular Formula: C₉H₁₁N
• Molecular Weight: 133.1903
• Mol File: 4164-25-4.mol
• Article Data: 17

Chemical Properties

• Boiling Point: 182.6°C at 760 mmHg
• Flash Point: 56.8°C
• Density: 1.036g/cm³
• Vapor Pressure: 0.803mmHg at 25°C
• Refractive Index: 1.566
• CAS DataBase Reference: 1-methyl-2-phenylaziridine(CAS DataBase Reference)
• NIST Chemistry Reference: 1-methyl-2-phenylaziridine(4164-25-4)
• EPA Substance Registry System: 1-methyl-2-phenylaziridine(4164-25-4)

Safety Data

• Hazardous Substances Data: 4164-25-4(Hazardous Substances Data)

Usage

Physical state

Colorless liquid

Odor

Pleasant

Primary use

Intermediate in the production of pharmaceuticals and agrochemicals

Other uses

Ligand in organic synthesis, chiral auxiliary in asymmetric synthesis

Toxicity

Low acute toxicity

Environmental impact

Low potential

Handling precautions

May cause irritation to skin, eyes, and respiratory system upon exposure

Upstream product

• 100-52-7 benzaldehyde 
• 100-42-5 styrene 
• 74-89-5 methylamine 
• 75326-15-7 (2-bromo-1-phenylethyl)dimethylsulphonium bromide 
• 1630-62-2 3-methyl-2-phenyl-oxazolidine 
• 74-88-4 methyl iodide 
• 36378-98-0 S-(dimethylamino)-S-phenyl(trans-2-phenyleth-1-enyl)oxosulfonium fluoroborate 

Downstream Products

• 864347-90-0 [2-(1-methylaziridin-2-yl)phenyl]-phenyl-methanol 
• 291533-24-9 (R)-3-methyl-4-phenyl-1,3-oxazolidine-2-one 
• 1361410-93-6 C₁₂H₁₅N 
• 1361410-57-2 2,5-diphenyl-1,4-dimethylpiperazine 
• 20805-26-9 3-methyl-5-phenyloxazolidin-2-one 
• 22596-58-3 1,2-dimethyl-2-phenyl-aziridine 

Relevant articles and documents

Interaction of Nitric Oxide with Paramagnetic and Diamagnetic Alkyls of Titanium, Zirconium, Vanadium, Niobium, and Tantalum

An earlier observation that there is a profound difference in the way paramagnetic and diamagnetic alkyl compounds of transition metals react with nitric oxide is extended.The reaction of NO with bis(η5-cyclopentadienyl)-dimethylniobium(IV), d1, can be followed by nuclear magnetic resonance spectra and intermediates detected.The final product of the reaction is bis(η5-cyclopentadienyl)methyloxoniobium(V), which with excess of NO, gives the N-methyl-N-nitrosohydroxylaminato-complex Nb(η-C5H5)2(O).An intermediate niobioaziridine collapses with methylnitrene transfer to give azomethane, and in the presence of styrene, an aziridine.Tetrakis(trimethylsilylmethyl)vanadium(IV) gives with NO the previously known VO(CH2SiMe3)3 while the titanium(III), d1, compounds Ti(η-C5H5)2R (R = Ph or CH2Ph) lose both cyclopentadienyl and aryl or benzyl groups to give trimeric species Ti3(η-C5H5)3O4(NO) that has oxo-bridges and a bent Ti-NO group.The diamagnetic alkyls of titanium and zirconium, TiR4, TiR3Cl, TiR2Cl2, ZrR4, and ZrR2Cl2 (R = CH2SiMe3 or CH2CMe3) and NO give N-alkyl-N-nitrosohydroxylaminato-complexes.The titanium compounds are six-co-ordinate with unidentate and bidentate ON(R)NO groups, while the zirconium compounds are eight-co-ordinate with chelate groups only.The pentamethyls MMe5 (M = Nb or Ta) and NO give NbMe23 and 2>2 respectively.

A facile and regioselective multicomponent synthesis of chiral aryl-1,2-mercaptoamines in water followed by monoamine oxidase (MAO-N) enzymatic resolution

A facile microwave assisted three-component protocol allows the synthesis of chiral aryl-1,2-mercaptoamines in water in a few minutes with high yields, bypassing the use of toxic aziridine intermediates. The chiral 1,2-mercaptoamines were then deracemized through enzymatic resolution of the racemates using monoamine oxidase (MAO-N) biocatalysts.

Proline-catalyzed synthesis of 5-aryl-2-oxazolidinones from carbon dioxide and aziridines under solvent-free conditions

Natural a-amino acids were proven to be ecofriendly and recyclable catalysts for the carboxylation of aziridines with CO2 without utilization of any organic solvents or additives. Notably, a series of 5-aryl-2-oxazolidinones were obtained in go