1608-03-3

Basic information

• Product Name: Benzene, 1-buten-3-ynyl-, (Z)-
• CAS NO: 1608-03-3
• Molecular Formula: C10H8
• Molecular Weight: 128.174
• Mol File: 1608-03-3.mol
• Article Data: 48

Chemical Properties

• CAS DataBase Reference: Benzene, 1-buten-3-ynyl-, (Z)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene, 1-buten-3-ynyl-, (Z)-(1608-03-3)
• EPA Substance Registry System: Benzene, 1-buten-3-ynyl-, (Z)-(1608-03-3)

Safety Data

• Hazardous Substances Data: 1608-03-3(Hazardous Substances Data)

Upstream product

• 69142-92-3 4-chloro-4-phenyl-but-1-yne 
• 275-51-4 azulene 
• 18243-59-9 (2-bromoethynyl)trimethylsilane 
• 62072-25-7 (E)-2-phenylethenyldicyclohexylborane 
• 66315-07-9 (E)-phenyl-1-ethenyl-di(3-methyl-2-butyl)borane 
• 96-09-3 styrene oxide 
• 1743-36-8 1-phenylbut-3-yn-1-ol 
• 1457-42-7 pyridazinyl-N-oxide 
• 108-86-1 bromobenzene 
• 58335-31-2 1,3-dilithiopropyne 
• 100-52-7 benzaldehyde 
• 102-92-1 Cinnamoyl chloride 
• 140-10-3 (E)-3-phenylacrylic acid 
• 103-64-0 bromostyrene 

Downstream Products

• 935-01-3 (Z)-1-phenylbuten-3-yne 
• 1608-03-3 (E)-but-1-en-3-yn-1-ylbenzene 
• 13141-45-2 (Z)-1,4-diphenylbut-1-ene-3-yne 
• 1612145-39-7 (R,E)-2,6-diphenylhex-5-en-3-yn-2-ol 
• 1612145-71-7 (R,E)-[5-(allyloxy)hex-1-en-3-yne-1,5-diyl]dibenzene 
• 1203605-80-4 (E)-2-oxo-4-phenyl-N-p-tolylbut-3-enamide 

Relevant articles and documents

Cu-mediated or metal-free alkylation of gem-dibromoalkenes with tertiary, secondary and primary alkyl Grignard reagents

A novel copper-mediated or transition-metal-free alkylation of gem-dibromoalkenes with tertiary, secondary and primary alkyl Grignard reagents was described. The outcomes of these reactions were found to be highly dependent on the reaction conditions and

Aminium cation-radical catalysed selective hydration of (E)-aryl enynes

The hydration of carbon-carbon triple bonds is an important and atom economic synthetic transformation. Herein, we report a mild and selective method for the catalytic Markovnikov hydration of (E)-aryl enynes to the corresponding enones, mediated through the bench-stable aminium salt, tris(4-bromophenyl)ammoniumyl hexachloroantimonate (TBPA). The chemoselective and diastereoselective method proceeds under neutral metal-free conditions, delivering excellent product yields from terminal and internal alkyne units. The synthesis of biologically important (E)-3-styrylisocoumarins, including a formal synthesis of the natural product achlisocoumarin III, demonstrates the utility of this novel transformation.

Iron-Catalyzed Tertiary Alkylation of Terminal Alkynes with 1,3-Diesters via a Functionalized Alkyl Radical

Direct oxidative C(sp)?H/C(sp3)?H cross-coupling offers an ideal and environmentally benign protocol for C(sp)?C(sp3) bond formations. As such, reactivity and site-selectivity with respect to C(sp3)?H bond cleavage have remained a persistent challenge. Herein is reported a simple method for iron-catalyzed/silver-mediated tertiary alkylation of terminal alkynes with readily available and versatile 1,3-dicarbonyl compounds. The reaction is suitable for an array of substrates and proceeds in a highly selective manner even employing alkanes containing other tertiary, benzylic, and C(sp3)?H bonds alpha to heteroatoms. Elaboration of the products enables the synthesis of a series of versatile building blocks. Control experiments implicate the in situ generation of a tertiary carbon-centered radical species.