3-phenyl-2-propynoic acid, CAS No. 637-44-5

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637-44-5

Catalog No. EBD17748

CAS 637-44-5

Name 3-phenyl-2-propynoic acid

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Basic Information

Synonyms: acidephenylpropiolique 3-phenyl-2-propynoicacid Phenylpropiolicacid Phenylpropiolicacid,(3-Phenylpropynoicacid) PhenylpropioplicAcid Phenylacetylenecarboxylicacid~3-Phenylpropynoicacid Phenylpropiolicacid: 3-phenylprop-2-ynoicacid 3-phenylprop-2-ynoate phenylpropynoicacid 3-phenylpropiolicacid 3-phenylpropynoicacid phenyl-2-propynoicacid phenylpropargylicacid 3-phenylpropargylicacid b-phenylpropargylicacid phenylacetylenecarboxylicacid propiolicacid,phenyl-(6ci,8ci) phenylacetylenemonocarboxylicacid

Molecular Formula: C9H6O2

Molecular Weight: 146.14

MDL Number: MFCD00004361

Categories: Synthetic Chemistry > Organic Building Blocks > Carboxylic Acids and Esters Materials Chemistry > Optoelectronic and Organic Semiconductor Materials > OLED and Organic Optoelectronic Precursors

Product Description:

Phenylpropiolic acid is an organic compound characterized by a phenyl ring attached to a propiolic acid group (HC≡C-COOH). It is a white to off-white crystalline solid. The molecule features a terminal alkyne directly conjugated to a carboxylic acid, making it a versatile bifunctional building block. Its primary application is in organic synthesis and materials science. The carboxylic acid group allows for esterification or amide coupling, while the alkyne group is highly reactive in metal-catalyzed cross-coupling reactions (e.g., Sonogashira coupling) and cycloadditions (e.g., Huisgen 1,3-dipolar cycloaddition). This makes it a valuable precursor for constructing conjugated systems, which are essential in the development of organic electronic materials. It is specifically used as a key intermediate in the synthesis of various organic semiconductors, OLED (Organic Light-Emitting Diode) emitters, and nonlinear optical materials. The compound should be handled with care as it may cause skin and eye irritation. It is typically stored in a cool, dry place away from strong oxidizers.

Physical Properties

Melting Point: 135-137 °C(lit.)

Boiling Point: 302.6 °C at 760 mmHg

Flash Point: 151 °C

Density: 1.24 g/cm3

Solubility: freely soluble

Storage: 2-8°C