Lot numbers can be found on the outside label of a product:
1-Bromo-4-methylnaphthalene
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CAS No. 6627-78-7
- Cat. No. CS-0059152
- Purity≥95%
- MDL No.None
*For research and further manufacturing use only, not for direct human use.
Structure of 6627-78-7
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General Information
- CAS No. 6627-78-7
- Cat. No. CS-0059152
- Purity ≥95%
- MDL No. None
- Storage Store at room temperature
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₁H₉Br
- Molecular Weight 221.09
- Synonym(s) (5E)-1-(4-bromophenyl)-5-{[(4-fluorophenyl)amino]methylidene}pyrimidine-2,4,6(1H,3H,5H)-trione
- SMILES CC1=C2C=CC=CC2=C(Br)C=C1
Description
1-Bromo-4-methylnaphthalene features a bromine substituent at the 1-position and a methyl group at the 4-position of the naphthalene core. This electron-deficient aryl halide enables direct functionalization in palladium-catalyzed cross-coupling reactions, offering high reactivity with minimal side-product formation under standard conditions.
Application
1-Bromo-4-methylnaphthalene serves as a versatile building block in synthetic organic chemistry, enabling palladium-catalyzed cross-coupling reactions such as Suzuki, Stille, and Negishi couplings. The bromine functionality exhibits high reactivity under standard conditions, while the methyl group provides mild electron-donating character that enhances regioselectivity in subsequent transformations. Bench-stable and readily purified by column chromatography, it functions efficiently in the construction of functionalized naphthalene scaffolds relevant to pharmaceutical and materials science applications.
Synthesis
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Route1
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90-12-0 - ~98%
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In-stock
6627-78-7
References
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Kodomari, Mitsuo; Satoh, Hiroaki; Yoshitomi, Suehiko Journal of Organic Chemistry, 1988 , vol. 53, # 9 p. 2093 - 2094
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Route2
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90-12-0
- ~71%
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In-stock
6627-78-7
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In-stock
3163-27-7
References
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Synlett, , # 5 p. 702 - 704
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Route3
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In-stock
3163-27-7
- ~83%
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In-stock
6627-78-7
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86-53-3
References
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Tsuchiya, Daisuke; Kawagoe, Yuhsuke; Moriyama, Katsuhiko; Togo, Hideo Organic Letters, 2013 , vol. 15, # 16 p. 4194 - 4197
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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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