37859-25-9

Basic information

• Product Name: 2-(2-Naphthyl)acetyl chloride
• Synonyms: BUTTPARK 52\15-93;2-(2-NAPHTHYL)ACETYL CHLORIDE;NAPHTHALEN-2-YL-ACETYL CHLORIDE;2-Naphth-2-ylacetyl chloride;2-(2-Naphthyl)acetyl chloride, tech;2-Naphthaleneacetylchloride;2-Naphthylacetyl chloride;(Naphth-2-yl)acetyl chloride
• CAS NO: 37859-25-9
• Molecular Formula: C₁₂H₉ClO
• Molecular Weight: 204.65
• Mol File: 37859-25-9.mol
• Article Data: 59

Chemical Properties

• Melting Point: 61-65°C
• Boiling Point: 333.7 °C at 760 mmHg
• Flash Point: 156.4 °C
• Appearance: /
• Density: 5 g/cm3
• Vapor Pressure: 0.000134mmHg at 25°C
• Refractive Index: 1.628
• CAS DataBase Reference: 2-(2-Naphthyl)acetyl chloride(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(2-Naphthyl)acetyl chloride(37859-25-9)
• EPA Substance Registry System: 2-(2-Naphthyl)acetyl chloride(37859-25-9)

Safety Data

• Hazard Codes: C,Xi
• Statements: 34-36
• Safety Statements: 26-36/37/39-45
• RIDADR: 3261
• Hazardous Substances Data: 37859-25-9(Hazardous Substances Data)

Usage

General Description

2-(2-Naphthyl)acetyl chloride, also referred to by its IUPAC name, 2-naphthacenoyl chloride, is a chemical compound known for its role in organic synthesis. Its chemical formula is C12H9ClO, meaning it contains carbon, hydrogen, chloride, and oxygen atoms. 2-(2-Naphthyl)acetyl chloride is typically in a liquid state at room temperature and has a dark, amber color. Like other acyl chlorides, it is highly reactive, particularly with compounds containing amino or hydroxy groups. It requires specific handling due to its potential hazards, such as its reactivity and corrosiveness. However, this chemical is widely used in the synthesis of various pharmaceutical substances and other chemical intermediates.

InChI:InChI=1/C12H9ClO/c13-12(14)8-9-5-6-10-3-1-2-4-11(10)7-9/h1-7H,8H2

Upstream product

• 93579-03-4 tert-butyl α-(naphthalen-2-yl)acetate 
• 93-08-3 methyl 2-naphthyl ketone 
• 114373-76-1 N-<2-(2-Naphthyl)-1-thioxoethyl>piperidine 
• 581-96-4 2-naphthylacetic acid 

Downstream Products

• 100597-44-2 (Z)-2-(2-Naphthalen-2-yl-acetylsulfanyl)-3-p-tolyl-acrylic acid 
• 53342-32-8 2-naphthylacetic acid benzyl ester 
• 201802-02-0 N-[5-(2,4-Dioxo-thiazolidin-5-ylmethyl)-2-hydroxy-phenyl]-2-naphthalen-2-yl-acetamide 
• 7498-57-9 2-naphthaleneacetonitrile 
• 676566-00-0 N-propyl-N-(2-phenylethyl)-2-(2-naphthyl)acetamide 
• 917086-43-2 N-[2-(3,5-dimethoxyphenyl)-ethyl]-2-(2-naphthyl)-acetamide 
• 954105-07-8 {3-[(2-naphthalen-2-yl-acetyl)(benzyloxy)amino]propyl}phosphonic acid dibenzyl ester 
• 1246923-63-6 N-[4-(2-cyclopentylethyl)phenyl]-2-(2-naphthyl) acetamide 
• 175223-64-0 2-phenyl-4-phenanthrol 

Relevant articles and documents

Synthesis and evaluation of benzenesulfonic acid derivatives as human neutrophil elastase (hNE) inhibitors

Herein we report our investigation concerning the development of Human neutrophil elastase (hNE) inhibitors for the treatment of Acute Respiratory Distress Syndrome (ARDS). Various benzenesulfonic acid derived compounds were synthesized and evaluated as competitive inhibitors of hNE. Biological screening revealed that compound 4f shows moderate inhibitory activity (IC50 = 35.2 μM) against hNE. Compound 4f was also superimposed onto the active center of hNE to understand the binding mode.

HIGH PURITY 2-NAPHTHYLACETONITRILE AND METHOD FOR PRODUCING SAME

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PCl3-mediated transesterification and aminolysis of tert-butyl esters via acid chloride formation

A PCl3-mediated conversion of tert-butyl esters into esters and amides in one-pot under air is developed. This novel protocol is highlighted by the synthesis of skeletons of bioactive molecules and gram-scale reactions. Mechanistic studies revealed that this transformation involves the formation of an acid chloride in situ, which is followed by reactions with alcohols or amines to afford the desired products.