Methyl p-Hexadecyloxybenzoate

Base Information

• Chemical Name: Methyl p-Hexadecyloxybenzoate
• CAS No.: 40654-35-1
• Molecular Formula: C24H40O3
• Molecular Weight: 376.58
• European Community (EC) Number: 653-197-6
• ChEMBL ID: CHEMBL3273793
• DSSTox Substance ID: DTXSID20405598
• Wikidata: Q82210220
• Mol file: 40654-35-1.mol

Synonyms:Methyl p-Hexadecyloxybenzoate;Methyl 4-hexadecoxybenzoate;40654-35-1;methyl 4-n-hexadecyloxybenzoate;METHYL 4-(HEXADECYLOXY)BENZOATE;Methyl 4-hexadecyloxybenzoate;SCHEMBL3052051;CHEMBL3273793;DTXSID20405598;MFCD00026641;AKOS015839849;FT-0628792

Chemical Property of Methyl p-Hexadecyloxybenzoate

Chemical Property:

• Vapor Pressure: 4.02E-09mmHg at 25°C
• Boiling Point: 473.2oC at 760 mmHg
• Flash Point: 203.7oC
• PSA: 35.53000
• Density: 0.943g/cm3
• LogP: 7.33330
• XLogP3: 9.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 18
• Exact Mass: 376.29774513
• Heavy Atom Count: 27
• Complexity: 335

Purity/Quality:

99% ^*data from raw suppliers

METHYL 4-(HEXADECYLOXY)BENZOATE Aldrich ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCCCCCCCCCOC1=CC=C(C=C1)C(=O)OC

Technology Process of Methyl p-Hexadecyloxybenzoate

There total 5 articles about Methyl p-Hexadecyloxybenzoate 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: 98.0%

methyl 4-hydroxylbenzoate (99-76-3,156291-94-0) + hexadecanyl bromide (112-82-3) → methyl 4-(hexadecyloxy)benzoate (40654-35-1)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide;

Reference yield:

4-hydroxy-benzoic acid (99-96-7) → methyl 4-(hexadecyloxy)benzoate (40654-35-1)

Guidance literature:

Multi-step reaction with 2 steps

1: sulfuric acid / 1 h / Reflux

2: potassium hydroxide / ethanol / Reflux

With sulfuric acid; potassium hydroxide; In ethanol;

DOI:10.1080/15421406.2017.1393167

Reference yield:

1-Chlorohexadecan (4860-03-1) + methyl 4-hydroxylbenzoate (99-76-3,156291-94-0) → methyl 4-(hexadecyloxy)benzoate (40654-35-1)

Guidance literature:

With sodium methylate; In N,N-dimethyl-formamide;

DOI:10.1021/jm00216a009

upstream raw materials:

1-Chlorohexadecan

methyl 4-hydroxylbenzoate

hexadecanyl bromide

Methyl methanesulfonate

Downstream raw materials:

5-Chloromethyl-1,2,3-tris-(4-hexadecyloxy-benzyloxy)-benzene

[3,4,5-tris-(4-hexadecyloxy-benzyloxy)-phenyl]-methanol

3,4,5-tris-(4-hexadecyloxy-benzyloxy)-benzoic acid methyl ester

4-hexadecyloxybenzyl chloride

Refernces

• 1、 Shivakumar, Kilingaru I.,Pociecha, Damian,Szczytko, Jacek,Kapu?ciński, Szymon,Monobe, Hirosato,Kaszyński, Piotr. "Photoconductive bent-core liquid crystalline radicals with a paramagnetic polar switchable phase". supporting information. p. 1083 - 1088. Retrieved 2020/02/05.
• 2、 Shukla, Devendra K.,Sharma, Vinay S.,Prajapat, Varsha,Patel. "“Synthesis, Mesomorphic and DFT Studies of Chalcone Derived Room Temperature Liquid Crystal with Presence of Lateral Nitro and N, N-Dimethyl Amino Terminal Group”". . p. 8 - 26. Retrieved 2019/10/14.