40888-26-4

Usage

Uses

Used in Research and Development:
2-Ethynyl-benzonitrile is used as a chemical intermediate for the synthesis of various organic compounds in research and development settings. Its unique structure with a benzene ring and nitrile functional group makes it a valuable building block for creating new molecules with specific properties and applications.
Used in Laboratory Applications:
In laboratory settings, 2-Ethynyl-benzonitrile serves as a reagent or precursor in various chemical reactions and processes. Its versatility and reactivity contribute to the development of new compounds and materials with potential applications in different industries.
Used in Pharmaceutical Industry:
2-Ethynyl-benzonitrile is used as a starting material or intermediate in the synthesis of pharmaceutical compounds. Its unique structure can be modified to create new drug candidates with potential therapeutic effects and applications in treating various diseases and medical conditions.
Used in Chemical Synthesis:
In the field of chemical synthesis, 2-Ethynyl-benzonitrile is employed as a key component in the preparation of various organic compounds. Its reactivity and compatibility with other chemical groups allow for the development of new molecules with specific properties, such as improved stability, solubility, or reactivity.
Used in Material Science:
2-Ethynyl-benzonitrile can be utilized in the development of new materials with unique properties, such as advanced polymers, coatings, or composites. Its incorporation into these materials can enhance their performance, durability, or functionality in various applications.

InChI:InChI=1/C9H5N/c1-2-8-5-3-4-6-9(8)7-10/h1,3-6H

Upstream product

• 607376-31-8 2-(2c-bromo-vinyl-(r))-benzonitrile 
• 67-56-1 methanol 
• 97308-62-8 1-(2-cyanophenyl)-2-(trimethylsilyl)acetylene 
• 2074-87-5 carbon nitride 
• 536-74-3 phenylacetylene 
• 2042-37-7 o-cyanobromobenzene 
• 74-86-2 acetylene 
• 994-89-8 tributylethynyltin 
• 55165-45-2 2-cyano-benzenediazonium tetrafluoroborate 
• 4387-36-4 2-iodobenzonitrile 
• 38846-64-9 2-ethynylbenzaldehyde 
• 1066-54-2 trimethylsilylacetylene 
• 2886-29-5 trans-3-(2-cyanophenyl)propenoic acid 
• 137648-47-6 1-iodo-2-ethynylbenzene 

Downstream Products

• 196080-59-8 2-[(3-cyanophenyl)-ethynyl]benzonitrile 
• 57341-97-6 2,2'-dicyanodiphenylacetylene 
• 244158-06-3 2-(3(Z)-undecen-1,5-diynyl)benzonitrile 
• 244158-07-4 2-(3(Z)-dodecen-1,5-diynyl)benzonitrile 
• 244158-08-5 2-(9-(2-tetrahydropyranyloxy)-3(Z)-nonen-1,5-diynyl)benzonitrile 
• 253435-24-4 2-(2-(4-(methyl)phenyl)ethynyl)benzonitrile 
• 351862-56-1 2-(2-(4-methoxyphenyl)ethynyl)benzonitrile 
• 457914-37-3 2{2-[2-(hept-1-ynyl)phenyl]ethynyl}benzonitrile 
• 702706-74-9 2-[7-(phenylthio)-3(Z)-heptene-1,5-diynyl]benzonitrile 
• 702707-07-1 2-(2-(2-(3-phenylthioprop-1-yn-1-yl)phenyl)ethynyl)benzonitrile 

Relevant academic research and scientific papers

Tertiary amines acting as Alkyl radical equivalents enabled by a P/N heteroleptic Cu(I) photosensitizer

An unprecedented exploration of tertiary amines as alkyl radical equivalents for cross-coupling with aromatic alkynes to access allylarenes has been achieved by a P/N heteroleptic Cu(I)based photosensitizer under photoredox catalysis conditions. Mechanist

Sulfuryl Fluoride Mediated Conversion of Aldehydes to Nitriles

Aliphatic, aromatic, and heteroaromatic aldehydes were readily converted to corresponding nitriles in a one-pot reaction sequence with hydroxylamine and sulfuryl fluoride. The reaction proceeds at room temperature, does not require metal catalysts and special precautions, and produces nitriles in excellent yields. It is compatible with a variety of functional groups, can be performed in aqueous and organic solvents, and is readily scalable to multigram quantities. Mild conditions and high selectivity of the reaction enabled the construction of polyfunctional probes containing nitrile, alkyne, azide, and fluorosulfate groups for further orthogonal derivatization.

