32507-44-1

Basic information

• Product Name: Benzene, 1-bromo-4-(1,3-butadienyl)-, (E)-
• CAS NO: 32507-44-1
• Molecular Formula: C10H9Br
• Molecular Weight: 209.085
• Mol File: 32507-44-1.mol
• Article Data: 13

Chemical Properties

• CAS DataBase Reference: Benzene, 1-bromo-4-(1,3-butadienyl)-, (E)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene, 1-bromo-4-(1,3-butadienyl)-, (E)-(32507-44-1)
• EPA Substance Registry System: Benzene, 1-bromo-4-(1,3-butadienyl)-, (E)-(32507-44-1)

Safety Data

• Hazardous Substances Data: 32507-44-1(Hazardous Substances Data)

Upstream product

• 49678-04-8 trans-4-bromocinnamaldehyde 
• 1779-49-3 Methyltriphenylphosphonium bromide 
• 2065-66-9 methyl-triphenylphosphonium iodide 
• 1560-54-9 allyltriphenylphosphonium bromide 
• 1122-91-4 4-bromo-benzaldehyde 
• 75927-49-0 pinacol vinylboronate 
• 18925-10-5 allylzinc bromide 
• 134619-70-8 4-bromo-4-(4-bromo-phenyl)-but-1-ene 
• 78-08-0 Triethoxyvinylsilane 
• 778641-02-4 1-bromo-4-(2-bromovinyl)benzene 
• 91788-88-4 allyl-triethylphosphonium-bromide 
• 1097191-56-4 1-allyl-2-(4-bromobenzylidene)hydrazine 
• 2028-85-5 (4-bromophenyl)diazonium chloride 
• 82720-13-6 1-(4-bromo-phenyl)-4-chloro-but-2ξ-ene 

Relevant articles and documents

N-Methylphenothiazine S-Oxide Enabled Oxidative C(sp2)–C(sp2) Coupling of Boronic Acids with Organolithiums via Phenothiaziniums

Herein, we report the development of a transition-metal-free oxidative C(sp2)–C(sp2) coupling of readily available boronic acids and organolithiums via phenothiazinium ions. Various biaryl, styrene, and diene derivatives were obtained using this reaction system. The key to this process is N-methylphenothiazine S-oxide (PTZSO), which allows efficient conversion of boronic acids to phenothiazinium ions. The mechanism of phenothiazinium formation using PTZSO was investigated using theoretical calculations and experiments, which provided insight into the unique reactivity of PTZSO.

Iridium-catalyzed alkenyl C-H allylation using conjugated dienes

An iridium-catalyzed C-H allylation of acrylamides with conjugated dienes was developed, using NH-Ts amide as the directing group. The ligand- and additive-free protocol provided a convenient and atom economic synthesis of branched 1,4-diene skeletons, enabling the tolerance of a wide scope of functionalities such as OMe, F, Cl, Br and CF3. The utility of this protocol is also demonstrated by a preparative scale, as well as C-H functionalization of artemisic amide. Furthermore, NH-Ts amide was efficiently removed by methylation and hydrolysis procedures to provide 1,4-dienoic acid.

Highly-functionalized arene synthesis based on palladium on carbon-catalyzed aqueous dehydrogenation of cyclohexadienes and cyclohexenes

Transition metal-catalyzed dehydrogenation is a clean oxidation method requiring no additional oxidants. We have accomplished a heterogeneous Pd/C-catalyzed aqueous dehydrogenation of 1,4-cyclohexadienes and cyclohexenes to give the corresponding highly-functionalized arenes. Furthermore, various arenes could be efficiently constructed in a one-pot manner via a Diels-Alder reaction and the following dehydrogenation.