132277-09-9

Basic information

• Product Name: Naphthalene, 1-chloro-3-Methyl-
• Synonyms: Naphthalene, 1-chloro-3-Methyl-
• CAS NO: 132277-09-9
• Molecular Formula: C₁₁H₉Cl
• Molecular Weight: 176.64216
• Mol File: 132277-09-9.mol

Chemical Properties

• Boiling Point: 283.1°C at 760 mmHg
• Flash Point: 126.4°C
• Appearance: /
• Density: 1.163g/cm³
• Vapor Pressure: 0.00552mmHg at 25°C
• Refractive Index: 1.627
• CAS DataBase Reference: Naphthalene, 1-chloro-3-Methyl-(CAS DataBase Reference)
• NIST Chemistry Reference: Naphthalene, 1-chloro-3-Methyl-(132277-09-9)
• EPA Substance Registry System: Naphthalene, 1-chloro-3-Methyl-(132277-09-9)

Safety Data

• Hazardous Substances Data: 132277-09-9(Hazardous Substances Data)

Usage

Uses

Used in Pesticide Industry:
Naphthalene, 1-chloro-3-methylis used as a pesticide for its ability to act as a moth repellent. Its chemical properties enable it to deter moths from infesting fabrics and other materials, thus protecting them from damage.
Used in Pharmaceutical Industry:
As an intermediate in the synthesis of pharmaceuticals, Naphthalene, 1-chloro-3-methylplays a crucial role in the development of various medicinal compounds. Its unique structure allows for the creation of new drugs with potential therapeutic applications.
Used in Organic Synthesis:
Naphthalene, 1-chloro-3-methylis utilized in organic synthesis for the production of other organic compounds. Its versatility as a chemical intermediate makes it valuable in the synthesis of a wide range of products, including dyes, fragrances, and other specialty chemicals.

InChI:InChI=1/C11H9Cl/c1-8-6-9-4-2-3-5-10(9)11(12)7-8/h2-7H,1H3

Upstream product

• 341028-97-5 4-chloro-2-methyl-[1]naphthylamine 
• 132276-99-4 2,2-Dichloro-1-methylcyclopropyl(phenyl)methanol 
• 3290-53-7 2-methyl-1-phenyl-2-propene 

Downstream Products

• 575-41-7 1,3-dimethylnaphthalene 
• 29304-64-1 Methyl-2-(cyclohexenyl-1')-4-naphthalin 
• 29304-65-2 3-methyl-1-phenylnaphthalene 

Relevant articles and documents

A Visible Light and Iron-mediated Carbocationic Route to Polysubstituted 1-Halonaphthalenes by Benzannulation using Allylbenzenes and Polyhalomethanes

A wide array of polysubstituted 1-bromo and chloronaphthalenes are obtained from coupling of allylbenzenes and polyhalomethanes. The reaction is mediated by iron metal under visible light irradiation and proceeds via a Kharasch addition intermediate followed by intramolecular FeIII mediated Friedel-Crafts alkylation, with the formation of two Csp2?Csp2 bonds in the process. This method gives easy access to 1-halonaphthalenes with substituent(s) at C-5 to C-8 that are otherwise hard to synthesize. (Figure presented.).

Gram-Scale Robust Synthesis of 1-Chloro-2,3-dimethyl-4-phenylnaphthalene: A Promising Scaffold with Three Contiguous Reaction Positions

A three-step reaction sequence for the gram-scale synthesis of 1-chloro-2,3-dimethyl-4-phenylnaphthalene was developed. (i) Stereoselective dichlorocarbene addition to methyl angelate afforded methyl (1 S*,3 S*)-2,2-dichloro-1,3-dimethylcyclopropane-1-carboxylate (78% yield, >98% purity, distillation). (ii) Addition reaction of two molar amounts of PhLi afforded (1 S*,3 S*)-2,2-dichloro-1,3-dimethylcyclopropyldiphenylmethanol (81% yield, >98% purity, recrystallization). (iii) Key SnCl 4-mediated benzannulation produced the desired product (83% yield, >98% purity, recrystallization) with three contiguous reaction sites. Five derivatization examples including benzylic reactions and cross-couplings at the pendant Cl-position are demonstrated. Some relevant distinctive benzannulations are also discussed.

Regiocontrolled benzannulation of diaryl(gem-dichlorocyclopropyl)methanols for the synthesis of unsymmetrically substituted α-arylnaphthalenes: Application to total synthesis of natural lignan lactones

(Chemical Equation Presented) An efficient synthesis of highly substituted α-arylnaphthalene analogues has been developed utilizing Lewis acid-promoted regiocontrolled benzannulation of aryl(aryl′)-2,2- dichlorocyclopropylmethanols (aryl ≠ aryl′; abbrevia

A novel synthesis of α- and β-halonaphthalenes via regioselective ring cleavage of aryl(gem-dihalocyclopropyl)methanols and its application to total synthesis of lignan lactones, justicidin e and taiwanin c

Acid treatment of two types of aryl(gem-dihalocyclopropyl)methanols (ADCM) 1 gave α- and β-halonaphthalenes in good yields with excellent selectivity. With the new method used as the key step, the two title natural lignan lactones were synthesized in seve