Lot numbers can be found on the outside label of a product:
(5-Bromo-2-methylphenyl)boronic acid
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CAS No. 774608-13-8
- Cat. No. CS-0174887
- Purity≥98%
- MDL No.None
*For research and further manufacturing use only, not for direct human use.
Structure of 774608-13-8
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General Information
- CAS No. 774608-13-8
- Cat. No. CS-0174887
- Purity ≥98%
- MDL No. None
- Storage Store at room temperature
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₇H₈BBrO₂
- Molecular Weight 214.85
- Synonym(s) Boronic acid, (5-bromo-2-methylphenyl)- (9CI)
- SMILES CC1=C(B(O)O)C=C(Br)C=C1
Description
This boronate moiety features a strategically positioned bromine and methyl group, enabling selective cross-coupling reactions under standard conditions. The electron-deficient aryl ring enhances reactivity in Suzuki-Miyaura transformations, while the bench-stable nature simplifies handling and storage.
Application
(5-Bromo-2-methylphenyl)boronic acid serves as a versatile building block in palladium-catalyzed cross-coupling reactions, enabling efficient C–C bond formation under standard Suzuki-Miyaura conditions. The ortho-bromine and methyl groups provide predictable regiochemistry and enhanced stability for bench storage. Its compatibility with diverse functional groups facilitates streamlined synthesis of substituted biaryls, heterocycles, and advanced intermediates in medicinal chemistry and materials science.
Synthesis
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Route1
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121-43-7 -
In-stock
260558-15-4 -
1068-55-9
- ~84%
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In-stock
774608-13-8
References
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Cell Therapeutics, Inc. Patent: US2004/204386 A1, 2004 ;
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Route2
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1008106-91-9
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74-88-4
- ~35%
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In-stock
1450711-53-1 -
In-stock
774608-13-8
References
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Durka, Krzysztof; Lulinski, Sergiusz; Smetek, Jaromir; Dabrowski, Marek; Serwatowski, Janusz; Wozniak, Krzysztof European Journal of Organic Chemistry, 2013 , # 15 p. 3023 - 3032
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Route3
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In-stock
260558-15-4
- ~%
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In-stock
774608-13-8
References
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Gong, Baoqing; Hong, Feng; Kohm, Cory; Jenkins, Scott; Tulinsky, John; Bhatt, Rama; De Vries, Peter; Singer, Jack W.; Klein, Peter Bioorganic and Medicinal Chemistry Letters, 2004 , vol. 14, # 9 p. 2303 - 2308
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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 40.46
- LogP 0.43732
- H_Acceptors 2
- H_Donors 2
- Rotatable_Bonds 1
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Key Words
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