29921-50-4

Basic information

• Product Name: 8-Chloro-2-hydroxynaphthalene
• Synonyms: 8-Chloro-2-hydroxynaphthalene;2-Naphthalenol, 8-chloro-;8-chloro-2-Naphthalenol;7-CHLORO-2-NAPHTHALENOL;8-CHLORONAPHTHALEN-2-OL
• CAS NO: 29921-50-4
• Molecular Formula: C₁₀H₇ClO
• Molecular Weight: 178.61498
• Mol File: 29921-50-4.mol
• Article Data: 4

Chemical Properties

• Melting Point: 101°C
• Boiling Point: 254.41°C (rough estimate)
• Appearance: /
• Density: 1.1581 (rough estimate)
• Refractive Index: 1.4575 (estimate)
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• CAS DataBase Reference: 8-Chloro-2-hydroxynaphthalene(CAS DataBase Reference)
• NIST Chemistry Reference: 8-Chloro-2-hydroxynaphthalene(29921-50-4)
• EPA Substance Registry System: 8-Chloro-2-hydroxynaphthalene(29921-50-4)

Safety Data

• Hazardous Substances Data: 29921-50-4(Hazardous Substances Data)

Usage

General Description

8-Chloro-2-hydroxynaphthalene is a chemical compound with the molecular formula C10H6ClOH. It is a chlorinated derivative of naphthalene with a hydroxyl group attached to the 2-position. 8-Chloro-2-hydroxynaphthalene is mainly used in the production of dyes and pigments, as well as in the synthesis of pharmaceuticals and agrochemicals. It is also utilized as an intermediate in the production of other organic compounds. 8-Chloro-2-hydroxynaphthalene is considered to be harmful if swallowed or inhaled, and may cause skin and eye irritation upon contact. It is important to handle and store this chemical with proper safety precautions to prevent any adverse health effects.

Upstream product

• 118-46-7 8-amino-2-naphthol 
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• 93189-18-5 N-(7-methoxynaphthalen-1-yl)acetamide 
• 5302-79-4 7-methoxynaphthalen-1-amine 
• 6470-18-4 1-acetylamino-7-naphthol 
• 93201-39-9 8-nitronapthyl-2-acetate 

Downstream Products

• 550998-34-0 tert-butyl[(3-bromo-8-chloro-6-(4-methoxyphenyl)-2-naphthyl)oxy]dimethylsilane 
• 550998-46-4 3-bromo-1,8-dichloro-6-(4-methoxyphenyl)-2-naphthol 
• 550998-48-6 1,8-dichloro-6-(4-methoxyphenyl)-2-naphthol 
• 550998-37-3 3-bromo-8-chloro-6-(4-methoxyphenyl)-2-naphthol 
• 550998-42-0 8-chloro-6-(4-methoxyphenyl)-2-naphthol 

Relevant articles and documents

Asymmetric Dearomative Fluorination of 2-Naphthols with a Dicarboxylate Phase-Transfer Catalyst

A linked dicarboxylate phase-transfer catalyst enables smooth asymmetric dearomative fluorination of 2-naphthols with Selectfluor under mild conditions to give the corresponding 1-fluoronaphthalenone derivatives in a highly enantioselective manner. This r

ERβ ligands. 3. Exploiting two binding orientations of the 2-phenylnaphthalene scaffold to achieve ERβ selectivity

The 2-phenylnaphthalene scaffold was explored as a simplified version of genistein in order to identify ER selective ligands. With the aid of docking studies, positions 1, 4, and 8 of the 2-phenylnaphthalene template were predicted to be the most potentially influential positions to enhance ER selectivity using two different binding orientations. Both orientations have the phenol moiety mimicking the A-ring of genistein. Several compounds predicted to adopt orientations similar to that of genistein when bound to ERβ were observed to have slightly higher ER affinity and selectivity than genistein. The second orientation we exploited, which was different from that of genistein when bound to ERβ, resulted in the discovery of several compounds that had superior ER selectivity and affinity versus genistein. X-ray structures of two ER selective compounds (i.e., 15 and 47) confirmed the alternate binding mode and suggested that substituents at positions 1 and 8 were responsible for inducing selectivity. One compound (i.e., 47, WAY-202196) was further examined and found to be effective in two models of inflammation, suggesting that targeting ER may be therapeutically useful in treating certain chronic inflammatory diseases.