[4,5-bis(2,4,6-trimethylphenoxy)-9-anthryl]-bis(4-bromobenzo[b]thiophen-3-yl)borane

Base Information

• Chemical Name: [4,5-bis(2,4,6-trimethylphenoxy)-9-anthryl]-bis(4-bromobenzo[b]thiophen-3-yl)borane
• CAS No.: 1376608-00-2
• Molecular Formula: C₄₈H₃₇BBr₂O₂S₂
• Molecular Weight: 880.572

Synonyms:[4,5-bis(2,4,6-trimethylphenoxy)-9-anthryl]-bis(4-bromobenzo[b]thiophen-3-yl)borane

Chemical Property of [4,5-bis(2,4,6-trimethylphenoxy)-9-anthryl]-bis(4-bromobenzo[b]thiophen-3-yl)borane

Chemical Property:

Purity/Quality:

98% ^*data from raw suppliers

Safty Information:

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• Hazard Codes: 

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Useful:

Technology Process of [4,5-bis(2,4,6-trimethylphenoxy)-9-anthryl]-bis(4-bromobenzo[b]thiophen-3-yl)borane

There total 4 articles about [4,5-bis(2,4,6-trimethylphenoxy)-9-anthryl]-bis(4-bromobenzo[b]thiophen-3-yl)borane 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: 27.0%

4-bromo-3-iodobenzo[b]thiophene (1376607-97-4) + [4,5-bis(2,4,6-trimethylphenoxy)-9-anthryl]dimethoxyborane (1376607-94-1) → [4,5-bis(2,4,6-trimethylphenoxy)-9-anthryl]-bis(4-bromobenzo[b]thiophen-3-yl)borane (1376608-00-2)

Guidance literature:

With n-C₄H₉Li; In diethyl ether; C8H4SBrI reacted with n-C4H9Li in Et2O at -78°C, reacted with B compd.; chromd. (silica gel);

DOI:10.1021/ja3036042

Reference yield:

1-bromo-3-(methylthio)-2-(trimethylsilylethynyl)benzene (1376607-98-5) → [4,5-bis(2,4,6-trimethylphenoxy)-9-anthryl]-bis(4-bromobenzo[b]thiophen-3-yl)borane (1376608-00-2)

Guidance literature:

Multi-step reaction with 3 steps

1.1: iodine / 1,2-dichloro-ethane / 17 h / Reflux; Inert atmosphere

2.1: trifluoroacetic acid / chloroform / 2 h / Reflux

3.1: n-butyllithium / diethyl ether / 0.67 h / -78 °C / Inert atmosphere

3.2: -78 - 20 °C / Inert atmosphere

With n-butyllithium; iodine; trifluoroacetic acid; In diethyl ether; chloroform; 1,2-dichloro-ethane;

DOI:10.1021/ja3036042

Reference yield:

4-bromo-3-iodo-2-(trimethylsilyl)benzo[b]thiophene (1376607-99-6) → [4,5-bis(2,4,6-trimethylphenoxy)-9-anthryl]-bis(4-bromobenzo[b]thiophen-3-yl)borane (1376608-00-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: trifluoroacetic acid / chloroform / 2 h / Reflux

2.1: n-butyllithium / diethyl ether / 0.67 h / -78 °C / Inert atmosphere

2.2: -78 - 20 °C / Inert atmosphere

With n-butyllithium; trifluoroacetic acid; In diethyl ether; chloroform;

DOI:10.1021/ja3036042

upstream raw materials:

4-bromo-3-iodobenzo[b]thiophene

[4,5-bis(2,4,6-trimethylphenoxy)-9-anthryl]dimethoxyborane

1-bromo-3-(methylthio)-2-(trimethylsilylethynyl)benzene

4-bromo-3-iodo-2-(trimethylsilyl)benzo[b]thiophene

Downstream raw materials:

C₁₆H₈S₂BC₁₄H₇(OC₆H₂(CH₃)3)2

C₃₀H₁₁BS₂(OC₆H₂(CH₃)3)2

[(C₃₀H₁₁BS₂(OC₆H₂(CH₃)3)2)F]^(1-)

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