1-Benzoylaziridine

Base Information

• Chemical Name: 1-Benzoylaziridine
• CAS No.: 7646-66-4
• Molecular Formula: C9H9 N O
• Molecular Weight: 147.177
• European Community (EC) Number: 231-586-8
• NSC Number: 219873,3374
• UNII: ARY8E9KP69
• DSSTox Substance ID: DTXSID10227261
• Nikkaji Number: J15.226I
• Wikidata: Q83106948
• Mol file: 7646-66-4.mol

Synonyms:1-Benzoylaziridine;7646-66-4;N-Benzoylaziridine;AZIRIDINE, 1-BENZOYL-;N-Benzoylethylenimine;1-Benzoylethylenimine;aziridin-1-yl(phenyl)methanone;Benzoylethylenimide;NSC 3374;AI3-50744;EINECS 231-586-8;NSC 219873;BRN 0116575;NSC-3374;NSC-219873;WLN: T3NTJ AVR;aziridin-1-yl-phenylmethanone;benzoylaziridine;1-(benzoyl)aziridine;ARY8E9KP69;SCHEMBL252026;DTXSID10227261;NSC3374;NSC219873;AKOS006240810;LS-23201

Chemical Property of 1-Benzoylaziridine

Chemical Property:

• Vapor Pressure: 0.00686mmHg at 25°C
• Boiling Point: 270.4°C at 760 mmHg
• Flash Point: 123.9°C
• PSA: 20.08000
• Density: 1.213g/cm³
• LogP: 1.08030
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 147.068413911
• Heavy Atom Count: 11
• Complexity: 157

Purity/Quality:

99% ^*data from raw suppliers

1-BENZOYL AZIRIDINE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CN1C(=O)C2=CC=CC=C2

Technology Process of 1-Benzoylaziridine

There total 4 articles about 1-Benzoylaziridine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 30.0%

ethyleneimine (151-56-4,9002-98-6) + benzoyl chloride (98-88-4) → N-benzoylaziridine (7646-66-4)

Guidance literature:

With triethylamine; In benzene; at 0 - 5 ℃;

DOI:10.1021/jo00381a019

Reference yield:

1-benzylaziridine (1074-42-6) → N-benzoylaziridine (7646-66-4) + N,N'-dibenzylpiperazine (1034-11-3) + N,N'-dibenzyl-N,N'-1,2-ethanediylbisformamide (10507-25-2) + benzaldehyde (100-52-7) + N,N'-dibenzyl-2,3-diketopiperazine (77917-07-8)

Guidance literature:

With sodium periodate; ruthenium(IV) oxide hydrate; water; In chloroform; at 20 ℃;

DOI:10.24820/ark.5550190.p010.698

Reference yield:

N-(2-Bromo-ethyl)-benzamide (27110-61-8) → N-benzoylaziridine (7646-66-4)

Guidance literature:

With carbon dioxide; oxygen; tetraethylammonium perchlorate; Yield given. Multistep reaction; 1.) -1.0 V vs SCE, MeCN, 2.) room temperature, overnight;

DOI:10.1021/jo970308h

upstream raw materials:

ethyleneimine

benzoyl chloride

N-(2-Bromo-ethyl)-benzamide

1-benzylaziridine

Downstream raw materials:

N-(2-chloro-ethyl)-benzamide

3-<2-(Benzoylamino)ethyl>cumaranon

3-<2-(Benzoylamino)ethyl>-3-(2-hydroxyphenyl)-2-pyrrolidon

3,3-Bis<2-(benzoylamino)ethyl>cumaranon

Refernces

• 1、 Casadei, Maria Antonietta,Moracci, Franco Micheletti,Zappia, Giovanni,Inesi, Achille,Rossi, Leucio. "Electrogenerated Superoxide-Activated Carbon Dioxide. A New Mild and Safe Approach to Organic Carbamates". . p. 6754 - 6759. Retrieved 2007/10/03.