Butyl 2-methoxybenzoate

Base Information

• Chemical Name: Butyl 2-methoxybenzoate
• CAS No.: 2364-62-7
• Molecular Formula: C12H16 O3
• Molecular Weight: 208.257
• NSC Number: 8482
• DSSTox Substance ID: DTXSID90278610
• Nikkaji Number: J1.579.510G
• Wikidata: Q82010617
• Mol file: 2364-62-7.mol

Synonyms:2364-62-7;butyl 2-methoxybenzoate;NSC8482;butyl methoxybenzoate;SCHEMBL1072287;DTXSID90278610;2-Methoxybenzoic acid butyl ester;NSC 8482;NSC-8482;Benzoic acid, 2-methoxy-, butyl ester

Chemical Property of Butyl 2-methoxybenzoate

Chemical Property:

• Vapor Pressure: 0.00183mmHg at 25°C
• Boiling Point: 292.5°C at 760 mmHg
• Flash Point: 118.3°C
• Density: 1.036g/cm³
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 208.109944368
• Heavy Atom Count: 15
• Complexity: 191

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCOC(=O)C1=CC=CC=C1OC

Technology Process of Butyl 2-methoxybenzoate

There total 15 articles about Butyl 2-methoxybenzoate 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: 94.0%

boric acid tributyl ester (688-74-4) + 2-bromoanisole (578-57-4) + carbon monoxide (201230-82-2) → n-butyl o-methoxybenzoate (2364-62-7)

Guidance literature:

tetrakis(triphenylphosphine) palladium⁽⁰⁾; 1,5-hexadienerhodium(I)-chloride dimer; at 150 ℃; overnight;

DOI:10.1016/S0040-4039(01)91248-1

Reference yield: 91.0%

carbon monoxide (201230-82-2) + 2-Chloroanisole (766-51-8) + butan-1-ol (71-36-3) → n-butyl o-methoxybenzoate (2364-62-7)

Guidance literature:

With bis(benzonitrile)palladium(II) dichloride; 4 A molecular sieve; sodium carbonate; 1-(dicyclohexylphosphino)-2-[1-(dicyclohexylphosphino)ethyl]ferrocene; In N,N-dimethyl-formamide; at 145 ℃; for 16h; under 750.06 Torr;

DOI:10.1002/1521-3773(20010803)40:15<2856::AID-ANIE2856>3.0.CO;2-1

Reference yield: 89.0%

tert.-butylhydroperoxide (75-91-2) + butyl (2-methoxyphenyl)methyl ether (91764-78-2) → butyl (tert-butylperoxy)(2-methoxyphenyl)methyl ether (1449315-72-3) + n-butyl o-methoxybenzoate (2364-62-7)

Guidance literature:

With iron(III)-acetylacetonate; In decane; acetonitrile; at 20 - 80 ℃; for 3h; Molecular sieve; Inert atmosphere;

DOI:10.1002/adsc.201200410

upstream raw materials:

2-Methoxybenzoic acid

butan-1-ol

boric acid tributyl ester

2-bromoanisole

Downstream raw materials:

(E)-n-butyl 2-(3-n-butoxy-3-oxoprop-1-en-1-yl)-6-methoxybenzoate

Refernces

• 1、 Wu, Xiao-Feng,Yuan, Yang. "Synthesis of Esters from Stable and Convenient Sulfoxonium Precursors under Catalyst- And Additive-Free Conditions". supporting information. p. 1820 - 1824. Retrieved 2019/09/09.
• 2、 Bayguzina,Tarisova,Khusnutdinov. "Synthesis of Hydroxybenzoic Acids and Their Esters by Reaction of Phenols with Carbon Tetrachloride and Alcohols in the Presence of Iron Catalysts". . p. 208 - 215. Retrieved 2018/03/26.