606-40-6

Basic information

• Product Name: 2-chloronaphthalen-1-ol
• Synonyms: 1-Naphthalenol, 2-chloro-; 2-Chloro-1-naphthalenol; 2-CHLORO-1-NAPHTHOL
• CAS NO: 606-40-6
• Molecular Formula: C₁₀H₇ClO
• Molecular Weight: 178.615
• Mol File: 606-40-6.mol
• Article Data: 10

Chemical Properties

• Boiling Point: 306.5°C at 760 mmHg
• Flash Point: 139.2°C
• Density: 1.333g/cm³
• Vapor Pressure: 0.000424mmHg at 25°C
• Refractive Index: 1.684
• CAS DataBase Reference: 2-chloronaphthalen-1-ol(CAS DataBase Reference)
• NIST Chemistry Reference: 2-chloronaphthalen-1-ol(606-40-6)
• EPA Substance Registry System: 2-chloronaphthalen-1-ol(606-40-6)

Safety Data

• Hazardous Substances Data: 606-40-6(Hazardous Substances Data)

Upstream product

• 90-15-3 α-naphthol 
• 19221-36-4 2,2-dichloro-3,4-dihydro-1(2H)-naphthalenone 
• 90-13-1 1-Chloronaphthalene 
• 7791-25-5 sulfuryl dichloride 
• 67-66-3 chloroform 

Downstream Products

• 90-15-3 α-naphthol 
• 6245-87-0 [1,4]benzoquinone-mono-(4-amino-phenylimine) 
• 2764-95-6 4-methoxy-2-naphthylamine 
• 62961-62-0 (Z)-3-hydroxy-1,3-diphenyl-2-propen-1-one 
• 1446522-23-1 9-chloro-3-(4-(4-fluorophenyl)-1H-1,2,3-triazol-1-yl)-2,3-dihydrobenzo[de]chromene-7,8-dione 
• 1446522-03-7 1-(9-chloro-7-nitro-2,3-dihydrobenzo[de]chromen-3-yl)-4-(4-methoxyphenyl)-1H-1,2,3-triazole 
• 1469984-27-7 1-(9-chloro-7-nitro-2,3-dihydrobenzo[de]chromen-3-yl)-4-(4-pentylphenyl)-1H-1,2,3-triazole 
• 1469984-26-6 4-(4-butylphenyl)-1-(9-chloro-7-nitro-2,3-dihydrobenzo[de]chromen-3-yl)-1H-1,2,3-triazole 
• 1469984-25-5 1-(9-chloro-7-nitro-2,3-dihydrobenzo[de]chromen-3-yl)-4-(4-propylphenyl)-1H-1,2,3-triazole 
• 1446521-99-8 1-(9-chloro-7-nitro-2,3-dihydrobenzo[de]chromen-3-yl)-4-(4-ethylphenyl)-1H-1,2,3-triazole 
• 1446521-98-7 1-(9-chloro-7-nitro-2,3-dihydrobenzo[de]chromen-3-yl)-4-(p-tolyl)-1H-1,2,3-triazole 
• 1446521-97-6 1-(9-chloro-7-nitro-2,3-dihydrobenzo[de]chromen-3-yl)-4-phenyl-1H-1,2,3-triazole 
• 1446521-96-5 1-(9-chloro-7-nitro-2,3-dihydrobenzo[de]chromen-3-yl)-4-(4-chlorophenyl)-1H-1,2,3-triazole 
• 1446521-95-4 1-(9-chloro-7-nitro-2,3-dihydrobenzo[de]chromen-3-yl)-4-(4-fluorophenyl)-1H-1,2,3-triazole 

Relevant articles and documents

Catalyst-Controlled Regioselective Chlorination of Phenols and Anilines through a Lewis Basic Selenoether Catalyst

We report a highly efficient ortho-selective electrophilic chlorination of phenols utilizing a Lewis basic selenoether catalyst. The selenoether catalyst resulted in comparable selectivities to our previously reported bis-thiourea ortho-selective catalyst, with a catalyst loading as low as 1%. The new catalytic system also allowed us to extend this chemistry to obtain excellent ortho-selectivities for unprotected anilines. The selectivities of this reaction are up to >20:1 ortho/para, while the innate selectivities for phenols and anilines are approximately 1:4 ortho/para. A series of preliminary studies revealed that the substrates require a hydrogen-bonding moiety for selectivity.

Ammonium Salt-Catalyzed Highly Practical Ortho-Selective Monohalogenation and Phenylselenation of Phenols: Scope and Applications

An ortho-selective ammonium chloride salt-catalyzed direct C-H monohalogenation of phenols and 1,1′-bi-2-naphthol (BINOL) with 1,3-dichloro-5,5-dimethylhydantoin (DCDMH) as the chlorinating agent has been developed. The catalyst loading was low (down to 0.01 mol %) and the reaction conditions were very mild. A wide range of substrates including BINOLs were compatible with this catalytic protocol. Chlorinated BINOLs are useful synthons for the synthesis of a wide range of unsymmetrical 3-aryl BINOLs that are not easily accessible. In addition, the same catalytic system can facilitate the ortho-selective selenylation of phenols.

Lewis acid catalyzed highly selective halogenation of aromatic compounds

A simple and efficient procedure for the halogenation of aromatic compounds with NCS, NBS, NIS and NFSI in the presence of catalytic amount of ZrCl 4 is described. Chlorination, bromination, iodination and fluorination of various aromatic compounds are performed with high selectivity under mild reaction conditions. Georg Thieme Verlag Stuttgart.