Propiolic acid

Propiolic acid

Chembox new
Name = Propiolic acid
ImageFile = Propiolic acid.png ImageName =
IUPACName = 2-Propynoic acid
OtherNames = Propiolic acid
Acetylene carboxylic acid
Propargylic acid
Section1 = Chembox Identifiers
CASNo = 471-25-0
SMILES = C#CC(=O)O

Section2 = Chembox Properties
Formula = C3H2O2
MolarMass = 70.05 g/mol
Density = 1.1325 g/cm3
MeltingPt = 9 °C
BoilingPt = 144 °C ("decomp.")

Propiolic acid, or acetylene mono-carboxylic acid, is an unsaturated organic acid prepared by boiling acetylene dicarboxylic acid, obtained by the action of alcoholic potash on dibromosuccinic acid, or its acid potassium salt with water. It forms silky crystals which melt at 6 °C, and boil at about 144 °C with decomposition. It is soluble in water and possesses an odor resembling that of acetic acid. Exposure to sunlight converts it into trimesic acid (benzene-1,3,5-tricarboxylic acid). Bromine converts it into dibromoacrylic acid, and it gives with hydrochloric acid O-chloracrylic acid. It forms a characteristic explosive silver salt on the addition of ammoniacal silver nitrate to its aqueous solution, and an amorphous precipitate which explodes on warming with ammoniacal cuprous chloride. Its ethyl ester condenses with hydrazine to form pyrazolone.

References

* "Merck Index", 11th Edition, 7833.
*


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  • propiolic acid — |prōpē|ōlik , |älik noun Etymology: propiolic International Scientific Vocabulary propionic (in propionic acid) + ol (probably from sterolic acid) + ic; probably from the fact that the relation of propiolic acid to propionic acid is analogous to… …   Useful english dictionary

  • propiolic acid — propiolo rūgštis statusas T sritis chemija formulė HC≡CCOOH atitikmenys: angl. propiolic acid rus. пропиоловая кислота ryšiai: sinonimas – propino rūgštis …   Chemijos terminų aiškinamasis žodynas

  • propiolic acid — noun A certain unsaturated organic acid …   Wiktionary

  • Propiolic — Pro pi*ol ic, a. [Propionic + tetrolic.] (Chem.) Pertaining to, or designating, an organic acid (called also propargylic acid) of the acetylene or tetrolic series, analogous to propionic acid, and obtained as a white crystalline substance. [1913… …   The Collaborative International Dictionary of English

  • tetrolic acid — te.ˈträlik , trōl noun Etymology: International Scientific Vocabulary tetra + ol + ic : a crystalline acetylenic acid CH3C≡CCOOH obtained synthetically; methyl propiolic acid …   Useful english dictionary

  • Wender Taxol total synthesis — starting from a naturally occurring compound with ring construction in the order A,B,C,D. The Wender effort is shorter by approximately 10 steps. Raw materials for the preparation of Taxol by this route include verbenone, prenyl bromine, allyl… …   Wikipedia

  • propiolate — ˈprōpēəˌlāt noun ( s) Etymology: International Scientific Vocabulary propiolic (in propiolic acid) + ate : a salt or ester of propiolic acid …   Useful english dictionary

  • C11H18O2 — Undecolic Un de*col ic, a. [Undecylenic + propiolic.] (Chem.) Pertaining to, or designating, an acid, {C11H18O2}, of the propiolic acid series, obtained indirectly from undecylenic acid as a white crystalline substance. [1913 Webster] …   The Collaborative International Dictionary of English

  • Undecolic — Un de*col ic, a. [Undecylenic + propiolic.] (Chem.) Pertaining to, or designating, an acid, {C11H18O2}, of the propiolic acid series, obtained indirectly from undecylenic acid as a white crystalline substance. [1913 Webster] …   The Collaborative International Dictionary of English

  • List of organic compounds — This page aims to list well known organic compounds, including organometallic compounds, to stimulate the creation of Wikipedia articles. Note that purely inorganic compounds, minerals, and chemical elements are not included on this list. There… …   Wikipedia

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