26673-31-4

Basic information

• Product Name: 6-Chloro-1-tetralone
• Synonyms: 6-CHLORO-TETRAL-1-ON;6-Chloro-1-tetralone;6-Chloro-α-Tetralone;5-CHLORO-L-INDOMONE;6-Chloro-tetral-1-one;6-Chloro-3,4-dihydro-2H-naphthalen-1-one;5-CHLORO-1-INDOMONE;3,4,6-trichloronaphthalen-1(2H)-one
• CAS NO: 26673-31-4
• Molecular Formula: C₁₀H₉ClO
• Molecular Weight: 180.63
• EINECS: 1533716-785-6
• Mol File: 26673-31-4.mol
• Article Data: 29

Chemical Properties

• Melting Point: 53 °C
• Boiling Point: 150°C/0.7mmHg(lit.)
• Flash Point: 146.727 °C
• Appearance: /
• Density: 1.248 g/cm³
• Vapor Pressure: 0.001mmHg at 25°C
• Refractive Index: 1.579
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• CAS DataBase Reference: 6-Chloro-1-tetralone(CAS DataBase Reference)
• NIST Chemistry Reference: 6-Chloro-1-tetralone(26673-31-4)
• EPA Substance Registry System: 6-Chloro-1-tetralone(26673-31-4)

Safety Data

• Hazardous Substances Data: 26673-31-4(Hazardous Substances Data)

Usage

Description

6-Chloro-1-tetralone is a synthetic organic compound characterized by the presence of a chloro substituent at the 6-position on a tetralone ring. It is a white crystalline solid with a molecular formula of C10H8ClNO and a molecular weight of approximately 189.63 g/mol. 6-Chloro-1-tetralone is known for its potential applications in the pharmaceutical industry due to its unique chemical structure and reactivity.

Uses

Used in Pharmaceutical Industry:
6-Chloro-1-tetralone is used as a key intermediate in the synthesis of various pharmaceutical compounds. Its unique chemical structure allows for the development of new drugs with potential therapeutic applications.
Used in Drug Synthesis:
6-Chloro-1-tetralone is employed as a building block for the creation of novel drug molecules. Its reactivity and functional groups enable chemists to modify and optimize the compound's properties, leading to the development of more effective and targeted medications.
Used in Medicinal Chemistry Research:
6-Chloro-1-tetralone serves as a valuable research tool in medicinal chemistry. It is used to study the structure-activity relationships of various drug candidates and to explore new chemical space for the discovery of innovative therapeutic agents.

Synthesis

A solution of sodium nitrite (173 mg, 2.51 mmol) in water (5 mL) at 0 °C (ice-bath) was added to a magnetically stirred suspension of 6-Amino-1-tetralone (360 mg, 2.23 mmol) in aqueous hydrochloric acid (10 mL, 6 M) at 0 °C. This reaction mixture was added dropwise to a solution of copper(I) chloride (267 mg, 2.70 mmol) in concentrated hydrochloric acid (5 mL) at 0 °C. It was allowed to warm up to room 100 temperature and stirred for a further 2 h after which it was neutralised with solid sodium carbonate, extracted with ethyl acetate (3 × 20 mL) and concentrated in vacuo to give slightly yellow oil. This material was subjected to flash chromatography (50% chloroform in hexane) and concentration of the appropriate fractions afforded 6-chloro-1-tetralone (180 mg, 45%) as a waxy solid.

InChI:InChI=1/C10H9ClO/c11-8-4-5-9-7(6-8)2-1-3-10(9)12/h4-6H,1-3H2

Upstream product

• 22991-05-5 4-(3-chlorophenyl)-butyric acid 
• 35337-44-1 6-chloro-1,2,3,4-tetrahydronaphthalene 
• 24344-58-9 tributyl(3-chlorophenyl)stannane 
• 418761-91-8 2-methyl-2-[(5-oxo-5,6,7,8-tetrahydro-2-naphthalenyl)oxy]propanamide 
• 418761-92-9 2-hydroxy-2-methyl-N-(5-oxo-5,6,7,8-tetrahydro-2-naphthalenyl)propanamide 
• 3470-50-6 6-Hydroxy-1-tetralone 
• 3470-53-9 6-amino-1-tetralone 
• 1078-19-9 6-methoxy-3,4-dihydro-1(2H)-naphthalenone 
• 517874-22-5 6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,4-dihydronaphthalen-1(2H)-one 
• 144464-64-2 5-oxo-5,6,7,8-tetrahydronaphthalen-2-yl trifluoromethanesulfonate 
• 29480-09-9 1-(4-chlorophenyl)cyclobutan-1-ol 
• 1355061-67-4 ethyl 4-(3-chlorophenyl)butanoate 
• 36978-49-1 4-(4-chlorobenzoyl)butanoic acid 
• 17556-18-2 6-chloro-3,4-dihydro-1H-naphthalen-2-one 

Downstream Products

• 112933-47-8 methyl 5-chloro-2,3-dihydro-1H-indene-1-carboxylate 
• 75693-16-2 6-chloro-1-hydroxy-1,2,3,4-tetrahydronaphthalene 
• 34623-28-4 6-Chloro-3,4-dihydro-2H-naphthalen-1-one oxime 
• 149455-83-4 6-chloro-2,2-dimethyl-1,2,3,4-tetrahydronaphthalen-1-one 
• 75693-19-5 6-chloro-1,2-dihydronaphthalene 
• 162180-33-8 6'-chloro-3'4'-dihydro-spiro[cyclopentane-1,2'(1'H)-naphthalen]-1'-one 
• 852409-38-2 ethyl α-(6-chloro-1-oxo-1,2,3,4-tetrahydronaphthalen-2-yl)-α-oxoacetate 
• 852409-46-2 ethyl 7-chloro-1-phenyl-4,5-dihydro-1H-benzo[g]indazole-3-carboxylate 
• 56457-19-3 7-chloro-1-(4'-methoxyphenyl)-4,5-dihydro-1H-benzo[g]indazole-3-carboxylic acid 
• 852409-50-8 7-chloro-1-(4'-chlorophenyl)-4,5-dihydro-1H-benzo[g]indazole-3-carboxylic acid 
• 852409-45-1 ethyl 7-chloro-1-(4'-chlorophenyl)-4,5-dihydro-1H-benzo[g]indazole-3-carboxylate 
• 66752-38-3 ethyl 7-chloro-1-(4'-methoxyphenyl)-4,5-dihydro-1H-benzo[g]indazole-3-carboxylate 
• 337526-53-1 7-chloro-1-(2',4'-dichlorophenyl)-4,5-dihydro-1H-benzo[g]indazole-3-carboxylic acid 
• 337526-52-0 ethyl 7-chloro-1-(2',4'-dichlorophenyl)-4,5-dihydro-1H-benzo[g]indazole-3-carboxylate 

Relevant articles and documents

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