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Merck
모든 사진(2)

문서

539406

Sigma-Aldrich

Methyl 6-bromo-2-naphthoate

98%

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About This Item

Linear Formula:
BrC10H6CO2CH3
CAS Number:
Molecular Weight:
265.10
MDL number:
UNSPSC 코드:
12352100
PubChem Substance ID:
NACRES:
NA.22

분석

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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일반 설명

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

애플리케이션

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

개인 보호 장비

Eyeshields, Gloves, type N95 (US)


시험 성적서(COA)

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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
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
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)
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

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