Trimethylsilyl 4-methylbenzoate

Base Information

• Chemical Name: Trimethylsilyl 4-methylbenzoate
• CAS No.: 53358-36-4
• Molecular Formula: C11H16O2Si
• Molecular Weight: 208.332
• Hs Code.: 2931900090
• DSSTox Substance ID: DTXSID10508188
• Nikkaji Number: J702A
• Wikidata: Q63393344
• Mol file: 53358-36-4.mol

Synonyms:Trimethylsilyl 4-methylbenzoate;p-Toluic acid, TMS derivative;53358-36-4;Benzoic acid, 4-methyl-, trimethylsilyl ester;p-toluic acid tms ester;DTXSID10508188;GKODXEXJNJLBCA-UHFFFAOYSA-N;p-Toluic acid, trimethylsilyl ester;Q63393344

Chemical Property of Trimethylsilyl 4-methylbenzoate

Chemical Property:

• PSA: 26.30000
• LogP: 2.98670
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 208.091956283
• Heavy Atom Count: 14
• Complexity: 200

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)C(=O)O[Si](C)(C)C

Technology Process of Trimethylsilyl 4-methylbenzoate

There total 8 articles about Trimethylsilyl 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: 89.0%

p-Toluic acid (99-94-5) + 1,1,1,3,3,3-hexamethyl-disilazane (999-97-3) → trimethylsilyl p-methylbenzoate (53358-36-4)

Guidance literature:

With iodine; In neat (no solvent); at 20 ℃; for 23h; Green chemistry;

DOI:10.1016/j.tet.2016.08.003

Reference yield:

N,O-bis(trimethylsilyl)trifluoroacetamide (25561-30-2) + p-Toluic acid (99-94-5) → 2,2,2-trifluoroacetamide (354-38-1) + trimethylsilyl p-methylbenzoate (53358-36-4) + N-(trimethylsilyl)trifluoroacetamide (55982-15-5)

Guidance literature:

In hexane; dichloromethane; at 60 ℃; for 0.666667h;

DOI:10.1021/es980129x

Reference yield:

trimethylsilyl iodide (16029-98-4) + p-Toluic acid (99-94-5) → trimethylsilyl p-methylbenzoate (53358-36-4)

Guidance literature:

With 1,1,1,3,3,3-hexamethyl-disilazane; at 20 ℃;

DOI:10.1055/a-1654-2211

upstream raw materials:

4-methyl-benzoic acid methyl ester

N,N-Dimethyltrimethylsilylamine

N,N-diethyl-1,1,1-trimethylsilanamine

4-methylbenzoic acid ethyl ester

Downstream raw materials:

Hexamethyldisiloxane

1-(p-tolyl)-2-(triphenylphosphoranylidene)ethanone

para-methylbenzonitrile

Fluorameisensaeure-p-tolylester

Refernces

• 1、 Anbu, Nagaraj,Vijayan, Chellappa,Dhakshinamoorthy, Amarajothi. "A simple and efficient room temperature silylation of diverse functional groups with hexamethyldisilazane using CeO2 nanoparticles as solid catalysts". . . Retrieved 2019/06/08.
• 2、 Bell, Stephen G.,Zhou, Ruimin,Yang, Wen,Tan, Adrian B. H.,Gentleman, Alexander S.,Wong, Luet-Lok,Zhou, Weihong. "Investigation of the substrate range of CYP199A4: Modification of the partition between hydroxylation and desaturation activities by substrate and protein engineering". . p. 16677 - 16688. Retrieved 2013/03/28.