2-Phenylaziridine

Base Information

• Chemical Name: 2-Phenylaziridine
• CAS No.: 1499-00-9
• Molecular Formula: C8H9N
• Molecular Weight: 119.166
• DSSTox Substance ID: DTXSID10298431,DTXSID60902879
• Nikkaji Number: J80.134H
• Mol file: 1499-00-9.mol

Synonyms:2-Phenylaziridine;1499-00-9;Aziridine, 2-phenyl-;MFCD00156254;Styrenimine;2-phenyl-aziridine;NoName_3454;SCHEMBL369386;DTXSID10298431;DTXSID60902879;GBIKLFWSUVVUKT-UHFFFAOYSA-N;18142-08-0;25260-42-8;AKOS003589015;SB46277;SB47358;AS-42773;CS-0447108;FT-0660925;EN300-304624;J-008640

Chemical Property of 2-Phenylaziridine

Chemical Property:

• Boiling Point: 88-90 °C(Press: 9 Torr)
• PKA: 7.24±0.40(Predicted)
• PSA: 21.94000
• Density: 1.0033 g/cm3
• LogP: 1.65970
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 119.073499291
• Heavy Atom Count: 9
• Complexity: 94.7

Purity/Quality:

98%Min ^*data from raw suppliers

2-Phenylaziridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(N1)C2=CC=CC=C2
• Uses: 2-Phenylaziridine is an aryl substituted aziridine used in the preparation of (aryl)oxazolidinone.

Technology Process of 2-Phenylaziridine

There total 47 articles about 2-Phenylaziridine 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: 96.0%

1-[(2-nitrophenyl)sulfonyl]-2-phenylaziridine (392274-55-4) → 2-phenylaziridine (1499-00-9)

Guidance literature:

With polystyrene-thiophenol; caesium carbonate; triphenylphosphine; In tetrahydrofuran; at 20 ℃; for 24h;

DOI:10.1055/s-2005-921892

Reference yield: 90.0%

styrene (100-42-5,25038-60-2,25247-68-1,28213-80-1,28325-75-9,79637-11-9,9003-53-6) → 2-phenylaziridine (1499-00-9)

Guidance literature:

With ammonium iodide; sodium hypochlorite; ammonia; In water; at 20 ℃; for 2h; Product distribution / selectivity;

Reference yield: 80.0%

2-ammonio-2-phenylethyl sulfate (1437-78-1) → 2-phenylaziridine (1499-00-9)

Guidance literature:

With sodium hydroxide; In water; toluene; for 18h; Reflux;

DOI:10.1021/jo302615g

upstream raw materials:

ethanol

β-bromo-phenethylamine; hydrobromide

(+/-)-2-chloro-1-phenyl-ethylamine

β-bromo-phenethylamine

Downstream raw materials:

4-(2-phenyl-aziridin-1-ylmethyl)-morpholine

5-phenylthiazolidine

4-phenylthiazolidine

1-Chloro-1-phenyl-2-aminoethane hydrochloride

Refernces

• 1、 Mu?oz, Salvador B.,Lee, Wei-Tsung,Dickie, Diane A.,Scepaniak, Jeremiah J.,Subedi, Deepak,Pink, Maren,Johnson, Michael D.,Smith, Jeremy M.. "Styrene Aziridination by Iron(IV) Nitrides". . p. 10600 - 10603. Retrieved 2015.
• 2、 Han, Hoon,Bae, Imhyuck,Eun, Jeong Yoo,Lee, Junseong,Do, Youngkyu,Chang, Sukbok. "Notable coordination effects of 2-pyridinesulfonamides leading to efficient aziridination and selective aziridine ring opening". . p. 4109 - 4112. Retrieved 2004.
• 3、 Bresciani, Giulio,Bortoluzzi, Marco,Pampaloni, Guido,Marchetti, Fabio. "Diethylammonium iodide as catalyst for the metal-free synthesis of 5-aryl-2-oxazolidinones from aziridines and carbon dioxide". . p. 4152 - 4161. Retrieved 2021/05/19.
• 4、 Cho, Inha,Prier, Christopher K.,Jia, Zhi-Jun,Zhang, Ruijie K.,G?rbe, Tamás,Arnold, Frances H.. "Enantioselective Aminohydroxylation of Styrenyl Olefins Catalyzed by an Engineered Hemoprotein". . p. 3138 - 3142. Retrieved 2019/02/01.