Lot numbers can be found on the outside label of a product:
1-Bromo-3-methylnaphthalene
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CAS No. 54357-18-5
- Cat. No. CS-W007270
- Purity≥95%
- MDL No.MFCD17012314
*For research and further manufacturing use only, not for direct human use.
Structure of 54357-18-5
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General Information
- CAS No. 54357-18-5
- Cat. No. CS-W007270
- Purity ≥95%
- MDL No. MFCD17012314
- Storage Store at room temperature
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₁H₉Br
- Molecular Weight 221.09
- Synonym(s) None
- SMILES CC1=CC(Br)=C2C=CC=CC2=C1
Description
1-Bromo-3-methylnaphthalene features a bromine substituent at the 1-position and a methyl group at the 3-position of the naphthalene core. This electron-deficient aromatic system facilitates efficient cross-coupling reactions, particularly in palladium-catalyzed transformations. The methyl group enhances solubility and provides steric control during reaction optimization. This compound serves as a valuable building block for functionalized polycyclic scaffolds in medicinal chemistry and materials science.
Application
1-Bromo-3-methylnaphthalene serves as a versatile building block in synthetic organic chemistry, enabling palladium-catalyzed cross-coupling reactions such as Suzuki-Miyaura and Stille couplings. The bromine atom provides high reactivity under standard conditions, while the methyl group enhances regioselectivity in electrophilic substitutions. Its bench-stable nature and compatibility with diverse functional groups make it ideal for constructing complex polycyclic architectures and advanced intermediates in pharmaceutical and materials synthesis.
Synthesis
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Route1
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37113-08-9 - ~35%
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In-stock
54357-18-5
References
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Daiichi Sankyo Company, Limited Patent: EP1914229 A1, 2008 ; Location in patent: Page/Page column 158 ;
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Route2
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82670-06-2 - ~%
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In-stock
54357-18-5
References
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Bongue-Boma, Raymonde; Rinaudo, Jean; Bonnier, Jane-Marie Bulletin de la Societe Chimique de France, 1982 , vol. 2, # 1-2 p. 52 - 58
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Route3
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In-stock
2246-44-8 - ~%
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In-stock
54357-18-5
References
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Newman,M.S.; Blum,S. Journal of Medicinal Chemistry, 1964 , vol. 7, p. 466 - 468
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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 0
- LogP 3.91072
- H_Acceptors 0
- H_Donors 0
- Rotatable_Bonds 0
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Key Words
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