Quality Level
Assay
98%
mp
123-126 °C (lit.)
SMILES string
COC(=O)c1ccc2cc(Br)ccc2c1
InChI
1S/C12H9BrO2/c1-15-12(14)10-3-2-9-7-11(13)5-4-8(9)6-10/h2-7H,1H3
InChI key
JEUBRLPXJZOGPX-UHFFFAOYSA-N
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General description
Methyl 6-bromo-2-naphthoate undergoes aromatic Finkelstein reaction followed by hydrolysis to afford 6-iodo-2-naphthoic acid.
Application
Methyl 6-bromo-2-naphthoate may be used to synthesize:
- 6-vinyl-2-naphthalencarbaldehyde
- methyl 6-(3-tert-butyl-4-methoxyphenyl)-2-naphthoate
- methyl 6-[3-tert-butyl-4-[(tert-butyldiethylsilyl)oxy]-phenyl]-2-naphthoate
- methyl 6-[3-(1-adamantyl)-4-[(tert-butyldimethylsilyl)-oxy]phenyl]-2-naphthoate
- methyl 6-[3-(1-adamantyl)-4-[[(2,3-dimethyl-1,3-dioxolan-4-yl)methylloxy]phenyl]-2-naphthoate
- 2-bromo-6-(bromomethyl)naphthalene
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Regulatory Information
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Beilstein journal of organic chemistry, 12, 854-862 (2016-06-25)
Cationic biaryl derivatives were synthesized by Suzuki-Miyaura coupling of 3-bromonaphtho[1,2-b]quinolizinium bromide with arylboronic acids. The resulting cationic biaryl derivatives exhibit pronounced fluorosolvatochromic properties. First photophysical studies in different solvents showed that the emission energy of the biaryl derivatives decreases with
Journal of medicinal chemistry, 55(1), 327-341 (2011-11-25)
Competitive N-methyl-d-aspartate receptor (NMDAR) antagonists bind to the GluN2 subunit, of which there are four types (GluN2A-D). We report that some N(1)-substituted derivatives of cis-piperazine-2,3-dicarboxylic acid display improved relative affinity for GluN2C and GluN2D versus GluN2A and GluN2B. These derivatives
Journal of medicinal chemistry, 38(26), 4993-5006 (1995-12-22)
The retinoic acid receptors (RARs) transduce retinoid dependant gene regulation, and many biological effects of retinoids are mediated through binding and activation of three closely related receptor subtypes (RAR alpha, RAR beta, and RAR gamma). In order to investigate the
Carboxy-1, 4-phenylenevinylene-and carboxy-2, 6-naphthylene-vinylene unsymmetrical substituted zinc phthalocyanines for dye-sensitized solar cells.
Journal of Porphyrins and Phthalocyanines, 13(03), 369-375 (2009)
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