16664-52-1

Basic information

• Product Name: hex-5-en-1-yn-1-ylbenzene
• Synonyms: hex-5-en-1-yn-1-ylbenzene
• CAS NO: 16664-52-1
• Molecular Weight: 156.227
• Mol File: 16664-52-1.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: hex-5-en-1-yn-1-ylbenzene(CAS DataBase Reference)
• NIST Chemistry Reference: hex-5-en-1-yn-1-ylbenzene(16664-52-1)
• EPA Substance Registry System: hex-5-en-1-yn-1-ylbenzene(16664-52-1)

Safety Data

• Hazardous Substances Data: 16664-52-1(Hazardous Substances Data)

Upstream product

• 67-56-1 methanol 
• 1191-99-7 2,3-dihydro-2H-furan 
• 536-74-3 phenylacetylene 
• 1483-82-5 phenylethynyl chloride 
• 7103-09-5 4-but-1-enylmagnesium bromide 
• 108-86-1 bromobenzene 
• 70214-59-4 5-phenylpent-4-ynal 
• 1779-49-3 Methyltriphenylphosphonium bromide 
• 24595-58-2 5-phenylpent-4-yn-1-ol 
• 5390-04-5 pent-1-yn-5-ol 
• 5162-44-7 1-bromo-4-butene 
• 16664-48-5 6-bromo-1-phenyl-1-hexyne 

Downstream Products

• 1383451-92-0 4-(5,6-dimethyl-3-methylenehept-5-en-1-yl)-3-phenylcyclohex-3-en-1-one 
• 1942-82-1 [1,1′-biphenyl]-2-yldimethylphosphine oxide 

Relevant articles and documents

Iron-Catalyzed Cross-Coupling of Alkynyl and Styrenyl Chlorides with Alkyl Grignard Reagents in Batch and Flow

Transition-metal-catalyzed cross-coupling chemistry can be regarded as one of the most powerful protocols to construct carbon–carbon bonds. While the field is still dominated by palladium catalysis, there is an increasing interest to develop protocols that utilize cheaper and more sustainable metal sources. Herein, we report a selective, practical, and fast iron-based cross-coupling reaction that enables the formation of Csp?Csp3 and Csp2?Csp3 bonds. In a telescoped flow process, the reaction can be combined with the Grignard reagent synthesis. Moreover, flow allows the use of a supporting ligand to be avoided without eroding the reaction selectivity.

Multidirectional cobalt-catalyzed diels-alder/1,4-hydrovinylation sequences

The combination of two powerful cobalt-catalyzed carbon-carbon bond forming transformations, namely, the Diels-Alder and the 1,4-hydrovinylation reaction, in a tandem or a sequential one-pot procedure, opened up a concise and efficient route to polysubstituted aromatic systems and cyclohex-3-enone derivatives. Furthermore, ozonolysis of the latter products led to polycarbonyl compounds with tailored carbonyl group distances which could be characterized via their respective BF2-borinane complexes. The cobalt catalysts tolerated several functional groups, and a flexible approach to polyfunctionalized compounds in concise fashion was described.

FREE RADICAL REARRANGEMENTS OF ORGANOCOBALOXIMES: ALKYNYL TO CYCLOALKYLIDENE AND HEXENYL TO CYCLOPENTYLMETHYL

Under irradiation by tungsten light in pyridine solution, several substituted alkylcobaloximes undergo rearrangement to more stable substituted alkyl- or alkenyl-cobaloximes.When the same reactions are carried out in the presence of carbon tetrachloride or chloroform, no rearranged organobaloximes are obtained, but a variety of organic products are obtained derived from the interception of transient organic radicals by the halogenated solvent.The rearrangements are rationalised in terms of a reversible homolysis of the carbon-cobalt bond, rearrangement of the organic radical and recapture by the cobalt(II) fragment to give complexes that are more stable to irradiation than their precursors.