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Phenylpropiolic acid

Phenylpropiolic acid
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.

This article is licensed under the GNU Free Documentation License. It uses material from the Wikipedia article "Phenylpropiolic_acid". A list of authors is available in Wikipedia.
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