109962-22-3

Basic information

• Product Name: 1-Chloro-6-methylnaphthalene
• Synonyms: 1-Chloro-6-methylnaphthalene
• CAS NO: 109962-22-3
• Molecular Formula: C11H9Cl
• Molecular Weight: 176.64216
• Mol File: 109962-22-3.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 62-64 °C(Press: 0.1 Torr)
• Appearance: /
• Density: 1.163±0.06 g/cm3(Predicted)
• CAS DataBase Reference: 1-Chloro-6-methylnaphthalene(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Chloro-6-methylnaphthalene(109962-22-3)
• EPA Substance Registry System: 1-Chloro-6-methylnaphthalene(109962-22-3)

Safety Data

• Hazardous Substances Data: 109962-22-3(Hazardous Substances Data)

Usage

Chemical structure

1-Chloro-6-methylnaphthalene consists of a naphthalene ring with a methyl group and a chlorine atom attached at specific positions.

Physical state

It is a clear, colorless to light yellow liquid.

Odor

It has a strong, sweet odor.

Applications

a. Intermediate in the synthesis of pharmaceuticals, agrochemicals, and dyes.
b. Used in the production of corrosion inhibitors, lubricants, and surfactants.
c. Employed as a reagent in various organic reactions, including Suzuki-Miyaura coupling and Friedel-Crafts acylation.

Safety precautions

It should be handled with caution as it may be harmful if swallowed, inhaled, or comes into contact with the skin or eyes.

Upstream product

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Relevant articles and documents

A remarkably simple and efficient benzannulation reaction

(Chemical Equation Presented) On a short fuse: Although fused aromatic rings are common structural motifs in natural products, there are relatively few direct methods for the preparation of such systems from acyclic precursors. An atom-transfer radical cyclization carried out under microwave (MW) irradiation has now been developed which gives rapid access to functionalized aromatic compounds from readily available starting materials (see scheme).

New reactivity patterns of copper(I) and other transition metal NHC complexes: application to ATRC and related reactions

Pre-formed transition metal-NHC complex is shown to be an effective catalyst for Atom Transfer Radical Cyclisation (ATRC) reactions.

Regioselective haloaromatization of 1,2-bis(ethynyl)benzene via halogen acids and PtCl2. Platinum-catalyzed 6-π electrocyclization of 1,2-bis(1′-haloethenyl)benzene intermediates

Treatment of 1,2-bis(ethynyl)benzene (1) with aqueous HX (X = Br, I) in hot 3-pentanone (100-105 °C, 2 h) afforded 1,2-bis(1′-haloethenyl)benzene species 2-Br and 2-I in 98% and 95% yields, respectively. The hydrochlorination of endiyne 1 failed to proceed at elevated temperature but was implemented efficiently by PtCl2 (5 mol %) in hot 3-pentanone (100 °C, 2 h) to give 1,2-bis(1′-chloroetheny)benzene 2-Cl in 80% yield. In the presence of PtCl2 (5 mol %), these halides 2-Cl, 2-Br, and 2-I were subsequently converted to 1-halonaphthalenes 3-Cl, 3-Br, and 3-I in the mother solution via sequential 6-π electrocyclization and dehalogenation reactions. PtCl2 (5 mol %) also effected direct haloaromatization of endiyne 1 with HX (X = Cl, Br, I) and gave 1-halonaphthalenes 3-Cl, 3-Br, and 3-I in 64-71% yields. This investigation reports the scope and the regioselectivity of haloaromatization of various enediynes catalyzed by PtCl2.