Lot numbers can be found on the outside label of a product:
4-Bromo-1-naphthoic acid
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CAS No. 16650-55-8
- Cat. No. CS-W002367
- Purity≥98%
- MDL No.MFCD00094221
*For research and further manufacturing use only, not for direct human use.
Structure of 16650-55-8
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General Information
- CAS No. 16650-55-8
- Cat. No. CS-W002367
- Purity ≥98%
- MDL No. MFCD00094221
- Storage Store at room temperature
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₁H₇BrO₂
- Molecular Weight 251.08
- Synonym(s) 4-BROMONAPHTHALENE-1-CARBOXYLIC ACID; 4-Bromo-1-naphthoic acid
- SMILES OC(=O)c1ccc(c2c1cccc2)Br
Description
4-Bromo-1-naphthoic acid is a bench-stable, moisture-tolerant naphthalene derivative bearing a bromine substituent at the 4-position and a carboxylic acid group at the 1-position. This combination enables direct functionalization in cross-coupling reactions and facilitates incorporation into bioactive scaffolds through amide or ester linkages.
Application
4-Bromo-1-naphthoic acid serves as a versatile building block for the synthesis of functionalized naphthalene derivatives, enabling direct incorporation of bromine and carboxylic acid functionalities in palladium-catalyzed cross-coupling reactions and esterification protocols. Its bench-stable crystalline form facilitates handling and purification, while the orthogonal reactivity of the halogen and carboxylic acid groups supports sequential transformations in complex molecule assembly.
Synthesis
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Route1
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In-stock
56052-26-7 - ~83%
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In-stock
16650-55-8
References
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Takeda Chemical Industries, Ltd. Patent: EP1362846 A1, 2003 ; Location in patent: Page/Page column 55-56 ; EP 1362846 A1
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Route2
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124-38-9 - ~%
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In-stock
16650-55-8
References
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WO2007/71691 A1, ; Page/Page column 37; 39 ; WO 2007/071691 A1
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Route3
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In-stock
6627-78-7 - ~59%
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In-stock
16650-55-8
References
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Bonvin, Yannick; Callens, Emmanuel; Larrosa, Igor; Henderson, David A.; Oldham, James; Burton, Andrew J.; Barrett, Anthony G. M. Organic Letters, 2005 , vol. 7, # 21 p. 4549 - 4552
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Safety Information
Download SDS|
GHS Pictogram :
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GHS No : GHS07,GHS09
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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-H319-H410
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Precautionary Statements : P264-P270-P273-P280
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Quality Control
Computational Chemistry Data
- TPSA 37.3
- LogP 3.3005
- H_Acceptors 1
- H_Donors 1
- Rotatable_Bonds 1
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Key Words
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