(2R)-2-(naphthalen-1-yl)oxirane

Base Information

• Chemical Name: (2R)-2-(naphthalen-1-yl)oxirane
• CAS No.: 86457-71-8
• Molecular Formula: C₁₂H₁₀O
• Molecular Weight: 170.211
• DSSTox Substance ID: DTXSID30442671
• Nikkaji Number: J2.384.728K
• Wikidata: Q82260079
• Mol file: 86457-71-8.mol

Synonyms:(2R)-2-(naphthalen-1-yl)oxirane;208343-02-6;(r)-naphtyl oxiran;SCHEMBL5852684;(2R)-2-(1-Naphthyl)oxirane;(2R)-2-naphthalen-1-yloxirane;DTXSID30442671;AKOS021450139;EN300-223157;Z1575341744

Chemical Property of (2R)-2-(naphthalen-1-yl)oxirane

Chemical Property:

• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 170.073164938
• Heavy Atom Count: 13
• Complexity: 190

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(O1)C2=CC=CC3=CC=CC=C32
• Isomeric SMILES: C1[C@H](O1)C2=CC=CC3=CC=CC=C32

Technology Process of (2R)-2-(naphthalen-1-yl)oxirane

There total 4 articles about (2R)-2-(naphthalen-1-yl)oxirane 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: 20.0%

2-naphthylethylene (827-54-3,28406-56-6) → 2-(naphthalen-2-yl)oxirane (86457-71-8,146145-08-6,20861-99-8) + β-naphthaldehyde (66-99-9)

Guidance literature:

With 2,2'-azobis(isobutyronitrile); oxygen; In acetonitrile; at 90 ℃; for 12h; under 760.051 Torr;

DOI:10.1039/d1nj04755h

Reference yield:

2-naphthylethylene (827-54-3,28406-56-6) → 2-(naphthalen-2-yl)oxirane (86457-71-8,146145-08-6,20861-99-8) + 2-(2-naphthyl)ethanol (7228-47-9) + methyl 2-naphthyl ketone (93-08-3)

Guidance literature:

With tert.-butylhydroperoxide; {[Cu₂Br₂(bis[3,5-dimethyl-4-(4'-pyridyl)pyrazol-1-yl]methane)]_n*nH₂O}; In decane; toluene; at 80 ℃; for 16h;

DOI:10.1002/asia.201501084

Reference yield:

2-bromo-1-(naphthalen-2-yl)ethan-1-ol (91571-04-9) + cyclohexanecarboxylic acid anhydride (22651-87-2) → 2-(naphthalen-2-yl)oxirane (86457-71-8,146145-08-6,20861-99-8) + (S)-2-bromo-1-(2-naphthyl)ethyl cyclohexanecarboxylate + (S)-2-bromo-1-(naphthalen-2-yl)ethanol (100306-23-8) + (R)-2-bromo-1-(naphthalen-2-yl)ethan-1-ol (85554-14-9)

Guidance literature:

With (R)-9-methyl-2-phenyl-9-hydro-2-imidazolino[1,2-a]benzimidazole; In 1,2-dichloro-ethane; at 20 ℃; for 24h; Resolution of racemate; Inert atmosphere;

DOI:10.1246/CL.200786

upstream raw materials:

2-naphthylethylene

2-bromo-1-(naphthalen-2-yl)ethan-1-ol

cyclohexanecarboxylic acid anhydride

Downstream raw materials:

2-naphthylethylene

(+/-)-1-(2-naphthalenyl)-ethane-1,2-diol

naphthalene-2-carboxylate

2-(2-naphthyl)-4-penten-1-yl p-toluenesulfonate