Benzoic acid, 2-[(trimethylsilyl)oxy]-, methyl ester

Base Information

• Chemical Name: Benzoic acid, 2-[(trimethylsilyl)oxy]-, methyl ester
• CAS No.: 18001-14-4
• Molecular Formula: C11H16O3Si
• Molecular Weight: 224.332
• Hs Code.: 2931900090
• DSSTox Substance ID: DTXSID90346242
• Nikkaji Number: J104.590C
• Wikidata: Q82119153
• Mol file: 18001-14-4.mol

Synonyms:methyl 2-trimethylsilyloxybenzoate;Benzoic acid, 2-[(trimethylsilyl)oxy]-, methyl ester;18001-14-4;Methyl salicylate, TMS derivative;Benzoic acid, o-(trimethylsiloxy)-, methyl ester;SCHEMBL8201911;DTXSID90346242;Methyl o-(trimethylsiloxy)benzoate;Methyl 2-[(trimethylsilyl)oxy]benzoate #;2-(Trimethylsiloxy)benzoic acid methyl ester;Trimethylsilyl ether, methyl ester of Salicylic acid;Methyl ester, trimethylsilyl ether of o-Hydroxybenzoic acid;Trimethylsilyl derivative of methyl ester of o-Hydroxybenzoic acid

Chemical Property of Benzoic acid, 2-[(trimethylsilyl)oxy]-, methyl ester

Chemical Property:

• PSA: 35.53000
• LogP: 2.68690
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 224.08687090
• Heavy Atom Count: 15
• Complexity: 222

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC(=O)C1=CC=CC=C1O[Si](C)(C)C

Technology Process of Benzoic acid, 2-[(trimethylsilyl)oxy]-, methyl ester

There total 4 articles about Benzoic acid, 2-[(trimethylsilyl)oxy]-, methyl ester 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: 98.0%

chloro-trimethyl-silane (75-77-4) + methyl salicylate (119-36-8,8024-54-2) → 2-trimethylsilanyloxy-benzoic acid methyl ester (18001-14-4)

Guidance literature:

With triethylamine; at 20 ℃; for 0.0166667h; Inert atmosphere;

DOI:10.1002/jccs.201300586

Reference yield: 82.0%

1,1,1,3,3,3-hexamethyl-disilazane (999-97-3) + methyl salicylate (119-36-8,8024-54-2) → 2-trimethylsilanyloxy-benzoic acid methyl ester (18001-14-4)

Guidance literature:

for 0.0833333h; microwave irradiation;

DOI:10.1080/10426500210255

Reference yield:

ethyl trimethylsilyl ether (1825-62-3) + methyl salicylate (119-36-8,8024-54-2) → 2-trimethylsilanyloxy-benzoic acid methyl ester (18001-14-4)

Guidance literature:

DOI:10.1021/ja01124a039

upstream raw materials:

chloro-trimethyl-silane

methyl salicylate

ethyl trimethylsilyl ether

1,1,1,3,3,3-hexamethyl-disilazane

Downstream raw materials:

methyl 2-(trifluoromethylsulfonyloxy)benzoate

trimethylsilyl fluoride

methyl salicylate