Cynoacetic acid

Product Description

It seems you are referring to cyanoacetic acid a compound used extensively in organic synthesis Heres an overview

 Chemical Details

 IUPAC Name Cyanoacetic acid  

 Molecular Formula C3H3NO2  

 Molecular Weight 8506 gmol  

 Structure  

   Contains a carboxylic acid group COOH and a nitrile group CN attached to the same carbon atom

 Physical Properties

 Appearance White crystalline solid  

 Melting Point 7580C  

 Boiling Point Decomposes before boiling  

 Solubility Soluble in water alcohol and other polar organic solvents  

 Chemical Characteristics

1 Acidity  

    Cyanoacetic acid is a stronger acid compared to simple carboxylic acids due to the electronwithdrawing effect of the nitrile group

    pKa 23

2 Reactivity  

    Both functional groups carboxylic acid and nitrile make it a versatile reagent in organic chemistry

    The methylene group CH2 adjacent to these electronwithdrawing groups is highly reactive and acidic enabling enolate formation

 Applications

1 Organic Synthesis

    Malonic Acid Derivative Serves as a precursor in the synthesis of malonic acid derivatives

    Intermediate for Pharmaceuticals Used in synthesizing barbiturates nonsteroidal antiinflammatory drugs NSAIDs and other active pharmaceutical ingredients APIs

    Heterocyclic Compounds Key starting material for pyrimidines indoles and other heterocycles

2 Industrial Use

    In the production of dyes agricultural chemicals like herbicides and insecticides and adhesives

3 Michael Donor  

    Due to its activated methylene group cyanoacetic acid participates in Michael addition reactions forming carboncarbon bonds

 Synthesis of Cyanoacetic Acid

 Typically produced by the reaction of chloroacetic acid with sodium cyanide

  textClCH_2textCOOH  textNaCN rightarrow textNCCH_2textCOOH  textNaCl

 Safety and Handling

 Toxicity  

    Harmful if ingested or inhaled Irritates skin eyes and respiratory tract  

    Handle with care in a fume hood with appropriate protective gear

 Storage  

    Store in a cool dry place away from strong oxidizing or reducing agents

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