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Sigma-Aldrich

Methyl 6-bromo-2-naphthoate

98%

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About This Item

Linear Formula:
BrC10H6CO2CH3
CAS Number:
33626-98-1
Molecular Weight:
265.10
MDL number:
MFCD00100408
UNSPSC Code:
12352100
PubChem Substance ID:
24878396
NACRES:
NA.22

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

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Phil M Pithan et al.
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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
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Silvestri F, et al.
Journal of Porphyrins and Phthalocyanines, 13(03), 369-375 (2009)
B Charpentier et al.
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