Lanthanide-Catalyzed Tandem Insertion of Secondary Amines with 2-Alkynylbenzonitriles: Synthesis of Aminoisoindoles

A lanthanide-catalyzed intermolecular hydroamination of 2-alkynylbenzonitriles with secondary amines has been disclosed, providing a streamlined access to a range of aminoisoindoles in moderate to excellent yields. The salient features of this reaction in

Gold(i)-catalyzed cross-coupling reactions of aryldiazonium salts with organostannanes

Gold(i)-catalyzed cross-coupling reactions of aryldiazonium salts with organostannanes are described. This redox neutral strategy offers an efficient approach to diverse biaryls, vinyl arenes and arylacetylenes. Monitoring the reaction with NMR and ESI-MS provided strong evidence for the in situ formation of Ph3PAuIR (R = aryl, vinyl and alkynyl) species which is crucial for the activation of aryldiazonium salts.

Synthesis of N-Heteroaromatic Compounds through Cyclocarbonylative Sonogashira Reactions

A protocol based on cyclocarbonylative Sonogashira reactions has been developed for the synthesis of nitrogen-containing heterocycles. The process is carried out under CO pressure, in the presence of a small amount of PdCl2(PPh3)sub

Synthesis of naphthalene amino esters and arylnaphthalene lactone lignans through tandem reactions of 2-alkynylbenzonitriles

Tandem reaction of 2-alkynylbenzonitriles with a Reformatsky reagent turned out to be a novel and efficient approach toward 1-aminonaphthalene-2- carboxylates. Interestingly, with 2-(3-hydroxyprop-1-ynyl)benzonitriles as the substrates, a more sophisticat

Layer-type organosilver(I) complexes assembled with nitrate and functionalized phenylethynide ligands

A series of seven silver(I) nitrate complexes containing new ligands each composed of a functionalized phenyl nucleus bearing a terminal ethynyl substituent has been synthesized and characterized by single-crystal X-ray analysis. The coordination preferen

Metal-free oxidative trifluoromethylthiolation of terminal alkynes with CF3SiMe3 and elemental sulfur

A metal-free oxidative trifluoromethyl-thiolation of terminal alkynes using readily available CF3SiMe3 and elemental sulfur at room temperature has been developed. This reaction provides an efficient and convenient method for the preparation of alkynyl trifluoromethyl sulfides bearing a wide range of functional groups. Preliminary investigation revealed that elemental sulfur instead of air acted as the oxidant.

Formation of indoles, dihydroisoquinolines, and dihydroquinolines by ruthenium-catalyzed heterocyclizations

Indoles, dihydroisoquinolines, and dihydroquinolines were efficiently prepared by ruthenium-catalyzed heterocyclizations of aromatic homo- and bis-homopropargyl amines/amides in the presence of an amine/ammonium base-acid pair. These regioselective 5-endo and 6-endo cyclizations most probably occur by nucleophilic trapping of key ruthenium-vinylidene intermediates. Georg Thieme Verlag Stuttgart · New York.

Ruthenium-catalyzed cycloisomerization of aromatic homo- and bis-homopropargylic amines/amides: Formation of indoles, dihydroisoquinolines and dihydroquinolines

Ruthenium-catalyzed cycloisomerizations of aromatic homo- and bis-homopropargylic amines/amides efficiently afford indoles, dihydroisoquinolines and dihydroquinolines. These processes were regioselective (5- and 6-endo cyclizations) on using key Ru vinylidene intermediates. The presence of an amine/ammonium base-acid pair increased the rate of cyclization and facilitated the catalytic turnover. Copyright