3-Phenyloxetane

Base Information

• Chemical Name: 3-Phenyloxetane
• CAS No.: 10317-13-2
• Molecular Formula: C9H10O
• Molecular Weight: 134.178
• Hs Code.: 2932999099
• ChEMBL ID: CHEMBL4743494
• DSSTox Substance ID: DTXSID20472725
• Nikkaji Number: J767.468F
• Wikidata: Q72498050
• Mol file: 10317-13-2.mol

Synonyms:3-phenyloxetane;10317-13-2;CHEMBL4743494;SCHEMBL8212527;DTXSID20472725;BDBM50551694;MFCD17170019;AKOS015900192;AM85454;BS-25574;CS-0445235;FT-0716284;F51875;A896600

Chemical Property of 3-Phenyloxetane

Chemical Property:

• Vapor Pressure: 0.219mmHg at 25°C
• Melting Point: 55-56℃
• Refractive Index: 1.545
• Boiling Point: 215.226 °C at 760 mmHg
• Flash Point: 78.978 °C
• PSA: 9.23000
• Density: 1.063 g/cm³
• LogP: 1.80040
• Storage Temp.: 2-8°C
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 134.073164938
• Heavy Atom Count: 10
• Complexity: 101

Purity/Quality:

98%,99%, ^*data from raw suppliers

3-Phenyloxetane 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(CO1)C2=CC=CC=C2

Technology Process of 3-Phenyloxetane

There total 8 articles about 3-Phenyloxetane 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: 90.0%

<3-Brom-2-phenyl-propoxy-(1)>-tributyl-zinn → 3-phenyloxetane (10317-13-2)

Guidance literature:

decompn. at 200°C/0.5 h;

DOI:10.1016/S0022-328X(00)81744-1 DOI:10.1016/S0040-4039(01)88092-8

Reference yield: 74.0%

3-iodooxetane (26272-85-5) + Li[(phenyl)(butyl)B((pinacol)(-2H))] → 3-phenyloxetane (10317-13-2)

Guidance literature:

With tetrakis(actonitrile)copper(I) hexafluorophosphate; 1-methyl-1-phenylethyl triethylsilyl peroxide; triethylamine; In tetrahydrofuran; dimethyl sulfoxide; at 20 ℃; for 1h; Sealed tube; Inert atmosphere;

DOI:10.1021/jacs.1c12649

Reference yield: 58.0%

2-phenylpropane-1, 3-diol (1570-95-2) → 3-phenyloxetane (10317-13-2)

Guidance literature:

2-phenylpropane-1, 3-diol; With n-butyllithium; In tetrahydrofuran; hexane; at 0 ℃; for 0.25h; Inert atmosphere;

With p-toluenesulfonyl chloride; In tetrahydrofuran; hexane; at 0 ℃; for 1h; Inert atmosphere;

With n-butyllithium; In tetrahydrofuran; hexane; at 50 ℃; Inert atmosphere;

DOI:10.1021/jacs.0c03991

upstream raw materials:

2-phenylpropane-1, 3-diol

3-iodooxetane

phenylboronic acid

3-bromo-2-phenyl-propan-1-ol

Downstream raw materials:

3-bromo-2-phenyl-propan-1-ol

3-(4-nitrophenyl)oxetane

2-(4-nitrophenyl)-1,3-O-dinitropropanediol

Refernces

• 1、 Delmond et al.. "-". . p. 2089. Retrieved 1969.
• 2、 Zhang, Zhenhua,Górski, Bartosz,Leonori, Daniele. "Merging Halogen-Atom Transfer (XAT) and Copper Catalysis for the Modular Suzuki-Miyaura-Type Cross-Coupling of Alkyl Iodides and Organoborons". supporting information. p. 1986 - 1992. Retrieved 2022/02/01.
• 3、 Strassfeld, Daniel A.,Wickens, Zachary K.,Picazo, Elias,Jacobsen, Eric N.. "Highly Enantioselective, Hydrogen-Bond-Donor Catalyzed Additions to Oxetanes". supporting information. p. 9175 - 9180. Retrieved 2020/07/13.