Butyl 2,6-dimethylbenzoate

Base Information

• Chemical Name: Butyl 2,6-dimethylbenzoate
• CAS No.: 52392-56-0
• Molecular Formula: C13H18O2
• Molecular Weight: 206.285
• DSSTox Substance ID: DTXSID70434151
• Wikidata: Q82248484
• Mol file: 52392-56-0.mol

Synonyms:butyl 2,6-dimethylbenzoate;2,6-dimethyl-benzoic acid butyl ester;52392-56-0;Benzoic acid, 2,6-dimethyl-, butyl ester;SCHEMBL11839195;DTXSID70434151

Chemical Property of Butyl 2,6-dimethylbenzoate

Chemical Property:

• XLogP3: 3.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 206.130679813
• Heavy Atom Count: 15
• Complexity: 191

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCOC(=O)C1=C(C=CC=C1C)C

Technology Process of Butyl 2,6-dimethylbenzoate

There total 7 articles about Butyl 2,6-dimethylbenzoate 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: 87.0%

dicobalt octacarbonyl (15226-74-1,61091-28-9,61117-58-6) + 2-Bromo-m-xylene (576-22-7) + butan-1-ol (71-36-3) → butyl 2,6-dimethylbenzoate (52392-56-0)

Guidance literature:

With (S)-1-[(R)-2-(di-1-naphthylphosphino)ferrocenyl]ethyl-di-tert.-butylphosphine; potassium acetate; palladium diacetate; at 80 ℃; for 12h; chemoselective reaction; Schlenk technique; Inert atmosphere;

DOI:10.1002/adsc.201600736

Reference yield: 80.0%

carbon monoxide (201230-82-2) + 2-Bromo-m-xylene (576-22-7) + butan-1-ol (71-36-3) → butyl 2,6-dimethylbenzoate (52392-56-0)

Guidance literature:

With dichloro(1,3-bis(dicyclohexylphosphino)propane)palladium; potassium carbonate; In 1-methyl-pyrrolidin-2-one; at 130 ℃; for 24h; under 1500.15 Torr;

DOI:10.1002/adsc.201600736

Reference yield: 76.0%

dicobalt octacarbonyl (15226-74-1,61091-28-9,61117-58-6) + 2,6-dimethylphenyl 2,3,4,5,6-pentafluorobenzenesulfonate + butan-1-ol (71-36-3) → butyl 2,6-dimethylbenzoate (52392-56-0)

Guidance literature:

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate; at 50 ℃; for 12h; chemoselective reaction; Schlenk technique; Inert atmosphere;

DOI:10.1002/adsc.201600736

upstream raw materials:

2,6-dimethyliodobenzene

carbon monoxide

butan-1-ol

n-butyl formate

Refernces

• 1、 Wang, Lin,Neumann, Helfried,Spannenberg, Anke,Beller, Matthias. "Practical: In situ -generation of phosphinite ligands for palladium-catalyzed carbonylation of (hetero)aryl bromides forming esters". supporting information. p. 7469 - 7472. Retrieved 2017/07/12.
• 2、 -. "Process for the preparation of carboxylic acid esters from organic halides". . . Retrieved 2008/06/13.