5324-69-6

Basic information

• Product Name: 2-(2-NAPHTHYLTHIO)ACETONITRILE
• Synonyms: (2-Naphthylsulfanyl)acetonitrile;2-(2-NAPHTHYLTHIO)ACETONITRILE;BUTTPARK 94\04-16;NAPHTH-2-YLTHIOACETONITRILE
• CAS NO: 5324-69-6
• Molecular Formula: C12H9NS
• Molecular Weight: 199.27
• Mol File: 5324-69-6.mol
• Article Data: 6

Chemical Properties

• Melting Point: 83 °C
• Boiling Point: 374.8°Cat760mmHg
• Flash Point: 180.5°C
• Appearance: /
• Density: 1.2g/cm³
• Vapor Pressure: 8.13E-06mmHg at 25°C
• Refractive Index: 1.669
• CAS DataBase Reference: 2-(2-NAPHTHYLTHIO)ACETONITRILE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(2-NAPHTHYLTHIO)ACETONITRILE(5324-69-6)
• EPA Substance Registry System: 2-(2-NAPHTHYLTHIO)ACETONITRILE(5324-69-6)

Safety Data

• Hazard Codes: Xn:Harmful
• Statements: R20/21/22:Harmful by inhalation, in contact with skin and if swallowed.
• Safety Statements: S36/37:Wear suitable protective clothing and gloves.
• Hazardous Substances Data: 5324-69-6(Hazardous Substances Data)

Usage

General Description

2-(2-Naphthylthio)acetonitrile is a chemical compound with the molecular formula C12H9NS. It is a white to off-white solid with a molecular weight of 199.27 g/mol. 2-(2-NAPHTHYLTHIO)ACETONITRILE is commonly used as a reagent in organic synthesis, particularly in the preparation of various pharmaceuticals and agrochemicals. It is also used as an intermediate in the synthesis of other chemical compounds and is known for its ability to form stable and versatile chemical bonds. Additionally, it is important to handle this compound with care, as it may pose certain health and safety hazards if not handled properly.

InChI:InChI=1/C12H9NS/c13-7-8-14-12-6-5-10-3-1-2-4-11(10)9-12/h1-6,9H,8H2

Upstream product

• 107-14-2 chloroacetonitrile 
• 91-60-1 2-Naphthalenethiol 
• 584-08-7 potassium carbonate 
• 590-17-0 cyanomethyl bromide 
• 75-05-8 acetonitrile 
• 6011-14-9 2-aminoacetonitrile hydrochloride 

Downstream Products

• 32083-60-6 2-(naphthalene-2-ylsulfonyl)acetonitrile 

Relevant articles and documents

Iron-catalysed carbene-transfer reactions of diazo acetonitrile

A continuous-flow protocol for the synthesis of diazo acetonitrile was developed. It was further applied in iron-catalysed insertion reactions of diazo acetonitrile into N-H and S-H bonds to yield valuable α-substituted acetonitrile, including gram-scale synthesis.

Ureidopeptide-based Bronsted bases: Design, synthesis and application to the catalytic enantioselective synthesis of β-amino nitriles from (arylsulfonyl)acetonitriles

The addition of cyanoalkyl moieties to imines is a very attractive method for the preparation of β-amino nitriles. We present a highly efficient organocatalytic methodology for the stereoselective synthesis of β-amino nitriles, in which the key to success is the use of ureidopeptide-based Bronsted base catalysts in combination with (arylsulfonyl)acetonitriles as synthetic equivalents of the acetonitrile anion. The method gives access to a variety of β-amino nitriles with good yields and excellent enantioselectivities, and broadens the stereoselective Mannich-type methodologies available for their synthesis. Learning from peptides: A concise route for the catalytic enantioselective synthesis of β-amino nitriles has been achieved by using ureidopeptide-based Bronsted bases as catalysts in the Mannich reaction of N-Boc imines and (arylsulfonyl)acetonitriles (see scheme; Boc=tert-butoxycarbonyl, napht=naphthyl, TMS=trimethylsilyl).

Novel naphthalenyl-3H-1,2,3,5-oxathiadiazole 2-oxides useful as antihyperglycemic agents

This invention relates to novel substituted 3H-1,2,3,5-oxathiadiazole 2-oxides, processes for their preparation, to methods for using the compounds, and to pharmaceutical preparations thereof. The compounds have pharmaceutical properties which render them beneficial for the treatment of diabetes mellitus and associated conditions.