(r)-2-Benzyl-aziridine

Base Information

• Chemical Name: (r)-2-Benzyl-aziridine
• CAS No.: 77184-95-3
• Molecular Formula: C9H11N
• Molecular Weight: 133.193
• Hs Code.: 2933990090
• European Community (EC) Number: 676-195-7
• DSSTox Substance ID: DTXSID30503276
• Nikkaji Number: J1.784.812G
• Wikidata: Q82356956
• Mol file: 77184-95-3.mol

Synonyms:(R)-2-Benzylaziridine;(r)-2-benzyl-aziridine;77184-95-3;(2R)-2-Benzylaziridine;SCHEMBL899608;DTXSID30503276;MFCD06796590;AKOS006346237;FS-6205;CS-0455706;A13298

Chemical Property of (r)-2-Benzyl-aziridine

Chemical Property:

• Boiling Point: 204.6 °C at 760 mmHg
• PKA: 8.14±0.40(Predicted)
• Flash Point: 76.5 °C
• PSA: 21.94000
• Density: 1.044 g/cm³
• LogP: 1.52970
• Storage Temp.: Keep in dark place,Sealed in dry,Store in freezer, under -20°C
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 133.089149355
• Heavy Atom Count: 10
• Complexity: 105

Purity/Quality:

95%+ ^*data from raw suppliers

(R)-2-Benzylaziridine 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(N1)CC2=CC=CC=C2
• Isomeric SMILES: C1[C@H](N1)CC2=CC=CC=C2

Technology Process of (r)-2-Benzyl-aziridine

There total 8 articles about (r)-2-Benzyl-aziridine 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: 88.0%

(R)-2-amino-3-phenylpropanol (5267-64-1) → (R)-2-benzylaziridine (77184-95-3)

Guidance literature:

(R)-2-amino-3-phenylpropanol; With sulfuric acid; at 120 ℃;

With potassium hydroxide;

DOI:10.1016/S0957-4166(02)00312-9

Reference yield: 65.0%

(S)-N-(p-nitrobenzenesulfonyl)-2-benzylaziridine (219738-95-1) → (R)-2-benzylaziridine (77184-95-3)

Guidance literature:

With magnesium; In methanol; for 0.5h; ultrasonication;

DOI:10.1021/jo9815296

Reference yield: 40.0%

(R)-2-phenyl-N-tosylaziridine (24395-14-0,149769-84-6,151003-26-8,62596-62-7) → (R)-2-benzylaziridine (77184-95-3)

Guidance literature:

With lithium; In tetrahydrofuran; at -78 ℃; for 1h; Product distribution; other reagent, solvent, reaction time, temperature; effect of sonication;

DOI:10.1021/jo9815296

upstream raw materials:

(R)-2-phenyl-N-tosylaziridine

(S)-N-(p-nitrobenzenesulfonyl)-2-benzylaziridine

(R)-2-amino-3-phenylpropanol

L-phenylalanine

Downstream raw materials:

R-(+)-2-amino-3-fluoro-1-phenylpropane

(R)-1-(benzyloxycarbonyl)-2-benzylaziridine

(R)-2-benzyl-1-(diphenylphosphoryl)aziridine

(R)-2-benzyl-1-tosylaziridine

Refernces

• 1、 Jamookeeah, Clare E.,Beadle, Christopher D.,Jackson, Richard F. W.,Harrity, Joseph P. A.. "Investigation of a flexible enantiospecific approach to aziridines". . p. 1128 - 1130. Retrieved 2008/09/18.
• 2、 Alonso, Diego A.,Andersson, Pher G.. "Deprotection of sulfonyl aziridines". . p. 9455 - 9461. Retrieved 2007/10/03.