18685-03-5

Basic information

• Product Name: (E)-1-(4-chlorobut-3-en-1-ynyl)benzene
• Synonyms: (E)-1-(4-chlorobut-3-en-1-ynyl)benzene
• CAS NO: 18685-03-5
• Molecular Weight: 162.619
• Mol File: 18685-03-5.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: (E)-1-(4-chlorobut-3-en-1-ynyl)benzene(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-1-(4-chlorobut-3-en-1-ynyl)benzene(18685-03-5)
• EPA Substance Registry System: (E)-1-(4-chlorobut-3-en-1-ynyl)benzene(18685-03-5)

Safety Data

• Hazardous Substances Data: 18685-03-5(Hazardous Substances Data)

Upstream product

• 156-60-5 trans-1,2-dichloroethylene 
• 536-74-3 phenylacetylene 
• 28540-81-0 (E) 2-iodo-1-chloroethylene 

Downstream Products

• 596122-61-1 1-(trimethylsilyl)-8-phenyl-1,3,5,7-octatetrayne 
• 113860-44-9 1-(tert-butyldimethylsilyl)-6-phenyl-1,3,5-heptatriyne 
• 4300-27-0 1-phenyl-hepta-1,3,5-triyne 
• 919087-35-7 (E)-1-chloro-8-phenyl-1-octene-3,5,7-triyne 
• 5701-81-5 buta-1,3-diynylbenzene 
• 73349-18-5 trans-1-phenyl-3-octene-1-yne 
• 160006-23-5 (Z)-1-phenyloct-3-en-1-yne 
• 144488-73-3 ((E)-5-Methyl-hex-3-en-1-ynyl)-benzene 
• 13343-79-8 (E)-1,4-Diphenylbut-1-en-3-yne 
• 1595-64-8 1,5-diphenyl-penta-2,4-diyn-1-ol 
• 4009-22-7 agropyrene 
• 145297-40-1 E-1-phenyl-6-trimethylsilylhexa-1,5-diyn-3-ene 

Relevant articles and documents

Pd-Senphos Catalyzed trans-Selective Cyanoboration of 1,3-Enynes

The first trans-selective cyanoboration reaction of an alkyne, specifically a 1,3-enyne, is described. The reported palladium-catalyzed cyanoboration of 1,3-enynes is site-, regio-, and diastereoselective, and is uniquely enabled by the 1,4-azaborine-based Senphos ligand structure. Tetra-substituted alkenyl nitriles are obtained providing useful boron-dienenitrile building blocks that can be further functionalized. The utility of our method has been demonstrated with the synthesis of Satigrel, an anti-platelet aggregating agent.

Highly efficient and selective synthesis of conjugated triynes and higher oligoynes of biological and materials chemical interest via palladium-catalyzed alkynyl-alkenyl coupling

(Diagram presented) Iteration of a Pd-catalyzed reaction of alkynyl- and oligoynylzincs with (E)-ICH=CHCl followed by metalation-termination with electrophiles(E) has provided a linear route to conjugated tri- and tetraynes, and Pd-catalyzed monoalkynylation of 1,1-dibromoenynes accompanied by dehydrobromination has provided a convergent route to conjugated tri-, tetra-, and pentaynes. Both display unprecedented high efficiency and selectivity.

A strictly "pair"-selective synthesis of conjugated diynes via Pd-catalyzed cross coupling of 1,3-diynylzincs: A superior alternative to the Cadiot-Chodkiewicz reaction

(matrix presented) A strictly "pair"-selective synthesis of conjugated diynes via Pd-catalyzed cross coupling of 1,3-diynylzincs is described. This method, like the Cadiot-Chodkiewicz reaction, requires three steps for the synthesis of R1C≡CC≡CR2 from R1C≡CH, R2X, and HC≡CH. However, the high "pair"-selectivity permitting high-yield production of the desired conjugated diynes without separation of symmetrical diynes promises to make the present protocol superior to the Cadiot-Chodkiewicz reaction in many cases.