Lot numbers can be found on the outside label of a product:
4-(9-Carbazolyl)benzeneboronic acid
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CAS No. 419536-33-7
- Cat. No. CS-W000929
- Purity≥98%
- MDL No.MFCD13176534
*For research and further manufacturing use only, not for direct human use.
Structure of 419536-33-7
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General Information
- CAS No. 419536-33-7
- Cat. No. CS-W000929
- Purity ≥98%
- MDL No. MFCD13176534
- Storage Store at room temperature
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₈H₁₄BNO₂
- Molecular Weight 287.12
- Synonym(s) Boronic acid, B-[4-(9H-carbazol-9-yl)phenyl]-
- SMILES OB(c1ccc(cc1)n1c2ccccc2c2c1cccc2)O
Description
4-(9-Carbazolyl)benzeneboronic acid features a carbazole moiety linked via a phenylene bridge to a boronic acid group, enabling efficient coupling in Suzuki-Miyaura reactions. The electron-rich carbazole enhances reactivity and stability under standard conditions. This structure integrates conjugated functionality with robust boronate handling, making it ideal for constructing complex π-conjugated systems in materials science and medicinal chemistry applications.
Application
4-(9-Carbazolyl)benzeneboronic acid serves as a versatile building block in Suzuki-Miyaura cross-coupling reactions, enabling efficient construction of biaryl architectures. The carbazolyl group provides a rigid, electron-rich heterocyclic scaffold with proven utility in organic electronics and medicinal chemistry. Its boronic acid functionality offers excellent bench stability and compatibility with diverse reaction conditions, facilitating straightforward purification and integration into complex molecular frameworks.
Synthesis
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Route1
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In-stock
57102-42-8 - ~88%
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In-stock
419536-33-7
References
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Wang, Kun-Yan; Chen, Chen; Liu, Jin-Fang; Wang, Qin; Chang, Jin; Zhu, Hong-Jun; Li, Chong Organic and Biomolecular Chemistry, 2012 , vol. 10, # 33 p. 6693 - 6704
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Route2
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121-43-7 -
In-stock
57102-42-8
- ~84%
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In-stock
419536-33-7
References
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Guo, Lei; Li, King Fai; Wong, Man Shing; Cheah, Kok Wai Chemical Communications, 2013 , vol. 49, # 34 p. 3597 - 3599
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Route3
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7647-01-0
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121-43-7
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In-stock
57102-42-8
- ~58%
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In-stock
419536-33-7
References
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Semiconductor Energy Laboratory Co., Ltd. Patent: US8288012 B2, 2012 ; Location in patent: Page/Page column 180-181 ;
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Safety Information
Download SDS|
GHS Pictogram :
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GHS No : GHS07
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Signal Word : Warning
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UN#: N/A
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Class : N/A
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Packing Group : N/A
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Hazard Statements : H302-H315-H319-H335
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Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501
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Quality Control
Computational Chemistry Data
- TPSA 45.39
- LogP 2.4635
- H_Acceptors 3
- H_Donors 2
- Rotatable_Bonds 2
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Key Words
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