Tert-butyl 4-methylbenzoate

Base Information

• Chemical Name: Tert-butyl 4-methylbenzoate
• CAS No.: 13756-42-8
• Molecular Formula: C12H16O2
• Molecular Weight: 192.258
• Hs Code.: 2916399090
• DSSTox Substance ID: DTXSID20469690
• Nikkaji Number: J898.319D
• Wikidata: Q72503644
• Mol file: 13756-42-8.mol

Synonyms:tert-butyl 4-methylbenzoate;13756-42-8;4-methyl-benzoic acid tert-butyl ester;tert-butyl p-Toluate;Benzoic acid, 4-methyl-, 1,1-dimethylethyl ester;MFCD06795961;4-methylbenzoic acid tert-butyl ester;tert-Butyl p-methylbenzoate;t-butyl-p-toluate;Tert-butyl-4-toluate;tert-butyl4-methylbenzoate;SCHEMBL318720;DTXSID20469690;CHEBI:197062;GRUSXPIAJWRLRQ-UHFFFAOYSA-N;1,1-dimethylethyl 4-methylbenzoate;AB6738;AKOS005256828;AS-10834;FT-0652485;A807276;J-007041

Chemical Property of Tert-butyl 4-methylbenzoate

Chemical Property:

• Appearance/Colour: white crystal powder
• Vapor Pressure: 0.016mmHg at 25°C
• Refractive Index: 1.499
• Boiling Point: 256.231 °C at 760 mmHg
• Flash Point: 112.237 °C
• PSA: 26.30000
• Density: 0.995 g/cm³
• LogP: 2.95030
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 192.115029749
• Heavy Atom Count: 14
• Complexity: 195

Purity/Quality:

99% ^*data from raw suppliers

tert-Butyl4-Methylbenzoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)C(=O)OC(C)(C)C
• Description: tert-butyl p-Toluate is a synthetic intermediate useful for pharmaceutical synthesis.

Technology Process of Tert-butyl 4-methylbenzoate

There total 31 articles about Tert-butyl 4-methylbenzoate 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: 100.0%

4-methyl-benzoyl chloride (874-60-2) + lithium tert-butoxide (1907-33-1) → tert-butyl 4-methylbenzoate (13756-42-8)

Guidance literature:

With sodium chloride; In diethyl ether; ethyl acetate; tert-butyl alcohol;

Reference yield: 96.0%

4-methyl-benzoyl chloride (874-60-2) → tert-butyl 4-methylbenzoate (13756-42-8)

Guidance literature:

With pyridine; In tert-butyl alcohol;

Reference yield: 96.0%

potassium tert-butylate (865-47-4) + 4-methyl-benzoyl chloride (874-60-2) → tert-butyl 4-methylbenzoate (13756-42-8)

Guidance literature:

In tetrahydrofuran; tert-butyl alcohol;

upstream raw materials:

4-methyl-benzoyl chloride

tert-butyl alcohol

p-Toluic acid

potassium tert-butylate

Downstream raw materials:

p-Toluic acid

L-(α-Me)Phe(4-CO2tBu)-OH

(3S,5S,6R)-4-(benzyloxycarbonyl)-5,6-diphenyl-3-methyl-3-[4'-(tert-butyloxycarbonyl)benzyl]-2,3,5,6-tetrahydro-4H-1,4-oxazin-2-one

tert-Butyl 4-<2-(4-Oxocyclohexyl)ethyl>benzoate

Refernces

• 1、 Stanton, Matthew G.. "'New' catalysts for the ester-interchange reaction: The role of alkali-metal alkoxide clusters in achieving unprecedented reaction rates". . p. 5981 - 5989. Retrieved 1998.
• 2、 Zhang, Hua,Shi, Renyi,Ding, Anxing,Lu, Lijun,Chen, Borui,Lei, Aiwen. "Transition-metal-free alkoxycarbonylation of aryl halides". . p. 12542 - 12545. Retrieved 2012.
• 3、 Jia, Xueshun,Zhu, Li,Li, Qing,Li, Jian,Li, Dafeng,Li, Shaoyu. "An efficient protocol for the acylation of t-butanol in the presence of samarium diiodide". . p. 203 - 204. Retrieved 2007.
• 4、 Acker, Sophie,Kaufmann, Dieter E.,Namyslo, Jan C.,Plarre, Rudy,S?ftje, Martin. "Novel nicotinoid structures for covalent modification of wood: An environmentally friendly way for its protection against insects". . p. 15726 - 15733. Retrieved 2020/05/13.
• 5、 -. "3-(1-OXOISOINDOLIN-2-YL)PIPERIDINE-2,6-DIONE DERIVATIVES AND USES THEREOF". Paragraph 0857; 0858. . Retrieved 2019/03/08.