10508-66-4

Usage

Type of compound

Alkyne

Presence of bonds

Carbon-carbon triple bonds

Usage

Building block for the synthesis of various aromatic compounds

Physical state

Colorless liquid at room temperature

Flammability

Highly flammable

Applications

Production of polymers, pharmaceuticals, and agrochemicals

Importance

Valuable tool for researchers and scientists in organic chemistry

Upstream product

• 74-96-4 ethyl bromide 
• 81588-19-4 1-ethylthio-4-phenyl-1-buten-3-yne 
• 36038-38-7 1,1,2-Trichlor-4-phenyl-1-buten-3-in 
• 75-03-6 ethyl iodide 
• 10508-63-1 1-phenylhex-2-yne-1,4-diol 
• 879560-02-8 (1,1-dibromobut-1-en-3-yn-2-yl)benzene 
• 50405-39-5 1-bromobut-1-yne 
• 536-74-3 phenylacetylene 
• 36038-37-6 3,4,4,4-Tetrachlor-1-phenyl-1-butin 
• 6181-26-6 1-trichloromethyl-3-phenyl-2-propyn-1-ol 
• 591-50-4 iodobenzene 

Relevant academic research and scientific papers

One-pot synthesis and functionalization of polyynes via alkylidene carbenoids

A one-pot, two-step method for the synthesis of diynes and triynes is reported. The reaction of a dibromoolefinic precursor with BuLi effects a Fritsch-Buttenberg-Wiechell rearrangement and generates a lithium acetylide intermediate, which is then trapped

Synthesis of 1,3-Diynes via Cadiot-Chodkiewicz Coupling of Volatile, in Situ Generated Bromoalkynes

A convenient Cadiot-Chodkiewicz protocol that facilitates the use of low molecular weight alkyne coupling partners is described. The method entails an in situ elimination from a dibromoolefin precursor and immediate subjection to copper-catalyzed conditions, circumventing the hazards of volatile brominated alkynes. The scope of this method is described, and the internal 1,3-diyne products are preliminarily evaluated in ruthenium-catalyzed azide-alkyne cycloadditions.

A new procedure for the synthesis of aryl- or hetaryl-substituted conjugated diynes

On treatment with two equivalents of NaNH2 in liquid ammonia the enyne sulfides RCC-CH=CHSEt (cis-isomers, where R is an aryl or a hetaryl) affords sodium salts of 1,3-diynes.The latter react with ethyl bromide to produce disubstituted diynes RCC-C

Polyynes, IV. Synthesis of Unsymmetrically Substituted Diacetylenes via 1,1,2-Trichloro-1-alken-3-ynes

Phenylacetylene (1a) and 1-hexyne (1b) react with bromo(ethyl)magnesium and trichloroacetaldehyde to the corresponding acetylenic carbinols 2.Successive treatment of 2 with phosphorus pentachloride and triethylamine furnishes via the 1,1,1,2-tetrachloro-3