150253-59-1

Basic information

• Product Name: 4-CHLOROMETHYLSTILBENE 95
• Synonyms: 4-CHLOROMETHYLSTILBENE 95;4-CHLOROMETHYLSTILBENE, 95%, PREDOMINANT LY TRANS;4-chloromethylstilbene, predominantly trans;(E)-4-(ChloroMethyl)stilbene;4-[(E)-Phenylethenyl)]benzyl chloride;1-(chloromethyl)-4-[(E)-2-phenylethenyl]benzene
• CAS NO: 150253-59-1
• Molecular Formula: C₁₅H₁₃Cl
• Molecular Weight: 228.71672
• Product Categories: Alkenyl;Halogenated Hydrocarbons;Organic Building Blocks
• Mol File: 150253-59-1.mol
• Article Data: 5

Chemical Properties

• Melting Point: 113-117 °C(lit.)
• Boiling Point: 353.1°C at 760 mmHg
• Flash Point: 159.7°C
• Appearance: /
• Density: 1.141g/cm³
• Vapor Pressure: 7.45E-05mmHg at 25°C
• Refractive Index: 1.653
• CAS DataBase Reference: 4-CHLOROMETHYLSTILBENE 95(CAS DataBase Reference)
• NIST Chemistry Reference: 4-CHLOROMETHYLSTILBENE 95(150253-59-1)
• EPA Substance Registry System: 4-CHLOROMETHYLSTILBENE 95(150253-59-1)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39
• WGK Germany: 3
• Hazardous Substances Data: 150253-59-1(Hazardous Substances Data)

Usage

General Description

Generation of highly basic stilbene dianions of 4-chloromethylstilbene by electrochemical reduction in ionic liquids at room temperature has been reported.

InChI:InChI=1/C15H13Cl/c16-12-15-10-8-14(9-11-15)7-6-13-4-2-1-3-5-13/h1-11H,12H2/b7-6+

Upstream product

• 2417-72-3 Methyl 4-(bromomethyl)benzoate 
• 108-86-1 bromobenzene 
• 1592-20-7 4-Vinylbenzyl chloride 
• 591-50-4 iodobenzene 
• 100-52-7 benzaldehyde 
• 1149-18-4 (E)-methyl 4-styrylbenzoate 
• 101093-37-2 trans-4-stilbenemethanol 

Downstream Products

• 329767-72-8 11-[4-[(1E)-2-phenylethenyl]phenyl]-2,4,7,10-tetraoxaundecane 
• 53348-77-9 trans,trans-p-Phenylethinyl-p'-styrylstilben 
• 101729-01-5 2-trans-stilben-4-yl-acetimidic acid ethyl ester; hydrochloride 
• 36092-33-8 4-[(1E)-2-(phenyl)ethenyl]benzenemethanamine 
• 329767-70-6 1,4-anhydro-2-deoxy-1-C-[4-[[2-[2-[[4-[(1E)-2-phenylethenyl]phenyl]methoxy]ethoxy]ethoxy]methyl]phenyl]-3,5-O-[1,1,3,3-tetrakis(1-methylethyl)-1,3-disiloxanediyl]-D-erythro-pentitol 
• 404567-14-2 1,4-anhydro-2-deoxy-1-C-[4-[[2-[2-[[4-[(1E)-2-phenylethenyl]phenyl]methoxy]ethoxy]ethoxy]methyl]phenyl]-D-erythro-pentitol 
• 329767-73-9 2-[2-[[4-[(1E)-2-phenylethenyl]phenyl]methoxy]ethoxy]ethanol 
• 102009-55-2 diethyl-(4-trans-styryl-benzyl)-amine 

Relevant articles and documents

Palladium nanoparticles immobilized on a magnetic chitosan-anchored Schiff base: Applications in Suzuki-Miyaura and Heck-Mizoroki coupling reactions

A palladium nanocatalyst Fe3O4@CS-SB-Pd has been synthesized and characterized by FT-IR, XRD, XPS, FESEM, EDX, TEM, TGA, and ICP-AES analysis. The nanocatalyst has been found to be an efficient and magnetically separable heterogeneous catalyst for Suzuki-Miyaura and Heck-Mizoroki coupling reactions at a low concentration (0.02 mol% of Pd). The nanocatalyst afforded arylated products with high TON (4950) and TOF (9900 h-1) in the Suzuki-Miyaura coupling reactions. However, for the Heck-Mizoroki coupling reaction, the values of TON and TOF were found to be 4900 and 7350 h-1, respectively. The nanocatalyst could be easily recovered from the reaction mixture by using an external magnet and recycled up to five times without significant decrease in its catalytic activity. All isolated products were obtained as white to off-white crystalline solids and brown oils and fully characterized by 1H and 13C NMR spectroscopy.

Synthesis, dual fluorescence, and fluoroionophoric behavior of dipyridylaminomethylstilbenes

The synthesis, dual fluorescence, and fluoroionophoric behavior of two donor-σ spacer-acceptor (D-s-A) compounds, trans-4-(N,N-bis(2-pyridyl) amino)methylstilbene (1H) and trans-4-(N,N-bis(2-pyridyl)amino)methyl-4′- cyanostilbene (1CN), are reported and compared to that of trans-4-(N,N-bis(2- pyridyl)amino)methyl-4′-(N,N-dimethylammo)stilbene (1DPA). To gain insights into the dual fluorescence properties for 1H and 1CN in polar but not in nonpolar solvents, model compounds resulting from a replacement of the stilbene group by alkyl (2R) or xylyl (2X) groups or from a replacement of the dipyridylamino (dpa) group by dianisoleamino (3AA), diethylamino (SEE), methylanilino (3MP), or diphenylamino (3PP) groups also have been investigated. In addition to 1H and 1CN, all four compounds of 3 display dual fluorescence. The locally excited (LE) fluorescence mainly results from the stilbene group and the ICT fluorescence from the through-bond interactions between the amino donor and the stilbene acceptors. In the presence of transition metal ions such as Zn(II), Ni(II), Cu(II), and Cd(II), the ICT processes are switched from dpa → stilbene (A) in 1H and 1CN to stilbene (D) → dpa/metal ion (A) in their complexes. Whereas the ICT states for the complexes are generally nonfluorescent, an exception was found for the case of 1H/Zn(II). As a result, substituent-dependent fluoroionophoric behavior has been demonstrated by 1H, 1CN, and 1DPA in response to Zn(II).

Esterification of carboxylic acid salts

Mono- or polycarboxylic acid esters are prepared by reacting a salt of such carboxylic acid with an organic halocompound, e.g., a (cyclo)alkyl, (cyclo)alkenyl, aryl or aralkyl halide, in an aqueous reaction medium, in the presence of a catalytically effective amount of a phase transfer catalyst, for example an onium salt.