1504-58-1

Usage

Uses

Used in Agricultural Applications:
3-PHENYL-2-PROPYN-1-OL is used as a soil additive for its inhibitory effect on nitrification in soil. This application helps in managing the nitrogen cycle and reducing the loss of nitrogen as a greenhouse gas, thereby promoting more sustainable agricultural practices.
Used in Pharmaceutical Applications:
3-PHENYL-2-PROPYN-1-OL is used as an active pharmaceutical ingredient due to its potential bactericidal and fungicidal properties. Its ability to inhibit the growth of harmful microorganisms makes it a promising candidate for the development of new drugs and treatments, particularly in the context of antibiotic resistance.
Used in Chemical Synthesis:
3-PHENYL-2-PROPYN-1-OL, being a phenyl acetylene derivative, can be used as a key intermediate in the synthesis of various organic compounds. Its unique structure allows for further chemical modifications and the creation of new molecules with specific properties and applications in various industries, such as materials science, pharmaceuticals, and agrochemicals.

Synthesis Reference(s)

Journal of Medicinal Chemistry, 40, p. 1230, 1997 DOI: 10.1021/jm960467dSynthetic Communications, 26, p. 3593, 1996 DOI: 10.1080/00397919608003770

InChI:InChI=1/C9H8O/c10-8-4-7-9-5-2-1-3-6-9/h1-3,5-6,10H,8H2

Upstream product

• 2579-22-8 Phenylpropargyl aldehyde 
• 40327-02-4 acetic acid-(2,3-dibromo-3-phenyl-propyl ester) 
• 4891-38-7 phenylpropynoic acid methyl ester 
• 591-50-4 iodobenzene 
• 107-19-7 propargyl alcohol 
• 50-00-0 formaldehyd 
• 536-74-3 phenylacetylene 
• 2216-94-6 phenylpropynoic acid ethyl ester 
• 78134-77-7 1-Phenyl-prop-1-in-3-yl-nonafluor-n-butansulfinat 
• 108-86-1 bromobenzene 
• 83263-29-0 erythro-2,3-dibromo-3-phenylpropanol 
• 1794-48-5 1-bromo-3-phenylprop-2-yne 
• 67242-58-4 3-phenylethynyl magnesium iodide 
• 75-11-6 diiodomethane 

Downstream Products

• 5650-41-9 3-hydroxy-1-phenylpropan-1-one 
• 4510-34-3 (Z)-cinnamyl alcohol 
• 3355-31-5 1-chloro-3-phenyl-2-propyne 
• 768-03-6 Phenyl vinyl ketone 
• 1794-48-5 1-bromo-3-phenylprop-2-yne 
• 37559-18-5 3-phenylprop-2-ynyl acetate 
• 3095-10-1 diethyl (1-phenylpropa-1,2-dienyl)phosphonate 
• 5665-75-8 (E)-2-butyl-3-phenylprop-2-en-1-ol 
• 37559-22-1 3-phenylprop-2-yn-1-yl formate 
• 57187-83-4 3-(((3-methylbut-2-en-1-yl)oxy)prop-1-yn-1-yl)benzene 
• 57187-82-3 (3-((2-methylallyl)oxy)prop-1-yn-1-yl)benzene 
• 16928-12-4 1-(3-Phenylpropin-⁽²⁾-oxy)-1-(3-hexinoxy)-ethan 
• 16928-13-5 1-(3-Phenylpropin-⁽²⁾-oxy)-1-phenoxy-ethan 
• 16928-16-8 1,1-Bis-(3-phenylpropin-⁽²⁾-oxy)-ethan 

Relevant academic research and scientific papers

Magnetic covalent hybrid of graphitic carbon nitride and graphene oxide as an efficient catalyst support for immobilization of Pd nanoparticles

For the first time a magnetic carbon based hybrid catalyst, Pd@g-C3N4-Fe-GO, is prepared through covalent conjugation of magnetic graphitic carbon nitride and graphene oxide followed by incorporation of Pd nanoparticles. First, the formation of the catalyst was confirmed via XRD, TG, BET, TEM, FTIR, ICP and VSM analyses and then its catalytic activity for promoting Suzuki and Sonogashira coupling reactions under mild reaction condition was investigated. To elucidate whether hybridization of two carbon materials could improve the catalytic activity, the catalytic activity of the catalyst was compared with the control catalysts (Pd@g-C3N4 -GO, Pd@g-C3N4-Fe, Pd@ Fe-GO, Pd@g-C3N4, Pd@GO and the GO/g-C3N4 physical hybrid). Moreover, the role of magnetic nanoparticles in the catalytic performance was confirmed. Notably, the catalytic activities of the catalyst and the control sample prepared via physical hybridization of two carbon materials were compared to confirm the effect of covalent conjugation on the catalytic activity. Moreover, the study of the substituent effect of p-substituted phenyl iodides was considered by Hammett plot, which revealed a beneficial effect of electron-withdrawing side groups for the C–C coupling reaction. Finally, the recyclability of Pd@g-C3N4-Fe-GO as well as leaching of Pd and magnetic nanoparticles was studied.

