58358-51-3

Basic information

• Product Name: Benzene, 1-bromo-4-[(1E)-2-(4-methoxyphenyl)ethenyl]-
• CAS NO: 58358-51-3
• Molecular Formula: C15H13BrO
• Molecular Weight: 289.172
• Mol File: 58358-51-3.mol
• Article Data: 31

Chemical Properties

• CAS DataBase Reference: Benzene, 1-bromo-4-[(1E)-2-(4-methoxyphenyl)ethenyl]-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene, 1-bromo-4-[(1E)-2-(4-methoxyphenyl)ethenyl]-(58358-51-3)
• EPA Substance Registry System: Benzene, 1-bromo-4-[(1E)-2-(4-methoxyphenyl)ethenyl]-(58358-51-3)

Safety Data

• Hazardous Substances Data: 58358-51-3(Hazardous Substances Data)

Upstream product

• 38186-51-5 diethyl (4-bromobenzyl)phosphonate 
• 123-11-5 4-methoxy-benzaldehyde 
• 637-69-4 4-Methoxystyrene 
• 2039-82-9 1-bromo-4-ethenyl-benzene 
• 2746-25-0 p-Methoxybenzyl bromide 
• 51044-13-4 4-bromobenzyl triphenylphosphonium bromide 
• 100-09-4 4-methoxybenzoic acid 
• 105-13-5 4-Methoxybenzyl alcohol 
• 6324-15-8 toluene-4-sulfonic acid 4-bromo-phenyl ester 
• 830-09-1 3-(4'-methoxyphenyl)propenoic acid 
• 1122-91-4 4-bromo-benzaldehyde 
• 673-40-5 4-bromobenzenediazonium tetrafluoroborate 
• 1145-93-3 diethyl 4-methoxybenzylphosphonate 
• 214907-25-2 (4-methoxystyrene)boronic acid 

Downstream Products

• 217655-18-0 3-Methoxy-4-{4-[(E)-2-(4-methoxy-phenyl)-vinyl]-phenyl}-cyclobut-3-ene-1,2-dione 
• 666830-58-6 (E)-4-(4-methoxystyryl)-N,N-diphenylaniline 
• 1169942-90-8 2-{4-[2-(4-methoxy-phenyl)-vinyl]-phenyl}-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane 
• 20884-11-1 (E)-4-[2-(4-methoxyphenyl)vinyl]biphenyl 
• 1588534-25-1 C₂₈H₂₀Br₂O₂ 
• 16807-63-9 (E)-4-<2-(4-bromophenyl)ethenyl> phenol 
• 36176-90-6 N-(4-bromobenzylidene)-4-methylbenzenesulfonamide 
• 14674-38-5 N-(4-methoxybenzylidene)-p-toluenesulfonamide 
• 123-11-5 4-methoxy-benzaldehyde 
• 1122-91-4 4-bromo-benzaldehyde 
• 37904-55-5 4-bromo-N-(4-methylbenzenesulfonyl)benzenecarboxamide 
• 58734-14-8 4-methoxy-N-tosylbenzamide 
• 952290-37-8 methyl 13-{[trans-4-(4-methoxystyryl)phenyl]-phenylamino}-deisopropyldehydroabietate 
• 67205-75-8 (E)-ethyl 4-(4-methoxystyryl)benzoate 

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.

E, Z -Selectivity in the reductive cross-coupling of two benzaldehydes to stilbenes under substrate control

Unsymmetrical E- and Z-stilbenes can be synthesized from two differently substituted benzaldehydes in a MesP(TMS)Li-promoted reductive coupling sequence. Depending on the order of addition of the two coupling partners, the same olefin can be produced in either E- or Z-enriched form under identical reaction conditions. A systematic study of the correlation between the stereochemical outcome of the reaction and the substitution pattern at the two aldehydes is presented. The results can be used as guidelines to predict the product stereochemistry. This journal is

Photophysical Properties of Silyl-Substituted Stilbene Derivatives

The effects of silyl groups on the structural, absorption, fluorescence, and photoisomerization properties of stilbenes were investigated. In comparison to that of the parent stilbene (1), fluorescence quantum yields (Φf) of Me3Si-substituted stilbenes 2–4 and 6 in solution were higher. Derivative 5, in which Me3Si groups are present at all ortho positions of the arene moieties, did not fluoresce at room temperature. The absorption and fluorescence wavelength maxima of Me3SiMe2Si-substituted stilbene 7 occurred at longer wavelengths compared to those of the Me3Si analog 2. The results of theoretical calculations showed that this difference is a consequence of an increase in the HOMO energy of 7 caused by orbital interaction between π-system and the σ(Si–Si) orbital. Stilbene 14, with two Me3Si-C≡C groups at both para positions, had a high Φf (0.95). The calculated transition dipole moment (μ) was well correlated with Φf. Derivative 21, which contains Ph2N and Me3SiC≡C groups exhibited solvatofluorochromism because it possesses a twisted intramolecular charge transfer (TICT) excited state in which the Ph2N group and the aromatic ring are orthogonal.