Methyl 3-bromo-4-[(trimethylsilyl)ethynyl]benzoate

Base Information

Chemical Name:Methyl 3-bromo-4-[(trimethylsilyl)ethynyl]benzoate
CAS No.:1150112-11-0
Molecular Formula:C₁₃H₁₅BrO₂Si
Molecular Weight:311.25
Hs Code.:
DSSTox Substance ID:DTXSID40703922
Wikidata:Q82636180

Synonyms:1150112-11-0;DTXSID40703922;Methyl 3-bromo-4-[(trimethylsilyl)ethynyl]benzoate

Suppliers and Price of Methyl 3-bromo-4-[(trimethylsilyl)ethynyl]benzoate

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

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Chemical Property of Methyl 3-bromo-4-[(trimethylsilyl)ethynyl]benzoate

Chemical Property:

Hydrogen Bond Donor Count:0
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:4
Exact Mass:310.00247
Heavy Atom Count:17
Complexity:347

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

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

Technology Process of Methyl 3-bromo-4-[(trimethylsilyl)ethynyl]benzoate

There total 3 articles about Methyl 3-bromo-4-[(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: 100.0%

: 249647-24-3
3-bromo-4-iodobenzoic acid methyl ester

: 1066-54-2
trimethylsilylacetylene

: 1150112-11-0
methyl 3-bromo-4-[(trimethylsilyl)ethynyl]benzoate

Guidance literature:: With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; In tetrahydrofuran; at 20 ℃; for 12h; Inert atmosphere;
DOI:10.1021/jo300771f

Reference yield:

: 6311-37-1
4-amino-3-bromo-benzoic acid

: 1150112-11-0
methyl 3-bromo-4-[(trimethylsilyl)ethynyl]benzoate

Guidance literature:: Multi-step reaction with 3 steps

1.1: sulfuric acid / 20 h / Reflux

2.1: hydrogenchloride; sodium nitrite / water / 1.25 h / 0 °C

2.2: 24 h / 0 - 20 °C / Darkness

3.1: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; triethylamine / tetrahydrofuran / 20 °C / Inert atmosphere

With hydrogenchloride; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; sulfuric acid; triethylamine; sodium nitrite; In tetrahydrofuran; water;
DOI:10.1039/c2ob25298h

Reference yield:

: 106896-49-5
methyl 4-amino-3-bromobenzoate

: 1150112-11-0
methyl 3-bromo-4-[(trimethylsilyl)ethynyl]benzoate

Guidance literature:: Multi-step reaction with 2 steps

1.1: hydrogenchloride; sodium nitrite / water / 1.25 h / 0 °C

1.2: 24 h / 0 - 20 °C / Darkness

2.1: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; triethylamine / tetrahydrofuran / 20 °C / Inert atmosphere

With hydrogenchloride; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; sodium nitrite; In tetrahydrofuran; water;
DOI:10.1039/c2ob25298h