Gold(I)-Initiated Cycloisomerization/Diels-Alder/Retro-Diels-Alder Cascade Strategy to Biaryls

A unique approach to biaryls was developed on the basis of propargyl vinyl ethers and dienophiles substrates via a gold(I)-initiated cycloisomerization/Diels-Alder/retro-Diels-Alder cascade reaction. The scope and mechanism of the reaction were investigated on the basis of a series of synthetic substrates, control experiments, and DFT calculations.

A Garratt-Braverman cyclization route towards the synthesis of phenanthridine derivatives and their DNA-binding studies

Garratt-Braverman cyclization has been employed to synthesize a series of dihydroisofuran fused phenanthridine derivatives. The established protocol proposes a simpler synthetic alternative to have access to these therapeutically relevant cytotoxic scaffo

Synthesis of Pyrrolo[2,1,5- cd]indolizine Rings via Visible-Light-Induced Intermolecular [3+2] Cycloaddition of Indolizines and Alkynes

A range of indolizine smoothly underwent visible-light-induced intermolecular [3+2] annulations with internal alkynes to afford pyrrolo[2,1,5-cd]indolizine in good to excellent yields with high regioselectivity. Through this cascade reaction, a series of fluoroactive fused indolizines with a large π-system were conveniently synthesized. The usage of visible light as energy source with air as a stoichiometric oxidant under simple conditions makes this process attractive and practical.

Pd(0) nanoparticles immobilized on multinitrogen functionalized halloysite for promoting Sonogashira reaction: studying the role of the number of surface nitrogens in catalytic performance

Halloysite nanoclay, Hal, was amine-functionalized and subsequently reacted with 2,4,6-trichloro-1,3,5-triazine, TCT, and ethylenediamine, EDA, to provide multinitrogen containing functionality on the surface of Hal. The resulting surface-modified Hal, Ha

Visible Light-Induced Cascade Cyclization of 3-Aminoindazoles, Ynals, and Chalcogens: Access to Chalcogen-Containing Pyrimido[1,2- b]-indazoles

A direct cascade cyclization of 3-aminoindazoles, ynals, and accessible chalcogens facilitated by visible light has been developed. A series of fluoroactive selenium/tellurium-substituted pyrimido[1,2-b]-indazoles were easily accessed in moderate to good yields with a broad scope. Furthermore, we surveyed the spectral properties of selenide pyrimido[1,2-b]-indazoles prepared by this method.

Copper-Catalyzed Intermolecular Trifluoromethylazidation and Trifluoromethylthiocyanation of Allenes: Efficient Access to CF3-Containing Allyl Azides and Thiocyanates

A mild and efficient method for copper-catalyzed trifluoromethylazidation and trifluoromethylthiocyanation of allenes was explored. A series of CF3-containing allyl azides and thiocyanates were obtained with high yields and good stereoselectivi

PdCo bimetallic nanoparticles supported on PPI-grafted graphene as an efficient catalyst for Sonogashira reactions

A highly active catalyst based on PdCo alloy nanoparticles supported on polypropylenimine dendrimers, grown on graphene nanosheets, was synthesized and used for carbon-carbon cross-coupling Sonogashira reactions. The prepared catalyst facilitated a facile, efficient and environmentally friendly procedure for the Sonogashira reaction under copper and solvent free conditions using ultrasound irradiation at room temperature. The results showed that the catalyst could be easily recovered and reused several times without significant loss of activity.

On the Enantioselective Rhodium-Catalyzed Enyne Cyclization

Several chiral ligands were tested in the enantioselective rhodium-catalyzed enyne cyclization, but none gave results comparable to the BINAP ligand. Among the tested catalyst precursors the soon to be commercially available [(COD)Rh(H2O)2

One-Pot Regiospecific Synthesis of Indolizines: A Solvent-Free, Metal-Free, Three-Component Reaction of 2-(Pyridin-2-yl)acetates, Ynals, and Alcohols or Thiols

A novel approach for the synthesis of indolizines from 2-(pyridin-2-yl)acetates, ynals, and alcohols or thiols has been developed. This MCR (multicomponent reaction) that proceeds under the solvent- and metal-free conditions has provided a straightforward path to construct indolizines. Furthermore, this reaction demonstrates other attractive features such as widely available starting materials, mild conditions, good functional group tolerance, and high efficiency.