Phenylpropiolic acid
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Phenylpropiolic acid | |
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Chemical name | Phenylpropynoic acid |
Other names | Phenylpropiolic acid |
Chemical formula | C9H6O2 |
Molecular mass | 146.14 g/mol |
CAS number | [637-44-5] |
Density | ? g/cm3 |
Melting point | 135-137 °C |
Boiling point | ? °C |
SMILES | OC(C#Cc1ccccc1)=O |
Disclaimer and references |
Phenylpropiolic acid, C6H5CCCO2H, formed by the action of alcoholic potash on cinnamic acid dibromide, C6H5CHBrCHBrCO2H, crystallizes in long needles or prisms which melt at 136–137 °C. When heated with water to 120 °C, it yields phenylacetylene (C6H5CCH). Chromic acid oxidizes it to benzoic acid; zinc and acetic acid reduce it to cinnamic acid, C6H5CH=CHCO2H, whilst sodium amalgam reduces it to hydrocinnamic acid, C6H5CH2CO2H. Ortho-nitrophenylpropiolic acid, NO2C6H4CCCO2H, prepared by the action of alcoholic potash on ortho-nitrocinnamic acid dibromide, crystallizes in needles which decompose when heated to 155–156 °C. It is readily converted into indigo.
This article incorporates text from the Encyclopædia Britannica Eleventh Edition, a publication now in the public domain.