80151-16-2

Basic information

• Product Name: 4-(3-HYDROXY-PROP-1-YNYL)-BENZONITRILE
• Synonyms: AKOS PRN-0103;4-(3-HYDROXY-PROP-1-YNYL)-BENZONITRILE;4-(3-HYDROXY-1-PROPYNYL)BENZONITRILE;3-(4-CYANOPHENYL)PROP-2-YN-1-OL
• CAS NO: 80151-16-2
• Molecular Formula: C₁₀H₇NO
• Molecular Weight: 157.17
• Mol File: 80151-16-2.mol
• Article Data: 40

Chemical Properties

• Boiling Point: 324.2 °C at 760 mmHg
• Flash Point: 149.8 °C
• Appearance: /
• Density: 1.2 g/cm³
• Vapor Pressure: 0.000102mmHg at 25°C
• Refractive Index: 1.604
• CAS DataBase Reference: 4-(3-HYDROXY-PROP-1-YNYL)-BENZONITRILE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(3-HYDROXY-PROP-1-YNYL)-BENZONITRILE(80151-16-2)
• EPA Substance Registry System: 4-(3-HYDROXY-PROP-1-YNYL)-BENZONITRILE(80151-16-2)

Safety Data

• Hazard Codes: Xi
• Hazardous Substances Data: 80151-16-2(Hazardous Substances Data)

Usage

General Description

4-(3-Hydroxy-prop-1-ynyl)-benzonitrile is a chemical compound with the molecular formula C10H7NO. It is a yellowish crystalline powder that is insoluble in water but soluble in organic solvents. 4-(3-HYDROXY-PROP-1-YNYL)-BENZONITRILE is used in organic synthesis as a building block for the preparation of various biologically active compounds and pharmaceuticals. It is also used as a precursor for the synthesis of heterocyclic compounds and as a reagent in chemical research. Additionally, it has been studied for its potential biological activities, including its anti-inflammatory and antiproliferative properties. Overall, 4-(3-Hydroxy-prop-1-ynyl)-benzonitrile is a versatile chemical with diverse applications in both research and industry.

InChI:InChI=1/C10H7NO/c11-8-10-5-3-9(4-6-10)2-1-7-12/h3-6,12H,7H2

Upstream product

• 107-19-7 propargyl alcohol 
• 19070-80-5 n-<(trimethylsiloxy)methyl>phthalimide 
• 75867-40-2 4-[2-(trimethylsilyl)ethynyl]benzonitrile 
• 623-03-0 4-Cyanochlorobenzene 
• 3058-39-7 4-iodobenzonitrile 
• 5582-62-7 1-trimethylsilyloxy-2-propyne 
• 623-00-7 4-bromobenzenecarbonitrile 

Downstream Products

• 1268381-70-9 4-(3-(3-p-tolylprop-2-ynylthio)prop-1-ynyl)benzonitrile 
• 1268381-65-2 4-(3-(3-p-tolylprop-2-ynylsulfonyl)prop-1-ynyl)benzonitrile 
• 62043-82-7 4-Cyanobenzylhydroxymethylketon 
• 207119-82-2 4-(furan-3-yl)benzonitrile 
• 3032-92-6 4-cyanophenylacetylene 
• 474706-35-9 4-(1H-pyrazol-3-yl)-benzonitrile 
• 314267-83-9 4-(5-isoxazolyl)benzonitrile 

Relevant articles and documents

Zeolitic imidazolate frameworks-67 (ZIF-67) supported PdCu nanoparticles for enhanced catalytic activity in Sonogashira-Hagihara and nitro group reduction under mild conditions

A bimetallic PdCu supported on amine functionalized ZIF-67 is shown to be efficient catalyst in Sonogashira-Hagihara coupling reaction of aryl iodides at room temperature and aryl bromides at 40 oC. In addition, the catalyst is used in the reduction of 4-

Transition-metal-free and facile synthesis of 3-alkynylpyrrole-2,4-dicarboxylates from methylene isocyanides and propiolaldehyde

A transition-metal-free, facile and efficient method for the synthesis of 3-alkynylpyrrole-2,4-dicarboxylates from methylene isocyanides and propiolaldehyde with moderate to good yields has been developed. The direct transformation process and good tolerance of various substituents make it an alternative approach to previous protocols, and potential applications of these investigated compounds are expected with or without post-modifications.

Regioselective Iron-Catalysed Cross-Coupling Reaction of Aryl Propargylic Bromides and Aryl Grignard Reagents

An iron-catalysed Kumada-type cross-coupling reaction between aryl substituted propargylic bromides and arylmagnesium reagents has been developed. Propargylic coupling products were the main or only outcome, and propargyl/allene regioselectivity was shown to depend on the electronic nature of the substituents on the triple bond of the substrate and on the arylmagnesium halide. Best selectivities were observed when electron donating substituents were present in either reagent. The process is stereoespecific, occurs with configuration inversion and no carbon-based radicals seem to be involved in the mechanism. (Figure presented.).