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HomeProduct name listPhenylpropiolic acid

Phenylpropiolic acid

Synonym(s):Phenylpropynoic acid

  • CAS NO.:637-44-5
  • Empirical Formula: C9H6O2
  • Molecular Weight: 146.14
  • MDL number: MFCD00004361
  • EINECS: 211-285-8
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-11-01 18:09:03
Phenylpropiolic acid Structural

What is Phenylpropiolic acid?

Chemical properties

WHITE TO SLIGHTLY BEIGE FINE CRYSTALLINE POWDER

The Uses of Phenylpropiolic acid

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.]

Properties of Phenylpropiolic acid

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
pka pK1:2.269 (35°C)
form  Fine Crystalline Powder
color  White to slightly beige
Water Solubility  freely soluble
BRN  742587
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)

Safety information for Phenylpropiolic acid

Signal word Warning
Pictogram(s)
ghs
Exclamation Mark
Irritant
GHS07
GHS Hazard Statements H315:Skin corrosion/irritation
H319:Serious eye damage/eye irritation
H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes P261:Avoid breathing dust/fume/gas/mist/vapours/spray.
P264:Wash hands thoroughly after handling.
P264:Wash skin thouroughly after handling.
P271:Use only outdoors or in a well-ventilated area.
P280:Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352:IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

Computed Descriptors for Phenylpropiolic acid

InChIKey XNERWVPQCYSMLC-UHFFFAOYSA-N

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