91270-68-7

Usage

Uses

Used in Pharmaceutical Industry:
6-Bromo-1-hydroxynaphthalene is used as an intermediate in the synthesis of pharmaceuticals for its ability to be a key component in the development of various medicinal compounds.
Used in Organic Synthesis:
It serves as a valuable building block in organic synthesis, contributing to the creation of a wide range of organic compounds due to its unique structural features.
Used in Dye Production:
6-Bromo-1-hydroxynaphthalene is used in the production of dyes, where its chemical properties allow for the creation of diverse colorants for various applications.
Used in Agrochemicals:
It is utilized in the production of agrochemicals, playing a role in the development of substances that contribute to agricultural productivity and pest control.
Used in Specialty Chemicals:
6-Bromo-1-hydroxynaphthalene finds application in the manufacturing of specialty chemicals, where its unique properties are harnessed for specific industrial needs.

InChI:InChI=1/C10H7BrO/c11-8-4-5-9-7(6-8)2-1-3-10(9)12/h1-6,12H

Upstream product

• 1123760-77-9 C₁₀H₉BrO₂ 

Downstream Products

• 24894-78-8 6-methylnaphthalen-1-ol 
• 16712-64-4 6-Hydroxy-2-naphthoic acid 
• 54828-63-6 6-methoxy-2-bromonaphthalene 
• 1426082-26-9 6-{2-[4-(2-dimethylamino-ethoxy)-phenyl]-5-pyridin-4-yl-3H-imidazol-4-yl}-naphthalen-1-ol 
• 1426082-27-0 2-chloro-6-{2-[4-(2-dimethylamino-ethoxy)-phenyl]-5-pyridin-4-yl-3H-imidazol-4-yl}-naphthalen-1-ol 
• 698370-64-8 6-bromo-2-[(N,N-dibenzylamino)methyl]naphthalen-1-ol 

Relevant academic research and scientific papers

Acid-catalyzed dehydration of naphthalene-cis-1,2-dihydrodiols: Origin of impaired resonance effect of 3-substituents

Acid-catalyzed dehydrations of substituted naphthalene-cis-1,2-dihydrodiols occur with loss of the 1- or 2-OH group to form 2- and 1-naphthols, respectively. Effects of substituents MeO, Me, H, F, Br, I, and CN at 3-, 6-, and 7-positions of the naphthalene ring are consistent with rate-determining formation of β-hydroxynaphthalenium ion (carbocation) intermediates. For reaction of the 1-hydroxyl group the 3-substituents are correlated by the Yukawa-Tsuno relationship with ρ = -4.7 and r = 0.25 or by σp constants with ρ = -4.25; for reaction of the 2-hydroxyl group the 3-substituents are correlated by σm constants with ρ = -8.1. The correlations for the 1-hydroxyl imply a surprisingly weak resonance interaction of +M substituents (MeO, Me) with a carbocation reaction center but are consistent with the corresponding correlation for acid-catalyzed dehydration of 3-substituted benzene-cis-1,2-dihydrodiols for which ρ = -6.9 and r = 0.43. Substituents at the 6- and 7-positions of the naphthalene rings by contrast are correlated by σ+ with ρ = -3.2 for reaction of the 1-hydroxyl group and ρ = -2.7 for reaction of the 2-hydroxyl group. The unimpaired resonance implied by these substituent effects appears to be inconsistent with a previous explanation of the weak resonance of the 3-substituents in terms of imbalance of charge development and/or nonplanarity of the benzenium ring in the transition state. An alternative possibility is that the adjacent hydroxyl group interferes sterically with conjugation of +M substituents. "Hyperaromaticity" of the arenium ion intermediates does not appear to be a factor influencing this behavior.

Method for the manufacture of hydroxy aromatic monocarboxylic acids

A method for preparing hydroxy aromatic carboxylic acids, or the ester derivatives thereof, comprises the carbonylation of a hydroxy aromatic bromide in the presence of a catalytic amount of a transition element of group VIII of the Periodic Table on a carbon support, at a pH of above 8, in the absence of any promoter.The reaction is carried out at a temperature in the range of between 140oC to 200oC. The resulting products are obtained in high yields and of high purity. The method has particular applicability to the manufacture of 6-carboxy-2-naphthol and 4-hydroxy-4'-carboxy-biphenyl.