3-Phenyloxetan-2-one

Base Information

• Chemical Name: 3-Phenyloxetan-2-one
• CAS No.: 27150-91-0
• Molecular Formula: C9H8O2
• Molecular Weight: 148.161
• DSSTox Substance ID: DTXSID60443631
• Nikkaji Number: J1.214.316H
• Mol file: 27150-91-0.mol

Synonyms:3-phenyloxetan-2-one;27150-91-0;tropolactone;3-phenyl-2-oxetanone;3-Phenyloxetane-2-one;3-phenyl-oxetan-2-one;SCHEMBL577209;DTXSID60443631;NITVYFHGUACTJP-UHFFFAOYSA-N

Chemical Property of 3-Phenyloxetan-2-one

Chemical Property:

• PSA: 26.30000
• LogP: 1.32700
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 148.052429494
• Heavy Atom Count: 11
• Complexity: 159

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(C(=O)O1)C2=CC=CC=C2

Technology Process of 3-Phenyloxetan-2-one

There total 5 articles about 3-Phenyloxetan-2-one 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: 86.0%

Tropic acid (529-64-6,28845-94-5) → α-phenyl-β-propiolactone (27150-91-0)

Guidance literature:

With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; at -78 ℃;

DOI:10.1016/S0040-4039(99)01469-0

Reference yield: 67.0%

styrene oxide (96-09-3) + carbon monoxide (201230-82-2) → β-phenyl-β-propiolactone (4287-98-3) + α-phenyl-β-propiolactone (27150-91-0)

Guidance literature:

chlorocarbonylbis(triphenylphosphine)rhodium(I); In methanol; at 110 ℃; for 20h; under 2100.2 Torr; Product distribution; Mechanism; var.: p(CO), solvent, catalyst;

DOI:10.1246/cl.1980.1549

Reference yield: 63.0%

carbon monoxide (201230-82-2) + 2-bromo-2-phenylethanol (41252-83-9) → α-phenyl-β-propiolactone (27150-91-0)

Guidance literature:

With potassium carbonate; bis-triphenylphosphine-palladium(II) chloride; In N,N-dimethyl-formamide; at 25 ℃; for 24h; under 760 Torr;

DOI:10.1021/ja00532a034

upstream raw materials:

styrene oxide

carbon monoxide

2-bromo-2-phenylethanol

Tropic acid

Downstream raw materials:

2-methylene-3-phenyloxetane

2-Acetimino-5-phenyl-1,3-thiazan-4-on

5-phenyl-[1,3]thiazinane-2,4-dione

3-allyl-2-methylene-3-phenyloxetane