1-(Benzyloxy)-3-(octadecyloxy)propan-2-OL

Base Information

• Chemical Name: 1-(Benzyloxy)-3-(octadecyloxy)propan-2-OL
• CAS No.: 108225-24-7
• Molecular Formula: C28H50O3
• Molecular Weight: 434.703
• DSSTox Substance ID: DTXSID50537452
• Nikkaji Number: J492.510F
• Mol file: 108225-24-7.mol

Synonyms:108225-24-7;1-(BENZYLOXY)-3-(OCTADECYLOXY)PROPAN-2-OL;SCHEMBL9716318;DTXSID50537452

Chemical Property of 1-(Benzyloxy)-3-(octadecyloxy)propan-2-OL

Chemical Property:

• XLogP3: 9.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 23
• Exact Mass: 434.37599545
• Heavy Atom Count: 31
• Complexity: 341

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCCCCCCCCCCCOCC(COCC1=CC=CC=C1)O

Technology Process of 1-(Benzyloxy)-3-(octadecyloxy)propan-2-OL

There total 12 articles about 1-(Benzyloxy)-3-(octadecyloxy)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: 61.0%

3-benzyloxypropan-1,2-diol (13071-59-5,17325-85-8,56552-80-8,4799-67-1) + 1-Bromooctadecane (112-89-0) → 3-benzyloxy-2-hydroxypropyl octadecyl ether (108225-24-7)

Guidance literature:

With potassium hydroxide; In toluene; Heating;

Reference yield:

Benzyloxymethyl-oxiran (2930-05-4) + 1-octadecanol (112-92-5) → 19-oxaheptatriacontane (6297-03-6) + 3-benzyloxy-2-hydroxypropyl octadecyl ether (108225-24-7)

Guidance literature:

1-octadecanol; With sodium hydride; In tetrahydrofuran; mineral oil; at 0 - 80 ℃; for 2.25h;

Benzyloxymethyl-oxiran; In tetrahydrofuran; N,N-dimethyl-formamide; mineral oil; at 24 - 80 ℃; for 21h; Overall yield = 18.6 g;

DOI:10.1007/s11172-015-1055-7

Reference yield:

batyl alcohol (544-62-7) → 3-benzyloxy-2-hydroxypropyl octadecyl ether (108225-24-7)

Guidance literature:

Multi-step reaction with 5 steps

1: pyridine / Ambient temperature

2: pyridine / CHCl₃ / Ambient temperature

3: 1N HCl / dioxane / Heating

4: t-BuOK / tetrahydrofuran / Ambient temperature

5: dimethylformamide / 80 °C

With pyridine; hydrogenchloride; potassium tert-butylate; In tetrahydrofuran; 1,4-dioxane; chloroform; N,N-dimethyl-formamide;

DOI:10.1002/hlca.19820650339

upstream raw materials:

octadecyl glycidyl ether

sodium phenyl-methanolate

3-benzyloxypropan-1,2-diol

1-Bromooctadecane

Downstream raw materials:

3-benzyloxy-2-(2,2-dimethoxyethoxy)propyl octadecyl ether

1-benzyloxymethyl-2-octadecyloxyethoxyacetic acid

1-benzyl-2-(2,3-epoxypropyl)-3-octadecylglycerol

1-O-benzyl-2-O-methyl-3-O-octadecyl-rac-glycerol