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Phenylpropiolic acid

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Phenylpropiolic acid Basic information

Product Name:
Phenylpropiolic acid
Synonyms:
  • 3-Phenylpropargylic acid
  • Benzenepropiolic acid
  • Phenylpropiolic acid,97%
  • Phenylpropiolic acid ,96%
  • Phenylpropiolic acid, 97% 5GR
  • 3-phenyl-2-propynoate
  • PHENYLPROPIOLIC ACID CRYSTALLINE
  • Phenylpropiolic acid, 98+%
CAS:
637-44-5
MF:
C9H6O2
MW:
146.14
EINECS:
211-285-8
Product Categories:
  • Building Blocks
  • C9
  • Carbonyl Compounds
  • Carboxylic Acids
  • Chemical Synthesis
  • Organic Building Blocks
  • Aromatic Propionic Acids
  • Acetylenes
  • Acetylenic Alcohols & Their Derivatives
  • Diyne Compounds (LB Films)
  • Functional Materials
  • LB Films
  • Acetylenic Carboxylic Acids & Their Derivatives
Mol File:
637-44-5.mol
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Phenylpropiolic acid Chemical Properties

Melting point:
135-137 °C (lit.)
Boiling point:
225.74°C (rough estimate)
Density 
1.1674 (rough estimate)
refractive index 
1.5550 (estimate)
storage temp. 
2-8°C
form 
Fine Crystalline Powder
pka
pK1:2.269 (35°C)
color 
White to slightly beige
Water Solubility 
freely soluble
BRN 
742587
InChIKey
XNERWVPQCYSMLC-UHFFFAOYSA-N
CAS DataBase Reference
637-44-5(CAS DataBase Reference)
NIST Chemistry Reference
Phenylpropiolic acid(637-44-5)
EPA Substance Registry System
2-Propynoic acid, 3-phenyl- (637-44-5)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36-24/25
WGK Germany 
3
TSCA 
Yes
HazardClass 
IRRITANT
HS Code 
29163900

MSDS

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Phenylpropiolic acid Usage And Synthesis

Chemical Properties

WHITE TO SLIGHTLY BEIGE FINE CRYSTALLINE POWDER

Uses

Phenylpropiolic Acid is used as a reagent in the high yield synthesis of 3,3-diphenylpropanoic acid derivatives via hydrophenylation and ionic hydrogenation with strong Lewis acids. It is also used in the synthesis of highly substituted aromatic rings via the alkyne-mediated approach which serve as templates for drug design.

Definition

ChEBI: An acetylenic compound that is propynoic acid in which the acetylenic hydrogen is replaced by a phenyl group.

Purification Methods

Crystallise the acid from *benzene, CCl4 (m 136o) or aqueous EtOH. The S-benzylisothiuronium salt has m 184-186o (from EtOH). [Beilstein 9 II 436, 9 III 3061, 9 IV 2327.]

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