142521-08-2

Basic information

• Product Name: 1,1-dibromo-2-(4-isopropylphenyl)ethene
• Synonyms: 1,1-dibromo-2-(4-isopropylphenyl)ethene
• CAS NO: 142521-08-2
• Molecular Weight: 304.024
• Mol File: 142521-08-2.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: 1,1-dibromo-2-(4-isopropylphenyl)ethene(CAS DataBase Reference)
• NIST Chemistry Reference: 1,1-dibromo-2-(4-isopropylphenyl)ethene(142521-08-2)
• EPA Substance Registry System: 1,1-dibromo-2-(4-isopropylphenyl)ethene(142521-08-2)

Safety Data

• Hazardous Substances Data: 142521-08-2(Hazardous Substances Data)

Upstream product

• 558-13-4 carbon tetrabromide 
• 122-03-2 (4-isopropylbenzaldehyde) 

Downstream Products

• 23152-99-0 p-ethynylcumene 
• 2055-40-5 4-isopropylstyrene 
• 642093-52-5 (E)-1-bromo-2-(4-isopropylphenyl)ethene 
• 325793-45-1 2-(4-isopropyl-phenylethynyl)-benzothiazole 
• 1262966-48-2 (E)-diisopropyl 4-isopropylstyrylphosphonate 
• 857618-34-9 2-(4-isopropylphenyl)-2-oxoethyl acetate 
• 1284280-22-3 4-(4-isopropylphenyl)-1H-1,2,3-triazole 
• 1357358-07-6 C₁₁H₁₂⁽²⁾HN₃ 
• 1375415-39-6 (E)-N-benzyl-1-fluoro-2-(4-isopropylphenyl)-N-tosylethenamine 
• 1375415-67-0 N-benzyl-N-[(4-isopropylphenyl)ethynyl]-4-methylbenzenesulfonamide 
• 1364658-59-2 (Z)-1-bromo-1-(2,2,2-trifluoroethoxy)-2-(4-isopropylphenyl)ethene 
• 1373265-36-1 C₁₈H₁₆N₂ 
• 1373265-45-2 C₁₈H₁₆N₂ 
• 35672-49-2 1,4-Di-p-isopropylphenylbuta-1,3-diin 

Relevant articles and documents

Cobalt-Catalyzed Chemo- and Enantioselective Hydrogenation of Conjugated Enynes

Asymmetric hydrogenation is one of the most powerful methods for the preparation of single enantiomer compounds. However, the chemo- and enantioselective hydrogenation of the relatively inert unsaturated group in substrates possessing multiple unsaturated bonds remains a challenge. We herein report a protocol for the highly chemo- and enantioselective hydrogenation of conjugated enynes while keeping the alkynyl bond intact. Mechanism studies indicate that the accompanying Zn2+ generated from zinc reduction of the CoII complex plays a critical role to initiate a plausible CoI/CoIII catalytic cycle. This approach allows for the highly efficient generation of chiral propargylamines (up to 99.9 % ee and 2000 S/C) and further useful chemical transformations.

A Radical-Initiated Fragmentary Rearrangement Cascade of Ene-Ynamides to [1,2]-Annulated Indoles via Site-Selective Cyclization

Straightforward access to [1,2]-annulated indoles, key substructures in natural products, is highly desirable yet challenging. Herein, a radical triggered fragmentary cyclization cascade reaction of ene-ynamides is presented, providing a rapid access into [1,2]-annulated indoles by an intermolecular radical addition, intramolecular cyclization, desulfonylative aryl migration, and site-selective C(sp2)-N cyclization sequence. DFT calculations support oxidation of N-centered radical species to cations prior to the C-N bond formation, followed by an unusual aza-Nazarov cyclization.

Construction of Phenanthrenes and Chrysenes from β-Bromovinylarenes via Aryne Diels-Alder Reaction/Aromatization

A highly efficient transition-metal-free general method for the synthesis of polycyclic aromatic hydrocarbons like phenanthrenes and chrysenes (and tetraphene) from β-bromovinylarenes and arynes has been developed. The reactions proceed via an aryne Diels-Alder (ADA) reaction, followed by a facile aromatization. This is the first report on direct construction of chrysenes (and tetraphene) using the ADA approach. Unlike the literature method which is limited to only 9/10-substituted derivatives, this method gives access to a wide variety of functionalized phenanthrenes.