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Aziridine, 1-(1-methylethyl)-2-phenyl- (9CI), also known as 1-isopropyl-2-phenylaziridine, is a chemical compound with the molecular formula C11H15N. It is a cyclic amine with a three-membered nitrogen-containing ring, which makes it a member of the aziridines class. This specific compound features an isopropyl group (1-methylethyl) at the 1-position and a phenyl group at the 2-position. Aziridine, 1-(1-methylethyl)-2-phenyl-, is an important intermediate in the synthesis of various pharmaceuticals, agrochemicals, and other organic compounds due to its unique structure and reactivity. It is typically synthesized through various methods, such as the reaction of amines with epoxides or the ring expansion of aziridines. The compound is sensitive to moisture and air, and it is usually stored under an inert atmosphere to prevent decomposition.

4164-23-2

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4164-23-2 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 4164-23-2 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 4,1,6 and 4 respectively; the second part has 2 digits, 2 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 4164-23:
(6*4)+(5*1)+(4*6)+(3*4)+(2*2)+(1*3)=72
72 % 10 = 2
So 4164-23-2 is a valid CAS Registry Number.
InChI:InChI=1/C11H15N/c1-9(2)12-8-11(12)10-6-4-3-5-7-10/h3-7,9,11H,8H2,1-2H3

4164-23-2SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 13, 2017

Revision Date: Aug 13, 2017

1.Identification

1.1 GHS Product identifier

Product name 2-phenyl-1-propan-2-ylaziridine

1.2 Other means of identification

Product number -
Other names (+/-)-1-(2-propyl)-2-phenylaziridine

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:4164-23-2 SDS

4164-23-2Relevant academic research and scientific papers

Efficient Cycloaddition of CO2and Aziridines Activated by a Quadruple-Interpenetrated Indium-Organic Framework as a Recyclable Catalyst

Tian, Xue-Rui,Shi, Ying,Hou, Sheng-Li,Ma, Yue,Zhao, Bin

supporting information, p. 15383 - 15389 (2021/10/20)

On the basis of the global warming effect, it is of great significance to convert CO2 into the high value-added products oxazolidinones, but investigations on main-group-based metal-organic frameworks (MOFs) as heterogeneous catalysts still have not been

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

Dou, Xiao-Yong,He, Liang-Nian,Yang, Zhen-Zhen

, p. 62 - 74 (2011/11/05)

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

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

Watile, Rahul A.,Bagal, Dattatraya B.,Patil, Yogesh P.,Bhanage, Bhalchandra M.

, p. 6383 - 6387 (2011/12/22)

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.

Protic onium salts-catalyzed synthesis of 5-aryl-2-oxazolidinones from aziridines and CO2 under mild conditions

Yang, Zhen-Zhen,Li, Yu-Nong,Wei, Yang-Yang,He, Liang-Nian

supporting information; experimental part, p. 2351 - 2353 (2011/10/31)

Protic onium salts, e.g. pyridium iodide, proved to be highly efficient and recyclable catalysts for the selective synthesis of 5-aryl-2-oxazolidinones under a CO2 atmosphere at room temperature, presumably due to aziridine activation assisted by hydrogen bonding on the basis of 1H NMR and in situ FT IR under CO2 pressure study.

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

Yang, Zhen-Zhen,He, Liang-Nian,Peng, Shi-Yong,Liu, An-Hua

supporting information; experimental part, p. 1850 - 1854 (2011/02/23)

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.

Quaternary ammonium bromide functionalized polyethylene glycol: A highly efficient and recyclable catalyst for selective synthesis of 5-aryl-2-oxazolidinones from carbon dioxide and aziridines under solvent-free conditions

Du, Ya,Wu, Ying,Liu, An-Hua,He, Liang-Nian

, p. 4709 - 4712 (2008/09/21)

(Chemical Equation Presented) A quaternary ammonium bromide covalently bound to polyethylene glycol (PEG, MW = 6000), i.e., PEG6000- (NBu3Br)2, was found to be an efficient and recyclable catalyst for the cycloaddition reaction of aziridines to CO2 under mild conditions without utilization of additional organic solvents or cocatalysts. As a result, 5-aryl-2-oxazolidinone was obtained in high yield with excellent regioselectivity. The catalyst worked well for a wide variety of 1-alkyl-2-arylaziridines. Besides, the catalyst could be recovered by centrifugation and reused without significant loss of catalytic activity and selectivity.

Directed ortho lithiation of N-alkylphenylaziridines

Capriati, Vito,Florio, Saverio,Luisi, Renzo,Musio, Biagia

, p. 3749 - 3752 (2007/10/03)

(Chemical Equation Presented) The ortho lithiation-trapping sequence of phenylaziridines is described. This methodology, which counts on the ability of the aziridino group to act as a directed metalation group (DMG), provides an easy access to functionali

Guanidines as a nitrogen source for direct conversion of epoxides to aziridines

Tsuchiya, Yukiko,Kumamoto, Takuya,Ishikawa, Tsutomu

, p. 8504 - 8505 (2007/10/03)

Direct conversion of epoxides to aziridines was achieved with guanidines as a nitrogen source. Stereochemical inversion at the chiral centers of epoxides was observed without loss of optical purity.

Zinc(II)-catalysed transformation of epoxides to aziridines

Kuehnau, Dorte,Thomsen, Ib,Jorgensen, Karl Anker

, p. 1167 - 1170 (2007/10/03)

The Lewis acid-catalysed transformation of epoxides to aziridines with iminophosphoranes as the nitrogen-fragment donor has been investigated. Of the Lewis acids tested, zinc(II) complexes had the best catalytic properties. The method works best for terminal and cyclic epoxides, internal epoxides being less reactive. Of the various iminophosphoranes employed N-(triphenylphosphoranylidene)-aniline and -isopropylamine were the most successful. The zinc(II)-catalysed reaction has been studied for chiral styrene oxides for which the enantiomeric excess of the aziridine produced is dependent on the reaction time. The reaction of achiral and chiral styrene oxides and N-(triphenylphosphoranylidene)aniline in the presence of a zinc(II) complex having a chiral ligand has been investigated as has the reaction for cis-deuteriostyrene oxide in order to obtain information about the stereochemical outcome of the reaction. A mechanism for the title reaction is discussed on the basis of the experimental results.

Inversion of stereochemistry in the Co2(CO)8-catalyzed carbonylation of aziridines to β-lactams. The first synthesis of highly strained trans-bicyclic β-lactams

Piotti, Marcelo E.,Alper, Howard

, p. 111 - 116 (2007/10/03)

β-Lactams were synthesized by the carbonylative ring expansion of aziridines catalyzed by dicobalt octacarbonyl under CO pressure. The active catalyst, cobalt tetracarbonyl anion, induces nucleophilic ring opening of the heterocycle, resulting in inversio

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