Methyl 2-hydroxy-5-((trimethylsilyl)ethynyl)benzoate

Base Information

• Chemical Name: Methyl 2-hydroxy-5-((trimethylsilyl)ethynyl)benzoate
• CAS No.: 119754-18-6
• Molecular Formula: C13H16O3Si
• Molecular Weight: 248.354
• DSSTox Substance ID: DTXSID80598697
• Wikidata: Q82494487
• Mol file: 119754-18-6.mol

Synonyms:119754-18-6;Methyl 2-hydroxy-5-((trimethylsilyl)ethynyl)benzoate;Methyl 2-hydroxy-5-[2-(trimethylsilyl)ethynyl]-benzenecarboxylate;methyl 2-hydroxy-5-[2-(trimethylsilyl)ethynyl]benzoate;methyl 2-hydroxy-5-(2-trimethylsilylethynyl)benzoate;Methyl 2-hydroxy-5-[(trimethylsilyl)ethynyl]benzoate;SCHEMBL8058019;DTXSID80598697;SVSDOLBGZNROSZ-UHFFFAOYSA-N;AKOS005073001;HD-0078;CS-0338800;J-522025;Methyl2-hydroxy-5-((trimethylsilyl)ethynyl)benzoate;methyl 5-[(trimethylsilyl)ethynyl]-2-hydroxybenzoate;methyl-2-hydroxy-5-[(trimethylsilyl)ethynyl]benzoate;Methyl 2-hydroxy-5-[2-(trimethylsilyl)ethynyl] benzoate

Chemical Property of Methyl 2-hydroxy-5-((trimethylsilyl)ethynyl)benzoate

Chemical Property:

• PSA: 46.53000
• LogP: 2.40770
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 248.08687090
• Heavy Atom Count: 17
• Complexity: 345

Purity/Quality:

98%min ^*data from raw suppliers

Methyl2-Hydroxy-5-[2-(trimethylsilyl)ethynyl]benzenecarboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Methyl 2-hydroxy-5-((trimethylsilyl)ethynyl)benzoate

There total 4 articles about Methyl 2-hydroxy-5-((trimethylsilyl)ethynyl)benzoate 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: 99.26%

→ methyl 2-hydroxy-5-((trimethylsilyl)ethynyl)salicylate (119754-18-6)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; In N,N-dimethyl-formamide; at 20 ℃; Inert atmosphere;

Reference yield: 93.0%

methyl 5-iodosalicylate (4068-75-1) + trimethylsilylacetylene (1066-54-2) → methyl 2-hydroxy-5-((trimethylsilyl)ethynyl)salicylate (119754-18-6)

Guidance literature:

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In triethylamine; N,N-dimethyl-formamide; at 40 ℃; for 2h;

DOI:10.1016/S0040-4020(99)01002-9

Reference yield:

methyl 5-iodosalicylate (4068-75-1) → methyl 2-hydroxy-5-((trimethylsilyl)ethynyl)salicylate (119754-18-6)

Guidance literature:

dichlorobis(triphenylphosphine)palladium[II]; copper(I) iodide; In triethylamine;

upstream raw materials:

methyl 5-iodosalicylate

trimethylsilylacetylene

2-hydroxy-5-iodobenzoic acid

Downstream raw materials:

methyl 5-(trimethylsilylethynyl)-2-{[(trifluoromethyl)sulphonyl]oxy}benzoate

4-{2-[3-(hydroxymethyl)phenyl]-1-ethynyl}-3-(hydroxymethyl)ethynylbenzene

methyl 2-{2-[3-(methoxycarbonyl)phenyl]-1-ethynyl}-5-(trimethylsilylethynyl)-benzoate

5-acetylenylsalicylic acid methyl ester