1-(Benzyloxy)propan-2-ol

Base Information

• Chemical Name: 1-(Benzyloxy)propan-2-ol
• CAS No.: 13807-91-5
• Molecular Formula: C10H14O2
• Molecular Weight: 166.22
• Hs Code.: 2909499000
• European Community (EC) Number: 654-400-0
• NSC Number: 165612
• DSSTox Substance ID: DTXSID601347588
• Nikkaji Number: J100.232E
• Mol file: 13807-91-5.mol

Synonyms:1-(benzyloxy)propan-2-ol;13807-91-5;1-benzyloxy-2-propanol;2-Propanol, 1-(phenylmethoxy)-;1-phenylmethoxypropan-2-ol;1-(Benzyloxy)-2-propanol;3-(Benzyloxy)-2-propanol;2-Propanol, 1-(benzyloxy)-;MFCD00085681;MFCD07367007;MFCD07367008;NSC165612;2-PROPANOL,1-(PHENYLMETHOXY)-;3-Benzyloxypropan-2-ol;1-benzyloxy-propan-2-ol;3-(benzyloxy)propan-2-ol;CH3CH(OH)CH2OCH2Ph;SCHEMBL873616;1-(Benzyloxy)-2-propanol #;DTXSID601347588;AKOS011042774;CS-W017858;NSC-165612;DS-11220;SY059957;SY115719;SY226247;FT-0775017;EN300-93402;C72530;A841342;1-benzyloxypropan-2-ol;(S)-(+)-1-Benzyloxy-2-propanol

Chemical Property of 1-(Benzyloxy)propan-2-ol

Chemical Property:

• Vapor Pressure: 0.00505mmHg at 25°C
• Refractive Index: 1.517
• Boiling Point: 263.848 °C at 760 mmHg
• PKA: 14.46±0.20(Predicted)
• Flash Point: 108.229 °C
• PSA: 29.46000
• Density: 1.042 g/cm³
• LogP: 1.58400
• Storage Temp.: 2-8°C
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 166.099379685
• Heavy Atom Count: 12
• Complexity: 108

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(COCC1=CC=CC=C1)O
• Uses: 1-Benzyloxy-2-propanol is an intermediate used in the synthetic preparation of glucokinase activators for the treatment of diabetes.

Technology Process of 1-(Benzyloxy)propan-2-ol

There total 42 articles about 1-(Benzyloxy)propan-2-ol 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: 100.0%

(2S)-1-(benzyloxy)propan-2-ol (13807-91-5,89401-28-5,103129-25-5,85483-97-2) → benzyloxy-2-propanol (13807-91-5)

Guidance literature:

With (η(5)-C5Me5)RuCl(1,3-bis(cyclohexyl)imidazol-2-ylidene); sodium t-butanolate; In toluene; at 50 ℃;

DOI:10.1021/jo1001005

Reference yield: 98.0%

Benzyloxymethyl-oxiran (2930-05-4) → benzyloxy-2-propanol (13807-91-5)

Guidance literature:

With [carbonylchlorohydrido{bis[2-(diphenylphosphinomethyl)ethyl]amino}ethylamino] ruthenium(II); potassium tert-butylate; hydrogen; In toluene; at 75 ℃; for 24h; under 37503.8 Torr; regioselective reaction;

DOI:10.1021/acs.orglett.9b03995

Reference yield: 97.0%

2-(2-Benzyloxy-1-methyl-ethoxymethyl)-naphthalene → benzyloxy-2-propanol (13807-91-5) + 2-Methylnaphthalene (91-57-6,34468-07-0)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; for 1.6h; Product distribution; Mechanism;

DOI:10.1021/jo980823v

upstream raw materials:

Benzyloxymethyl-oxiran

4-methyl-2-phenyl-1,3-dioxolane

sodium phenyl-methanolate

methyloxirane

Downstream raw materials:

(S)-2-tert-Butoxycarbonylamino-propionic acid 2-benzyloxy-1-methyl-ethyl ester

(1-benzyloxyprop-2-yl) bromoacetate

(2S)-1-(benzyloxy)propan-2-ol

C₂₄H₃₄O₅

Refernces

• 1、 Ren, Bo,Wang, Jiaxi,Zhang, Mengyao,Chen, Yue,Zhao, Wei. "A Chiral Copper Catalyzed Site-Selective O-Alkylation of Carbohydrates". supporting information. p. 665 - 670. Retrieved 2021/12/02.
• 2、 Kusano, Shuhei,Miyamoto, Shoto,Matsuoka, Aki,Yamada, Yuji,Ishikawa, Ryuta,Hayashida, Osamu. "Benzoxaborole Catalyst for Site-Selective Modification of Polyols". supporting information. p. 1598 - 1602. Retrieved 2020/02/11.