70913-21-2

Basic information

• Product Name: Benzene, 1-bromo-2-(1-propenyl)-, (Z)-
• CAS NO: 70913-21-2
• Molecular Formula: C9H9Br
• Molecular Weight: 197.074
• Mol File: 70913-21-2.mol

Chemical Properties

• CAS DataBase Reference: Benzene, 1-bromo-2-(1-propenyl)-, (Z)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene, 1-bromo-2-(1-propenyl)-, (Z)-(70913-21-2)
• EPA Substance Registry System: Benzene, 1-bromo-2-(1-propenyl)-, (Z)-(70913-21-2)

Safety Data

• Hazardous Substances Data: 70913-21-2(Hazardous Substances Data)

Upstream product

• 1530-32-1 ethyltriphenylphosphonium bromide 
• 6630-33-7 ortho-bromobenzaldehyde 
• 35835-94-0 ethyltriphenylphosphonium acetate 
• 36901-75-4 (2-bromobenzyl)triphenylphosphonium bromide 
• 75-07-0 acetaldehyde 
• 3433-80-5 1-Bromo-2-bromomethyl-benzene 
• 1754-88-7 ethylenetriphenylphosphorane 
• 1536470-66-2 P-ethylidene-P-phenyldibenzophosphole 
• 113686-81-0 (ethyl)(ethylidene)diphenylphosphorane 
• 1377975-28-4 P-ethyl-P-phenyl-5H-dibenzophospholium bromide 
• 1378941-39-9 C₂₇H₂₂BrOP 
• 1377975-82-0 C₂₃H₂₄BrOP 
• 74532-85-7 1-(2-bromophenyl)propan-1-ol 
• 70913-21-2 (E/Z)-1-bromo-2-(prop-1-enyl)benzene 

Downstream Products

• 70913-21-2 (E)-1-bromo-2-(2-methylethenyl)benzene 
• 93769-25-6 1,2-Dibrom-1-(2-bromphenyl)propan 
• 946577-72-6 C₁₄H₁₃BrO 
• 1335243-45-2 (R,E)-1-(tert-butylsulfinyl)-2-(prop-1-enyl)benzene 
• 1370523-60-6 (R,Z)-1-(tert-butylsulfinyl)-2-(prop-1-enyl)benzene 
• 1438824-55-5 (2-propylphenyl)dimethylsilane 
• 1438826-09-5 C₁₇H₂₉BO₂Si 
• 19614-14-3 1-bromo-2-propylbenzene 
• 70968-46-6 (Z)-1-bromo-2-(2-methylethenyl)benzene 
• 1402599-25-0 C₂₇H₂₅NO₅S 
• 1370529-57-9 C₁₈H₁₈O₃ 
• 1370529-61-5 C₁₈H₁₈O₃ 
• 78602-32-1 o-prop-1-enylbenzophenone 

Relevant articles and documents

Enantioselective synthesis of 1-aminoindene derivativesviaasymmetric Br?nsted acid catalysis

We describe a catalytic asymmetric iminium ion cyclization reaction of simple 2-alkenylbenzaldimines using a BINOL-derived chiralN-triflyl phosphoramide. The corresponding 1-aminoindenes and tetracyclic 1-aminoindanes are formed in good yields and high enantioselectivities. Further, the chemical utility of the obtained enantiopure 1-aminoindene is demonstrated for the asymmetric synthesis of (S)-rasagiline.

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Wittig Olefination Using Phosphonium Ion-Pair Reagents Incorporating an Endogenous Base

Despite common perception, the use of strong bases in Wittig chemistry is utterly unnecessary: we report a series of novel ion-pair phosphonium carboxylate reagents which are essentially "storable ylides". These reagents are straightforwardly prepared in excellent yields, and their fluxional nature permits clean olefination of a broad range of aldehydes and even hemiacetals.

