Methyl 3-tert-Butylbenzoate

Base Information

• Chemical Name: Methyl 3-tert-Butylbenzoate
• CAS No.: 27330-57-0
• Molecular Formula: C12H16O2
• Molecular Weight: 192.258
• Hs Code.: 2916399090
• DSSTox Substance ID: DTXSID10542269
• Wikidata: Q82418874
• Mol file: 27330-57-0.mol

Synonyms:Methyl 3-tert-Butylbenzoate;27330-57-0;Methyl 3-(tert-butyl)benzoate;Benzoic acid, 3-(1,1-dimethylethyl)-, methyl ester;methyl 3-t-butylbenzoate;SCHEMBL1787501;DTXSID10542269;CBA33057;MFCD22571107;AKOS025393614;TS-00262

Chemical Property of Methyl 3-tert-Butylbenzoate

Chemical Property:

• PSA: 26.30000
• LogP: 2.77070
• XLogP3: 4.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 192.115029749
• Heavy Atom Count: 14
• Complexity: 203

Purity/Quality:

99%min. ^*data from raw suppliers

Methyl 3-tert-butylbenzoate 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Methyl 3-tert-Butylbenzoate

There total 9 articles about Methyl 3-tert-Butylbenzoate 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: 73.0%

methanol (67-56-1) + carbon monoxide (201230-82-2) + m-(tert-butyl)phenyl trifluoromethanesulfonate (201851-06-1) → methyl 3-(tert-butyl)benzoate (27330-57-0)

Guidance literature:

With 1,3-bis-(diphenylphosphino)propane; palladium diacetate; triethylamine; In N,N-dimethyl-formamide; at 20 - 90 ℃;

DOI:10.1016/j.ejmech.2011.06.027

Reference yield: 54.0%

diazomethane (186581-53-3,908094-01-9,334-88-3) + tert-butylbenzene (253185-03-4,253185-04-5) + carbon dioxide (124-38-9,18923-20-1) → 5-t-butylisophthalic acid (2359-09-3) + methyl 4-tert-butylbenzoate (26537-19-9) + dimethyl 5-(tert-butyl)isophthalate (16308-65-9) + methyl 3-(tert-butyl)benzoate (27330-57-0)

Guidance literature:

tert-butylbenzene; With n-butyllithium; potassium tert-butylate; In hexane; at 25 ℃; for 2h;

diazomethane; carbon dioxide; In diethyl ether;

DOI:10.1002/1099-0690(200111)2001:21<3985::AID-EJOC3985>3.0.CO;2-Y

Reference yield:

methanol (67-56-1) + tert-butylbenzene (253185-03-4,253185-04-5) + carbon monoxide (201230-82-2) → methyl 4-tert-butylbenzoate (26537-19-9) + methyl 3-(tert-butyl)benzoate (27330-57-0)

Guidance literature:

With Hg(II)-TFA; Product distribution; Mechanism; mercuration/carbonylation of var. aromatic hydrocarbons, other solvents;

DOI:10.1021/jo00223a034

upstream raw materials:

diazomethane

tert-butylbenzene

carbon dioxide

Methyl-tert.-butylperoxyoxalat

Downstream raw materials:

methanol

3-t-Butylbenzoic acid

C₃₅H₅₂O₂Si

(17β)-17-(3-tert-butylbenzyl)-estra-1(10),2,4-triene-3,17-diol

Refernces

• 1、 Fournier, Diane,Poirier, Donald. "Chemical synthesis and evaluation of 17α-alkylated derivatives of estradiol as inhibitors of steroid sulfatase". experimental part. p. 4227 - 4237. Retrieved 2011/11/12.
• 2、 Houlihan, William J.,Munder, Paul G.,Handley, Dean A.,Cheon, Seung H.,Parrino, Vincent A.. "Antitumor Activity of 5-Aryl-2,3-dihydroimidazoisoquinolines". . p. 234 - 240. Retrieved 2007/10/02.