91388-25-9

Basic information

• Product Name: Benzene, 1-bromo-2-(2-methyl-1-propenyl)-
• CAS NO: 91388-25-9
• Molecular Formula: C10H11Br
• Molecular Weight: 211.101
• Mol File: 91388-25-9.mol
• Article Data: 12

Chemical Properties

• CAS DataBase Reference: Benzene, 1-bromo-2-(2-methyl-1-propenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene, 1-bromo-2-(2-methyl-1-propenyl)-(91388-25-9)
• EPA Substance Registry System: Benzene, 1-bromo-2-(2-methyl-1-propenyl)-(91388-25-9)

Safety Data

• Hazardous Substances Data: 91388-25-9(Hazardous Substances Data)

Upstream product

• 16666-80-1 triphenylphosphonio-1-methylethanide 
• 6630-33-7 ortho-bromobenzaldehyde 
• 1530-33-2 isopropyltriphenylphosphonium bromide 
• 3433-80-5 1-Bromo-2-bromomethyl-benzene 
• 24470-78-8 isopropyltriphenylphosphonium iodide 
• 36901-75-4 (2-bromobenzyl)triphenylphosphonium bromide 
• 67-64-1 acetone 

Downstream Products

• 1098336-79-8 C₁₀H₁₁BrO 
• 1111310-58-7 ethyl 2-hydroxy-2-(2-(2-methylpropenyl)phenyl)acetate 
• 1370529-58-0 C₁₇H₁₈O 
• 80304-54-7 (1-bromo-2-methylpropyl)benzene 

Relevant articles and documents

A Transient Directing Group Strategy Enables Enantioselective Multicomponent Organofluorine Synthesis

The vicinal fluorofunctionalization of alkenes represents an expedient strategy for converting feedstock olefins into valuable fluorinated molecules and as such has garnered significant attention from the synthetic community; however, current methods remain limited in terms of scope and selectivity. Here we report the site-selective palladium-catalyzed three-component coupling of alkenylbenzaldehydes, arylboronic acids, and N-fluoro-2,4,6-trimethylpyridinium hexafluorophosphate facilitated by a transient directing group. The synthetically enabling methodology constructs vicinal stereocenters with excellent regio-, diastereo-, and enantioselectivities, forging products that map onto bioactive compounds.

Host-Catalyzed Cyclodehydration–Rearrangement Cascade Reaction of Unsaturated Tertiary Alcohols

The Br?nsted acidic resorcin[4]arene hexamer can be applied as an effective catalyst in the dehydrative cyclization and subsequent rearrangement of unsaturated tertiary alcohols. This is the first report on catalyzing such a reaction with a Br?nsted acid. Scope and limitations of this cyclopentene-forming reaction sequence are presented. Furthermore, substrate-selective conversion as well as competitive inhibition are described and provide evidence that the reactions proceed within the cavity of the self-assembled structure. Additionally, a cyclobutanone-forming intramolecular hydride transfer of an encapsulated cyclopropyl acetate is reported. (Figure presented.).

Exploiting the Biginelli reaction: Nitrogen-rich pyrimidine-based tercyclic α-helix mimetics

Several rationally designed pyrimidine-based scaffolds intended to mimic the spatial projection of the i, i+3, and i+7 residues of an α-helix and also possess improved aqueous solubility were prepared. A Biginelli-oxidation process was used to form the central pyrimidine ring of these scaffolds, which was subsequently manipulated to form pyrimidine-based tercyclic α-helix mimetics. A pyrimidine-based scaffold designed to mimic the α-helical BH3 domain of the pro-apoptotic Bak protein was also prepared as a putative inhibitor of the Bcl-xL/Bak protein-protein interaction. The pyrimidine-based tercyclic α-helix mimetics, and the putative Bcl-xL inhibitor, were assessed using a luminescence competition assay, however, none displayed inhibitory activity against Bcl-xL or Mcl-1.