Synthesis and Catalytic Properties of a Very Latent Selenium-Chelated Ruthenium Benzylidene Olefin Metathesis Catalyst

Herein, we describe a study of the synthesis, characterization, and catalytic properties of a cis-dichlorido seleno-chelated Hoveyda-Grubbs type complex (Ru8). Such a complex has been obtained through a straightforward and high-yielding synthetic protocol in three steps from the commercially available 2-bromobenzaldehyde in good overall yield (54%). The catalytic profile, especially the latency of this complex, has been probed through selected olefin metathesis reactions such as ring-closing metathesis (RCM), self-cross-metathesis (self-CM) and ring-opening metathesis polymerization (ROMP). In addition to its high latency, the selenium Hoveyda-type complex Ru8 exhibits a switchable behavior upon thermal activation. Of interest, while the corresponding sulfur-chelated Hoveyda type catalyst is reported to be only activated by heat, the selenium analogue was found to be active upon both heat and light irradiation.

Tandem Olefin Isomerization/Cyclization Catalyzed by Complex Nickel Hydride and Br?nsted Acid

We disclose a nickel/Br?nsted acid-catalyzed tandem process consisting of double bond isomerization of allyl ethers and amines and subsequent intramolecular reaction with nucleophiles. The process is accomplished by [(Me3P)4NiH]N(SO2CF3)2 in the presence of triflic acid. The methodology provides rapid access to tetrahydropyran-fused indoles and other oxacyclic scaffolds under very low catalyst loadings.

A Next-Generation Air-Stable Palladium(I) Dimer Enables Olefin Migration and Selective C?C Coupling in Air

We report a new air-stable PdI dimer, [Pd(μ-I)(PCy2tBu)]2, which triggers E-selective olefin migration to enamides and styrene derivatives in the presence of multiple functional groups and with complete tolerance of air. The same dimer also triggers extremely rapid C?C coupling (alkylation and arylation) at room temperature in a modular and triply selective fashion of aromatic C?Br, C?OTf/OFs, and C?Cl bonds in poly(pseudo)halogenated arenes, displaying superior activity over previous PdI dimer generations for substrates that bear substituents ortho to C?OTf.

Superelectrophilic Fe(III)-Ion Pairs as Stronger Lewis Acid Catalysts for (E)-Selective Intermolecular Carbonyl-Olefin Metathesis

An intermolecular carbonyl-olefin metathesis reaction is described that relies on superelectrophilic Fe(III)-based ion pairs as stronger Lewis acid catalysts. This new catalytic system enables selective access to (E)-olefins as carbonyl-olefin metathesis products. Mechanistic investigations suggest the regioselective formation and stereospecific fragmentation of intermediate oxetanes to be the origin of this selectivity. The optimized conditions are general for a variety of aryl aldehydes and trisubstituted olefins and are demonstrated for 28 examples in up to 64% overall yield.

AuCl3-Catalyzed Ring-Closing Carbonyl–Olefin Metathesis

Compared with the ripeness of olefin metathesis, exploration of the construction of carbon–carbon double bonds through the catalytic carbonyl–olefin metathesis reaction remains stagnant and has received scant attention. Herein, a highly efficient AuCl3-catalyzed intramolecular ring-closing carbonyl–olefin metathesis reaction is described. This method features easily accessible starting materials, simple operation, good functional-group tolerance and short reaction times, and provides the target cyclopentenes, polycycles, benzocarbocycles, and N-heterocycle derivatives in good to excellent yields.

Catalytic Asymmetric Synthesis of Atropisomeric Quinolines through the Friedl?nder Reaction

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Visible photocatalysis of novel oxime phosphonates: Synthesis of β-aminophosphonates

A novel type of oxime phosphonate was synthesized and used in the intermolecular cascade radical addition reaction of alkenes to access β-aminophosphonates via visible-light-driven N-centered iminyl radical-mediated and redox-neutral selective C-P single-bond cleavage in an active phosphorus radical route. The procedure is characterized by its ability to achieve the construction of Csp3-P and Csp3-N bonds without the requirement for oxidants and bases.