16967-02-5

Usage

Uses

Used in Research and Laboratory Settings:
1-PHENYL-1-OCTYNE is used as a reagent in organic synthesis for its ability to facilitate the creation of various organic compounds, contributing to the advancement of chemical research.
Used in Pharmaceutical Development:
1-PHENYL-1-OCTYNE is utilized as a building block in the development of pharmaceuticals, indicating its potential to contribute to the discovery and synthesis of new medicinal agents.
Used in Agrochemical Development:
Similarly, in the agrochemical industry, 1-PHENYL-1-OCTYNE is employed as a component in the development of new agrochemicals, potentially enhancing crop protection and agricultural productivity.

InChI:InChI=1/C14H18/c1-2-3-4-5-6-8-11-14-12-9-7-10-13-14/h7,9-10,12-13H,2-6H2,1H3

Upstream product

• 3839-35-8 4-methylbenzenesulfonic acid n-hexylester 
• 6928-78-5 Bis(phenylethynyl)magnesium 
• 57718-15-7 (8-Iodo-oct-1-ynyl)-benzene 
• 592-93-8 1,1-difluoro-1-octene 
• 591-51-5 phenyllithium 
• 1188-92-7 Trihexylboran; Tri-n-hexylbor 
• 546-67-8 lead(IV) tetraacetate 
• 536-74-3 phenylacetylene 
• 591-50-4 iodobenzene 
• 629-05-0 n-octyne 
• 592-41-6 1-hexene 
• 98-80-6 phenylboronic acid 
• 108-90-7 chlorobenzene 
• 17763-67-6 Phenyl triflate 

Downstream Products

• 42036-72-6 (Z)-oct-1-enylbenzene 
• 6691-72-1 n-Hexyl-benzyl-ketazin 
• 125642-06-0 (E)-1-(1-phenyl-1-octenyl)cyclohexanol 
• 125642-07-1 (E)-1-(1-hexyl-2-phenylethenyl)cyclohexanol 
• 136583-55-6 (E)-N-phenyl-2-hexyl-3-phenyl-2-propenamide 
• 136583-56-7 (E)-N-phenyl-2-phenyl-2-nonenamide 
• 136583-58-9 (E)-N-butyl-2-phenyl-2-nonenamide 
• 136583-57-8 (E)-N-butyl-2-hexyl-3-phenyl-2-propenamide 

Relevant academic research and scientific papers

Highly satisfactory procedures for the Pd-catalyzed cross coupling of aryl electrophiles with in situ generated alkynylzinc derivatives.

[reaction: see text] Two new and very efficient procedures (Procedures A and B) are reported for the Pd-catalyzed cross coupling of aryl electrophiles with terminal alkynes via their in situ conversion into alkynylzinc derivatives. Procedure A is particul

Copper-free Sonogashira cross coupling in ionic liquids

In the present Letter the use of ionic liquids based on butylpyridinium salts (C4PyPF6, C4PyBF4, and C4PyNO3) is described in the Sonogashira reaction. Aiming the development of recyclable

Nickel-catalyzed oxidative coupling of alkynes and arylboronic acids using the metal-organic framework Ni2(BDC)2(DABCO) as an efficient heterogeneous catalyst

A crystalline porous metal-organic framework Ni2(BDC) 2(DABCO) was synthesized and characterized by X-ray powder diffraction (XRD), scanning electron microscopy (SEM), transmission electron microscopy (TEM), thermogravimetric analysis (TGA), Fourier transform infrared (FT-IR), atomic absorption spectrophotometry (AAS), and nitrogen physisorption measurements. Ni2(BDC)2(DABCO) could be used as an efficient and recyclable heterogeneous catalyst for the cross-coupling reaction between phenylboronic acids and phenylacetylenes in the presence of molecular oxygen in air as the stoichiometric oxidant. High conversions of the cross-coupling products were achieved with no homo-coupling products being detected by GC. Ni2(BDC)2(DABCO) exhibited significantly higher catalytic activity in the coupling reaction than that of other Ni-MOFs such as Ni3(BTC)2 and Ni(HBTC)(BPY). Zn 2(BDC)2(DABCO) and Co2(BDC)2(DABCO) were found to be completely inactive for the transformation, while the reaction using Cu2(BDC)2(DABCO) as the catalyst led to the formation of a 10% homo-coupling product. To the best of our knowledge, a nickel-based catalyst was not previously used for the oxidative coupling reactions between phenylacetylenes and phenylboronic acids. the Partner Organisations 2014.

