5848-75-9

Basic information

• Product Name: 2-[(CYANOMETHYL)THIO]ACETONITRILE
• Synonyms: 2-[(CYANOMETHYL)THIO]ACETONITRILE;THIODIACETONITRILE;Thiodiacetonitrile,97%
• CAS NO: 5848-75-9
• Molecular Formula: C₄H₄N₂S
• Molecular Weight: 112.15
• Mol File: 5848-75-9.mol
• Article Data: 7

Chemical Properties

• Melting Point: 47.5 °C(Solv: water (7732-18-5))
• Boiling Point: 280.2 °C at 760 mmHg
• Flash Point: 123.2 °C
• Appearance: /
• Density: 1.176 g/cm³
• Vapor Pressure: 0.00384mmHg at 25°C
• Refractive Index: 1.507
• CAS DataBase Reference: 2-[(CYANOMETHYL)THIO]ACETONITRILE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-[(CYANOMETHYL)THIO]ACETONITRILE(5848-75-9)
• EPA Substance Registry System: 2-[(CYANOMETHYL)THIO]ACETONITRILE(5848-75-9)

Safety Data

• Statements: R20/21/22:Harmful by inhalation, in contact with skin and if swallowed.
• Safety Statements: S22:Do not inhale dust.; S36/37:Wear suitable protective clothing and gloves.
• Hazardous Substances Data: 5848-75-9(Hazardous Substances Data)

Usage

General Description

2-[(cyanomethyl)thio]acetonitrile is a chemical compound with the molecular formula C5H4N2S. It is a nitrile derivative and features a thioether and a nitrile group. 2-[(CYANOMETHYL)THIO]ACETONITRILE is commonly used as an intermediate in the synthesis of pharmaceuticals and agricultural chemicals. It can also be used as a building block for the preparation of various organic compounds. 2-[(cyanomethyl)thio]acetonitrile is known for its potential toxicity and should be handled and stored with caution, following all proper safety protocols.

InChI:InChI=1/C4H4N2S/c5-1-3-7-4-2-6/h3-4H2

Upstream product

• 16687-42-6 ammonium thiocarbamate 
• 107-14-2 chloroacetonitrile 
• 14618-65-6 thiodiglcollic acid bis-amide 

Downstream Products

• 4874-79-7 4,4'-diphenyl-2,2'-(2-thia-propane-1,3-diyl)-bis-thiazole 
• 70541-97-8 5-Cyano-3,4-dimethylthiophene-2-carboxamide 

Relevant articles and documents

Enzyme-promoted desymmetrisation of prochiral bis(cyanomethyl) sulfoxide

Prochiral bis(cyanomethyl) sulfoxide has been successfully transformed into the corresponding optically active mono amide and mono acid with enantiomeric excesses ranging from low (10%) to very high (up to 99%) using a broad spectrum of nitrilehydrolysing

Efficient synthesis of 2,5-dicarbonyl derivatives of 3,4-ethylenedithiothiophene (EDTT) via addition-elimination reaction

Derivatives of 3,4-ethylenedithiothiophene (EDTT) are reported starting from tetrabromothiophene. Selective 2,5-dilithiation followed by reaction with a range of aldehydes gives diols as mixtures of diastereomers. Only the 2 and 5 positions in thiophene react leaving the 3,4-bromides for further elaboration. The diols are oxidised to their corresponding diketones using activated MnO2. Reaction with 1,2-ethanedithiol, by addition-elimination, provides access to novel monomers for the preparation of conjugated copolymers of 3,4-ethylenedithiothiophene (EDTT). A range of these monomers can be attained by applying the synthesis of a series of ketones applicable to further synthesis of π-extended thiophene-based organic semiconductors. Finally, this new route was compared to 3,4-ethylenedioxythiophene (EDOT) dialdehyde derivatives synthesised by an alternative to literature chemistry.

Synthesis of the First Thienothiophene Stabilized Only by Electronic Effects

The stable, crystalline 1,3-dibromo-4,6-dicyanothienothiophene (3a) has been synthesized.This is the first example of a thienothiophene stabilized solely by electronic effects.The dicarbomethoxy dibromo analog 3b and the tetrabromo analog 3c were also generated and found to be considerably less stable.