1-bromo-3-tert-butyl-5-[2-[tris(isopropyl)silyl]ethynyl]benzene

Base Information

• Chemical Name: 1-bromo-3-tert-butyl-5-[2-[tris(isopropyl)silyl]ethynyl]benzene
• CAS No.: 863782-50-7
• Molecular Formula: C₂₁H₃₃BrSi
• Molecular Weight: 393.483
• Mol file: 863782-50-7.mol

Synonyms:1-bromo-3-tert-butyl-5-[2-[tris(isopropyl)silyl]ethynyl]benzene

Chemical Property of 1-bromo-3-tert-butyl-5-[2-[tris(isopropyl)silyl]ethynyl]benzene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-bromo-3-tert-butyl-5-[2-[tris(isopropyl)silyl]ethynyl]benzene

There total 4 articles about 1-bromo-3-tert-butyl-5-[2-[tris(isopropyl)silyl]ethynyl]benzene 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%

triisopropylsilyl chloride (13154-24-0) + C12H13Br → 1-bromo-3-tert-butyl-5-[2-[tris(isopropyl)silyl]ethynyl]benzene (863782-50-7)

Guidance literature:

C₁₂H₁₃Br; With lithium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃; for 0.416667h; Inert atmosphere;

triisopropylsilyl chloride; In tetrahydrofuran; at -78 - 25 ℃; for 2.41667h; Inert atmosphere;

DOI:10.1021/jacs.6b08958

Reference yield: 99.0%

tris-iso-propylsilyl acetylene (89343-06-6) + 1-bromo-3-(tert-butyl)-5-iodobenzene (186772-43-0) → 1-bromo-3-tert-butyl-5-[2-[tris(isopropyl)silyl]ethynyl]benzene (863782-50-7)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; In tetrahydrofuran; at 20 ℃; for 16h;

DOI:10.1002/anie.200500484

Reference yield:

C15H19BrO → 1-bromo-3-tert-butyl-5-[2-[tris(isopropyl)silyl]ethynyl]benzene (863782-50-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium hydroxide / isopropyl alcohol / 1 h / 90 °C / Inert atmosphere

2.1: lithium hexamethyldisilazane / tetrahydrofuran / 0.42 h / -78 °C / Inert atmosphere

2.2: 2.42 h / -78 - 25 °C / Inert atmosphere

With sodium hydroxide; lithium hexamethyldisilazane; In tetrahydrofuran; isopropyl alcohol;

DOI:10.1021/jacs.6b08958

upstream raw materials:

tris-iso-propylsilyl acetylene

1-bromo-3-(tert-butyl)-5-iodobenzene

triisopropylsilyl chloride

1,3-dibromo-5-t-butylbenzene

Downstream raw materials:

1-tert-butyl-3-[1-(tert-butyl-dimethyl-silanyloxymethyl)-vinyl]-5-[(triisopropylsilanyl)-ethynyl]-benzene

acetic acid 1,3-bis-{3-tert-butyl-5-[(triisopropylsilanyl)-ethynyl]-phenyl}-1-methyl-prop-2-ynyl ester

2,4-bis-{3-tert-butyl-5-[(triisopropylsilanyl)-ethynyl]-phenyl}-but-3-yn-2-ol

[3-tert-butyl-5-(2-ethynyl-oxiranyl)-phenylethynyl]-triisopropyl-silane