Copper-free sonogashira coupling reaction in phosphonium amino acid ionic liquids

Phosphonium amino acid ionic liquids were found to be useful for the copper-free and amine-free Sonogashira coupling reaction. A hydrophobic and lipophobic ionic liquid permitted easy separation of the product from ionic liquid and catalyst, and the recov

Perfluorinated phosphine and hybrid P-O ligands for Pd catalysed C-C bond forming reactions in solution and on Teflon supports

The synthesis of two types of phosphine ligands that feature perfluorinated ponytails is reported. A bidentate (RfCH2CH2)2PCH2CH2P(CH2CH2Rf)2 (Rf = CF3(CFs

Versatile and an efficient Sonogashira coupling reaction catalyzed with modified Pd-functionalized TMU-16 as a novel and reusable nanocatalyst

This research paper, reports the preparation of palladium impregnated [Zn2(BDC)2(4-bpdh)]3DMF (Pd@TMU-16) with a simple liquid impregnation-reduction method as a novel and efficient catalyst with the high catalytic performance for co

Co3O4 nanoparticles embedded in triple-shelled graphitic carbon nitride (Co3O4/TSCN): a new sustainable and high-performance hierarchical catalyst for the Pd/Cu-free Sonogashira–Hagihara cross-coupling reaction

Inspired by the synthesis of triple-shelled periodic mesoporous organosilica hollow spheres, a straightforward and controllable approach for the preparation of Co3O4 NPs embedded in triple-shelled graphitic carbon nitride has been es

Iodonium Cation-Pool Electrolysis for the Three-Component Synthesis of 1,3-Oxazoles

The synthesis of 1,3-oxazoles from symmetrical and unsymmetrical alkynes was realized by an iodonium cation-pool electrolysis of I2 in acetonitrile with a well-defined water content. Mechanistic investigations suggest that the alkyne reacts with the acetonitrile-stabilized I+ ions, followed by a Ritter-type reaction of the solvent to a nitrilium ion, which is then attacked by water. The ring closure to the 1,3-oxazoles released molecular iodine, which was visible by the naked eye. Also, some unsymmetrical internal alkynes were tested and a regioselective formation of a single isomer was determined by two-dimensional NMR experiments.

Pd nanoparticles loaded on modified chitosan-Unye bentonite microcapsules: A reusable nanocatalyst for Sonogashira coupling reaction

This work investigates the preparation of a catalytic complex of palladium nanoparticles supported on novel Schiff base modified chitosan-Unye bentonite microcapsules (Pd NPs@CS-UN). The complex has been characterized by FT-IR, EDS, XRD, TEM, HRTEM, Raman

Regio- And stereoselective electrochemical synthesis of sulfonylated enethers from alkynes and sulfonyl hydrazides

An electrooxidative direct difunctionalization of internal alkynes with sulfonyl hydrazides has been developed for the construction of sulfonated enethers. In this transformation, metal catalysts or stoichiometric amount of oxidants are not required and molecular nitrogen and hydrogen are the sole byproducts, providing a simple and green approach for preparing various sulfonyl tetrasubstituted alkenes. Notably, the protocol could be efficiently scaled up and the follow-up procedures of the corresponding functionalized alkenes demonstrate the practicality of the electrochemical synthesis.