53544-89-1

Basic information

• Product Name: Benzene, 1,1'-(1-methyl-1,2-propadiene-1,3-diyl)bis-
• CAS NO: 53544-89-1
• Molecular Formula: C16H14
• Molecular Weight: 206.287
• Mol File: 53544-89-1.mol
• Article Data: 25

Chemical Properties

• CAS DataBase Reference: Benzene, 1,1'-(1-methyl-1,2-propadiene-1,3-diyl)bis-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene, 1,1'-(1-methyl-1,2-propadiene-1,3-diyl)bis-(53544-89-1)
• EPA Substance Registry System: Benzene, 1,1'-(1-methyl-1,2-propadiene-1,3-diyl)bis-(53544-89-1)

Safety Data

• Hazardous Substances Data: 53544-89-1(Hazardous Substances Data)

Upstream product

• 51346-95-3 PhSO₂C(Li)HPh 
• 1402231-80-4 2-(S)-(p-tolylsulfinyl)-1-((R)-4-phenylbut-3-yn-2-yl)benzene 
• 536-74-3 phenylacetylene 
• 32398-66-6 (R)-1-phenylbuta-2-yn-1-ol 
• 98-80-6 phenylboronic acid 
• 302934-10-7 (S)-1-ethyl-2-(p-tolylsulfinyl)benzene 
• 28995-88-2 1-methyl-4-((phenylethynyl)sulfonyl)benzene 
• 13061-96-6 dihydroxy-methyl-borane 
• 261759-73-3 carbonic acid 1,3-diphenylprop-2-ynyl ester methyl ester 
• 1817-49-8 1,3-diphenyl-1-propyn-3-ol 
• 75-24-1 trimethylaluminum 
• 5876-69-7 2,4-diphenylbut-3-yn-2-ol 
• 98-86-2 acetophenone 
• 58040-58-7 (+/-)-(R)-but-1-yne-1,3-diyldibenzene 

Downstream Products

• 35632-82-7 [(1E)-3-phenylbuta-1,3-dien-1-yl]benzene 
• 3817-93-4 1,3-diphenylbuta-1,3-diene 
• 1607822-36-5 2,4,6-triphenyl-3,6-dihydro-2H-1,2-oxazine 

Relevant articles and documents

Cadmium iodide mediated allenylation of terminal alkynes for the synthesis of methyl-substituted allenes

A cadmium iodide mediated tandem reaction involving amine and two molecules of terminal alkynes for the synthesis of trisubstituted allenes has been developed. By applying this protocol, methyl-substituted allenes may be obtained easily from two molecules of terminal alkynes and pyrrolidine via methyl ketoniminium and propargylic amine formation, 1,5-hydride transfer and β-elimination.

Catalytic Electrophilic Thiocarbocyclization of Allenes

An efficient approach via catalytic electrophilic thiocarbocyclization of allenes to construct indene-based sulfides with excellent regioselectivities is disclosed. The reactions were carried out at low temperatures by selenide catalysis in the presence o

Synthesis of multi-substituted allenes from organoalane reagents and propargyl esters by using a nickel catalyst

A highly efficient and simple route for the synthesis of multi-substituted allenes has been developed by a nickel catalyzed SN2′ substitution reaction of propargyl esters with organic aluminium reagents under mild conditions, which gave the corresponding multi-substituted allenes in good to excellent yields (up to 92%) and high selectivities (up to 99%) at 60 °C for 6 h in THF. Aryls bearing electron-donating or electron-withdrawing groups in propargyl esters gave products in good yields. In addition, the multi-substituted allenes bearing a thienyl or a pyridyl group were obtained in 95-97% selectivities with isolated yields of 72-83%. Furthermore, the SN2′ substitution reaction worked efficiently with propargyl carbonate compounds as well. On the basis of the experimental results, a possible catalytic cycle has been proposed.

Tri(o-tolyl)phosphine for highly efficient Suzuki coupling of propargylic carbonates with boronic acids

A highly efficient catalytic system consisting of Pd2(dba)3·CHCl3 and tri(o-tolyl)phosphine has been identified for the coupling of propargylic carbonates with different types of organo boronic acids at room temperature. Excellent central-to-axial chirality transfer was also demonstrated.