18366-49-9

Basic information

• Product Name: 1-tert-butyl-2-phenylaziridine
• CAS NO: 18366-49-9
• Molecular Formula: C₁₂H₁₇N
• Molecular Weight: 175.2701
• Mol File: 18366-49-9.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 230.3°C at 760 mmHg
• Flash Point: 84.7°C
• Density: 1.003g/cm³
• Vapor Pressure: 0.0665mmHg at 25°C
• Refractive Index: 1.547
• CAS DataBase Reference: 1-tert-butyl-2-phenylaziridine(CAS DataBase Reference)
• NIST Chemistry Reference: 1-tert-butyl-2-phenylaziridine(18366-49-9)
• EPA Substance Registry System: 1-tert-butyl-2-phenylaziridine(18366-49-9)

Safety Data

• Hazardous Substances Data: 18366-49-9(Hazardous Substances Data)

Usage

Cyclic organic compound

A compound consisting of a closed loop or ring of atoms, in this case, a three-membered aziridine ring.

Three-membered aziridine ring

A small ring structure containing three atoms, specifically nitrogen and two carbon atoms, which is a characteristic feature of this compound.

tert-Butyl group

A group consisting of three methyl (CH3) groups attached to a single carbon atom, which is attached to the aziridine ring in this compound.

Phenyl group

A benzene ring (a six-carbon ring with alternating single and double bonds) attached to the aziridine ring, which contributes to the compound's structure and reactivity.

Reagent in organic synthesis

1-tert-butyl-2-phenylaziridine is commonly used as a reagent to facilitate chemical reactions, particularly in the preparation of chiral amine derivatives.

Chiral amine derivatives

The compound is used to synthesize amines with a specific three-dimensional arrangement of atoms, which can be important for their biological activity and potential pharmaceutical applications.

Potential applications in pharmaceutical chemistry

The compound can be used as a building block for the synthesis of bioactive molecules, which may have therapeutic effects or other beneficial properties.

Polymerization inhibitor

1-tert-butyl-2-phenylaziridine is known for its potential use in inhibiting polymerization reactions in various industrial processes, which can be important for controlling the properties of materials and preventing unwanted side reactions.

Hazards to human health and the environment

Proper handling and management of 1-tert-butyl-2-phenylaziridine are essential, as it may pose risks to human health and the environment if not managed correctly.

Upstream product

• 6852-58-0 N-benzylidene tert-butylamine 
• 25628-09-5 tetramethylammonium trifluoromethanesulphonate 
• 13686-33-4 t-butyl azide 
• 108-88-3 toluene 
• 100-42-5 styrene 
• 75326-15-7 (2-bromo-1-phenylethyl)dimethylsulphonium bromide 
• 75-64-9 tert-butylamine 
• 36378-98-0 S-(dimethylamino)-S-phenyl(trans-2-phenyleth-1-enyl)oxosulfonium fluoroborate 
• 14467-32-4 2-(tert-butylamino)-1-phenylethan-1-ol 

Downstream Products

• 136912-55-5 [1-tert-Butyl-4-phenyl-3-p-tolyl-imidazolidin-(2Z)-ylidene]-p-tolyl-amine 
• 116780-50-8 (R)-1-tert-Butyl-3-phenylazetidin-2-one 
• 116780-49-5 (S)-1-tert-Butyl-3-phenylazetidin-2-one 
• 87451-13-6 (S)-1-tert-Butyl-3-phenylazetidin-2-one 
• 88000-32-2 (1,2-diphenylphosphirane)pentacarbonyltungsten 
• 109976-33-2 (CH₃)3CNCH(C₆H₅)CH₂P(C₆H₅)W(CO)5 
• 109976-34-3 (CH₃)3CNCH(C₆H₅)CH₂P(C₆H₅)W(CO)5 
• 136912-54-4 [1-tert-Butyl-3,4-diphenyl-imidazolidin-(2Z)-ylidene]-phenyl-amine 

Relevant articles and documents

A lithiomethyl trimethylammonium reagent as a methylene donor

Straightforward deprotonation of soluble tetramethylammonium salts with alkyllithium reagents gives lithiomethyl trimethylammonium reagents. Coordination of the Li cation is crucial to the stability of these 'N-C ylides'. These reagents were used to prepare epoxides, aziridines and allylic alcohols. This journal is the Partner Organisations 2014.

Regioselective synthesis of 5-aryl-2-oxazolidinones from carbon dioxide and aziridines using Br- Ph3+PPEG 600P+Ph3Br- as an efficient, homogenous recyclable catalyst at ambient conditions

Polyethylene glycol functionalized phosphonium salt (Br- Ph 3+PPEG600P+Ph3Br -) was found to be an efficient, homogenous, recyclable catalyst for coupling of CO2 with a variety of aziridines producing corresponding 5-aryl-2-oxazolidinones with good yields and excellent regioselectivity under relatively mild and solvent free conditions. Furthermore, the catalyst was effectively recycled for four consecutive cycles without any significant loss in its catalytic activity and selectivity.

Lewis basic ionic liquids-catalyzed synthesis of 5-aryl-2-oxazolidinones from aziridines and CO2 under solvent-free conditions

A series of easily prepared Lewis basic ionic liquids were developed as recyclable and efficient catalysts for selective synthesis of 5-aryl-2-oxazolidinones from aziridines and CO2 without utilization of any organic solvent or additive. Notably, high conversion, chemo- and regio-selectivity were attained when 1-butyl-4-aza-1-azaniabicyclo[2.2.2]octane bromide ([C4DABCO]Br) was used as the catalyst. Furthermore, the catalyst could be recycled over four times without appreciable loss of catalytic activity. The effects of the catalyst structure and various reaction parameters on the catalytic performance were investigated in detail. This protocol was found to be applicable to a variety of aziridines producing the corresponding 5-aryl-2-oxazolidinones in good yields and excellent regioselectivities. Therefore, this solvent-free process thus represents an environmentally friendly process for ionic liquid-catalyzed conversion of CO2 into value-added chemicals. A possible catalytic cycle for CO2 activation induced by nucleophilic tertiary nitrogen of the ionic liquid was proposed, based on studies using in situ FT-IR spectroscopy under CO2 pressure.