Lot numbers can be found on the outside label of a product:
Methyl 1-bromo-2-naphthoate
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CAS No. 89555-39-5
- Cat. No. CS-0310642
- Purity≥98%
- MDL No.MFCD06203695
*For research and further manufacturing use only, not for direct human use.
Structure of 89555-39-5
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General Information
- CAS No. 89555-39-5
- Cat. No. CS-0310642
- Purity ≥98%
- MDL No. MFCD06203695
- Storage Store at room temperature
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₂H₉BrO₂
- Molecular Weight 265.10
- Synonym(s) Naphthalenecarboxylic acid, 1-bromo-, methyl ester
- SMILES O=C(C1=CC=C2C=CC=CC2=C1Br)OC
Description
Methyl 1-bromo-2-naphthoate features a bromine atom at the 1-position of the naphthalene core, enabling direct functionalization in cross-coupling reactions. The ester group provides solubility in common organic solvents and serves as a handle for subsequent derivatization. This compound offers high reactivity and stability under standard bench conditions.
Application
Methyl 1-bromo-2-naphthoate serves as a versatile building block in synthetic organic chemistry, enabling palladium-catalyzed cross-coupling reactions due to its well-defined bromo functionality. The naphthoate ester moiety provides compatibility with standard deprotection and functionalization protocols, while the molecule exhibits good bench stability and ease of purification. It functions reliably in the construction of biaryl scaffolds and complex heterocycles relevant to pharmaceutical and materials synthesis.
Synthesis
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Route1
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67-56-1 -
In-stock
20717-79-7 - ~53%
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In-stock
89555-39-5
References
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Wright, Aaron T.; Song, Joongyu D.; Cravatt, Benjamin F. Journal of the American Chemical Society, 2009 , vol. 131, # 30 p. 10692 - 10700
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Route2
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186581-53-3
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In-stock
20717-79-7
- ~99%
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In-stock
89555-39-5
References
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Kim, Ji-In; Schuster, Gary B. Journal of the American Chemical Society, 1992 , vol. 114, # 24 p. 9309 - 9317
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Route3
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In-stock
2586-62-1 - ~%
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In-stock
89555-39-5
References
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Seki; Yamada; Kuroda; Imashiro; Shimizu Synthesis, 2000 , # 12 p. 1677 - 1680
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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-P330-P362+P364-P405-P501
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Quality Control
Computational Chemistry Data
- TPSA 26.3
- LogP 3.3889
- H_Acceptors 2
- H_Donors 0
- Rotatable_Bonds 1
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Key Words
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