| Identification | More | [Name]
Phenylpropiolic acid | [CAS]
637-44-5 | [Synonyms]
3-PHENYL-2-PROPYNOIC ACID
3-PHENYLPROPYNOIC ACID
B-PHENYLPROPIOLIC ACID
PHENYLACETYLENECARBOXYLIC ACID
PHENYLPROPARGYLIC ACID
PHENYLPROPIOLIC ACID
PHENYLPROPYNOIC ACID
RARECHEM AL BE 0668
2-Propynoic acid, 3-phenyl-
3-phenyl-2-propynoicaci
3-Phenylpropiolic acid
b-Phenylpropargylic acid
Phenylacetylene monocarboxylic acid
Propiolic acid, 3-phenyl-
Propiolic acid, phenyl-
Phenylacetylenecarboxylic acid~3-Phenylpropynoic acid
Phenylpropioplic Acid
PHENYLPROPIOLIC ACID CRYSTALLINE
Phenylpropiolic acid, 98+%
3-Phenylpropargylic acid | [EINECS(EC#)]
211-285-8 | [Molecular Formula]
C9H6O2 | [MDL Number]
MFCD00004361 | [Molecular Weight]
146.14 | [MOL File]
637-44-5.mol |
| Chemical Properties | Back Directory | [Appearance]
WHITE TO SLIGHTLY BEIGE FINE CRYSTALLINE POWDER | [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. ]
0-6°C | [form ]
Fine Crystalline Powder | [pka]
pK1:2.269 (35°C) | [color ]
White to slightly beige | [Water Solubility ]
freely soluble | [BRN ]
742587 | [InChI]
InChI=1S/C9H6O2/c10-9(11)7-6-8-4-2-1-3-5-8/h1-5H,(H,10,11) | [InChIKey]
XNERWVPQCYSMLC-UHFFFAOYSA-N | [SMILES]
C(O)(=O)C#CC1=CC=CC=C1 | [CAS DataBase Reference]
637-44-5(CAS DataBase Reference) | [NIST Chemistry Reference]
Phenylpropiolic acid(637-44-5) | [EPA Substance Registry System]
637-44-5(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing .
S24/25:Avoid contact with skin and eyes . | [WGK Germany ]
3
| [TSCA ]
Yes | [HazardClass ]
IRRITANT | [HS Code ]
29163900 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 |
| Hazard Information | Back Directory | [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. | [Synthesis]
Add phenylacetylene 6 mmol and ultra-dry tetrahydrofuran 25-30 mL in a 100 mL reaction flask, followed by evacuation treatment, N2 protection, put the reaction flask into an ethanol solution at -78°C, and then continue to add n-butyllithium 6 mmol, and af | [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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