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539406

Sigma-Aldrich

Methyl 6-bromo-2-naphthoate

98%

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About This Item

Formula condensata:
BrC10H6CO2CH3
Numero CAS:
33626-98-1
Peso molecolare:
265.10
Numero MDL:
MFCD00100408
Codice UNSPSC:
12352100
ID PubChem:
24878396
NACRES:
NA.22

Livello qualitativo

100

Saggio

98%

Punto di fusione

123-126 °C (lit.)

Gruppo funzionale

bromo
ester

Stringa SMILE

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
JEUBRLPXJZOGPX-UHFFFAOYSA-N

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Categorie correlate

Descrizione generale

Methyl 6-bromo-2-naphthoate undergoes aromatic Finkelstein reaction followed by hydrolysis to afford 6-iodo-2-naphthoic acid.

Applicazioni

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

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

Eyeshields, Gloves, type N95 (US)

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Certificati d'analisi (COA)

Lot/Batch Number
MKCJ8408
MKBN2901V
MKBF2739V
MKBG8988V
MKBF2739

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

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