2-(Oxetan-3-yl)ethanol

Base Information

• Chemical Name: 2-(Oxetan-3-yl)ethanol
• CAS No.: 251922-46-0
• Molecular Formula: C5H10O2
• Molecular Weight: 102.133
• Hs Code.: 2932999099
• European Community (EC) Number: 859-262-7
• DSSTox Substance ID: DTXSID20445595
• Nikkaji Number: J1.173.415D
• Wikidata: Q72498378
• Mol file: 251922-46-0.mol

Synonyms:2-(oxetan-3-yl)ethanol;251922-46-0;3-OXETANEETHANOL;2-Oxetan-3-yl-ethanol;2-(OXETAN-3-YL)ETHAN-1-OL;2-(3-oxetanyl)ethanol;MFCD17215859;2-(Oxetane-3-yl)ethanol;3-(2-Hydroxyethyl)oxetane;SCHEMBL1869636;DTXSID20445595;LBOMVZHWFXVFLY-UHFFFAOYSA-N;AMY19718;BKA92246;AKOS015907401;PB15326;AS-32680;SY097532;CS-0052216;FT-0684540;EN300-311986;A851106

Chemical Property of 2-(Oxetan-3-yl)ethanol

Chemical Property:

• Boiling Point: 206.048 °C at 760 mmHg
• PKA: 14.95±0.10(Predicted)
• Flash Point: 96.493 °C
• PSA: 29.46000
• Density: 1.052 g/cm³
• LogP: 0.01520
• Storage Temp.: 2-8°C
• XLogP3: -0.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 102.068079557
• Heavy Atom Count: 7
• Complexity: 50

Purity/Quality:

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

2-(oxetan-3-yl)ethanol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(CO1)CCO

Technology Process of 2-(Oxetan-3-yl)ethanol

There total 6 articles about 2-(Oxetan-3-yl)ethanol 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: 72.0%

3-(2-(benzyloxy)ethyl)oxetane (569678-81-5) → 2-(oxetan-3-yl)ethan-1-ol (251922-46-0)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In ethanol; for 48h;

Reference yield: 47.0%

2-(oxetan-3-yl) acetic acid (1310381-54-4) → 2-(oxetan-3-yl)ethan-1-ol (251922-46-0)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 - 20 ℃;

DOI:10.1021/acs.jmedchem.0c00746

Reference yield:

Diethyl<(2-benzyloxy)ethyl>malonate (41478-45-9) → 2-(oxetan-3-yl)ethan-1-ol (251922-46-0)

Guidance literature:

Multi-step reaction with 4 steps

1: LiAlH₄ / tetrahydrofuran / 5 h / Heating

2: pyridine / CH₂Cl₂ / 8 h / 20 °C

3: NaH / dimethylformamide / 3 h / 20 °C

4: H₂ / 10 percent Pd/C / ethanol / 96 h

With pyridine; lithium aluminium tetrahydride; hydrogen; sodium hydride; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide; 1: Reduction / 2: Substitution / 3: Cyclization / 4: Hydrogenolysis;

DOI:10.1248/cpb.47.1334

upstream raw materials:

3-(2-(benzyloxy)ethyl)oxetane

Diethyl<(2-benzyloxy)ethyl>malonate

2-(2-(benzyloxy)ethyl)propane-1,3-diol

toluene-4-sulfonic acid 4-benzyloxy-2-hydroxymethyl-butyl ester

Downstream raw materials:

-(+)-3-hydroxymethyltetrahydrofuran

2-(oxetan-3-yl)ethyl 4-methylbenzenesulfonate

Refernces

• 1、 -. "METHOD OF CONTROLLING LACTATE PRODUCTION WITH PIPERDINE-DIONE DERIVATIVES". Page/Page column 93. . Retrieved 2015/11/10.
• 2、 -. "NEW POSITIVE ALLOSTERIC MODULATORS OF NICOTINIC ACETYLCHOLINE RECEPTOR". Page/Page column 51-52. . Retrieved 2014/04/17.