(3-Phenyloxetan-3-yl)methanol

Base Information

• Chemical Name: (3-Phenyloxetan-3-yl)methanol
• CAS No.: 114012-43-0
• Molecular Formula: C10H12O2
• Molecular Weight: 164.204
• Hs Code.: 2905599890
• European Community (EC) Number: 899-667-6
• DSSTox Substance ID: DTXSID80602026
• Nikkaji Number: J3.349.965E
• Wikidata: Q72498061
• Mol file: 114012-43-0.mol

Synonyms:(3-Phenyloxetan-3-yl)methanol;114012-43-0;3-OXETANEMETHANOL, 3-PHENYL-;3-PHENYL-3-OXETANEMETHANOL;MFCD18642402;(3-phenyl-oxetan-3-yl)-methanol;3-Hydroxymethyl-3-phenyloxetane;3-Phenyloxetan-3-ylmethanol;3-(Hydroxymethyl)-3-phenyloxetane;SCHEMBL1561557;(3-phenyl-oxetan-3-yl)methanol;DTXSID80602026;MDFSDDCPPNQIFV-UHFFFAOYSA-N;AKOS006373740;PB13854;AS-32737;SY032434;DB-003134;AM20020008;CS-0053352;A894285;J-501239

Chemical Property of (3-Phenyloxetan-3-yl)methanol

Chemical Property:

• Boiling Point: 286.4 °C at 760 mmHg
• PKA: 14.58±0.10(Predicted)
• Flash Point: 129.1 °C
• PSA: 29.46000
• Density: 1.146 g/cm³
• LogP: 0.94690
• Storage Temp.: 2-8°C
• Solubility.: Chloroform (Slightly), Methanol (Sparingly)
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 164.083729621
• Heavy Atom Count: 12
• Complexity: 146

Purity/Quality:

97% ^*data from raw suppliers

3-Phenyl-3-oxetanemethanol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(CO1)(CO)C2=CC=CC=C2
• Uses: (3-phenyloxetan-3-yl)methanol can be used in the preparation of herbicides and pesticides intermediates.

Technology Process of (3-Phenyloxetan-3-yl)methanol

There total 6 articles about (3-Phenyloxetan-3-yl)methanol 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: 91.0%

tert-butyldiphenyl[(3-phenyloxetan-3-yl)methoxy]silane (1620017-10-8) → (3-phenyl-oxetan-3-yl)methanol (114012-43-0)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 2h;

DOI:10.1016/j.tetlet.2014.06.024

Reference yield: 51.0%

α,α,α-tris(hydroxymethyl)toluene (4704-99-8) → (3-phenyl-oxetan-3-yl)methanol (114012-43-0)

Guidance literature:

With potassium hydroxide; Diethyl carbonate; at 95 - 100 ℃; for 5h;

DOI:10.1016/S0040-4020(02)00702-0

Reference yield:

dimethyl 2-(hydroxymethyl)-2-phenylmalonate (124604-01-9) → (3-phenyl-oxetan-3-yl)methanol (114012-43-0)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 1H-imidazole / N,N-dimethyl-formamide / 24 h / 20 °C / Inert atmosphere

2.1: lithium borohydride / tetrahydrofuran / 16 h / 0 - 20 °C / Inert atmosphere

3.1: n-butyllithium / tetrahydrofuran; hexane / 0.33 h / 0 °C

3.2: 1 h / Cooling with ice

3.3: 4.17 h / 0 - 60 °C

4.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 2 h / 20 °C

With 1H-imidazole; lithium borohydride; n-butyllithium; tetrabutyl ammonium fluoride; In tetrahydrofuran; hexane; N,N-dimethyl-formamide;

DOI:10.1016/j.tetlet.2014.06.024

upstream raw materials:

α,α,α-tris(hydroxymethyl)toluene

dimethyl 2-(hydroxymethyl)-2-phenylmalonate

dimethyl 2-[(tert-butyldiphenylsilyloxy)methyl]-2-phenylmalonate

2-[(tert-butyldiphenylsilyloxy)methyl]-2-phenylpropane-1,3-diol

Downstream raw materials:

2-(3-phenyloxetan-3-ylmethyl)isoindole-1,3-dione

2,3-benzo-7-phenyl-9,10-dioxa-5-azatricyclo[5.2.2.0^1,5]undec-2-en-4-one

N-(3-phenyloxetan-3-ylmethyl)benzamide

1,4-diphenyl-2,6,7-trioxabicyclo[2.2.2]octane