Methyl 4-hexyloxybenzoate

Base Information

• Chemical Name: Methyl 4-hexyloxybenzoate
• CAS No.: 50822-54-3
• Molecular Formula: C14H20O3
• Molecular Weight: 236.311
• European Community (EC) Number: 610-577-6
• DSSTox Substance ID: DTXSID80393806
• Nikkaji Number: J3.348.325B
• Wikidata: Q82192767
• Mol file: 50822-54-3.mol

Synonyms:METHYL 4-HEXYLOXYBENZOATE;methyl 4-(hexyloxy)benzoate;50822-54-3;Methyl 4-n-hexyloxybenzoate;SCHEMBL3051371;DTXSID80393806;IVYQLXCACCEQHM-UHFFFAOYSA-N;STL065416;4-(Hexyloxy)benzoic acid methyl ester;AKOS000499095

Chemical Property of Methyl 4-hexyloxybenzoate

Chemical Property:

• Vapor Pressure: 0.000151mmHg at 25°C
• Refractive Index: 1.492
• Boiling Point: 331.9°C at 760 mmHg
• Flash Point: 136.9°C
• PSA: 35.53000
• Density: 1.01g/cm³
• LogP: 3.43230
• XLogP3: 4.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 8
• Exact Mass: 236.14124450
• Heavy Atom Count: 17
• Complexity: 208

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCOC1=CC=C(C=C1)C(=O)OC

Technology Process of Methyl 4-hexyloxybenzoate

There total 12 articles about Methyl 4-hexyloxybenzoate 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: 99.0%

1-bromo-hexane (111-25-1) + methyl 4-hydroxylbenzoate (99-76-3,156291-94-0) → methyl 4-hexyloxybenzoate (50822-54-3)

Guidance literature:

With potassium carbonate; potassium iodide; In acetone; at 60 ℃;

Reference yield: 97.0%

methyl 4-(6-iodohex-1-yl)oxybenzoate → methyl 4-hexyloxybenzoate (50822-54-3)

Guidance literature:

With 1,1,3,3-Tetramethyldisiloxane; [1,3-bis(2,6-di-iso-propylphenyl)imidazol-2-ylidene]copper(I) tert-butoxide; cesium fluoride; In 1,4-dioxane; at 0 - 25 ℃; for 24h; Inert atmosphere;

DOI:10.1002/anie.201307697

Reference yield: 88.0%

4-methoxycarbonylphenyl bromide (619-42-1) + hexan-1-ol (111-27-3) → methyl 4-hexyloxybenzoate (50822-54-3)

Guidance literature:

With Quinuclidine; (1,2-dimethoxyethane)dichloronickel(II); Ir[2-(2,4-difluorophenyl)-5-(trifluoromethyl)pyridine]2(4,4'-di-tert-butyl-2,2'-bipyridine)PF₆; potassium carbonate; 4,4′-di-(tert-butyl)-2,2′-bipyridyl; In acetonitrile; at 20 ℃; for 24h; Irradiation;

DOI:10.1038/nature14875

upstream raw materials:

1-bromo-hexane

methyl 4-hydroxylbenzoate

methyl 4-[(6-hydroxyhexyl)oxy]benzoate

4-methoxycarbonylphenyl bromide

Downstream raw materials:

4-(4-hexyloxyphenyl-carbonyloxy)benzoic acid

2,6-bis-(4'-n-hexyloxybenzoate)naphthalene

N,N'-(pyridine-2,6-diyl)bis(4-(hexyloxy)benzamide)

Refernces

• 1、 Bortnikov, Evgeniy O.,Semenov, Sergey N.. "Coupling of Alternating Current to Transition-Metal Catalysis: Examples of Nickel-Catalyzed Cross-Coupling". supporting information. p. 782 - 793. Retrieved 2020/12/01.
• 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.