10401-11-3 | 3-Hydroxyphenylacetylene

Packsize	Purity	Availability	Price	Discounted Price
1g	96%	in stock	$18.00	$12.00
5g	96%	in stock	$85.00	$59.00
25g	96%	in stock	$413.00	$289.00
100g	96%	in stock	$1,535.00	$1,074.00

Description

• Catalog Number: AB64927
• Chemical Name: 3-Hydroxyphenylacetylene
• CAS Number: 10401-11-3
• Molecular Formula: C8H6O
• Molecular Weight: 118.13264000000001
• MDL Number: MFCD00078347
• SMILES: C#Cc1cccc(c1)O

Computed Properties

• Complexity: 131
• Covalently-Bonded Unit Count: 1
• Heavy Atom Count: 9
• Hydrogen Bond Acceptor Count: 1
• Hydrogen Bond Donor Count: 1
• Rotatable Bond Count: 1
• XLogP3: 1.8

Upstream Synthesis Route

3-Ethynylphenol, also known as 3-hydroxyphenylacetylene, is a versatile compound widely used in chemical synthesis due to its unique properties and reactivity. In organic chemistry, 3-Ethynylphenol serves as a valuable building block for the synthesis of various organic compounds and pharmaceutical intermediates.One of the key applications of 3-Ethynylphenol in chemical synthesis is its use as a precursor for the synthesis of aromatic compounds through Sonogashira coupling reactions. By reacting 3-Ethynylphenol with aryl halides in the presence of a palladium catalyst and a base, various substituted arylacetylenes can be synthesized efficiently. These arylacetylenes have diverse applications in material science, medicinal chemistry, and agrochemical industries.Additionally, 3-Ethynylphenol can undergo various functional group transformations, such as nucleophilic additions, electrophilic substitutions, and cross-coupling reactions, to introduce new functional groups into the molecule. This versatility makes 3-Ethynylphenol a valuable synthetic intermediate for the construction of complex organic molecules with specific properties and functionalities.Furthermore, 3-Ethynylphenol can be utilized in the synthesis of natural products, bioactive compounds, and ligands for transition metal-catalyzed reactions. Its unique structure and reactivity enable chemists to design and access novel molecules with potential applications in drug discovery, materials science, and catalysis.

Literature

• Use of 3-hydroxyphenylacetylene for activity-dependent, fluorescent labeling of bacteria that degrade toluene via 3-methylcatechol.

  Journal of microbiological methods 20031201