36888-18-3

Basic information

• Product Name: Benzene,1,1'-(1E)-1,2-ethenediylbis[2-methyl-
• Synonyms: Benzene,1,1'-(1,2-ethenediyl)bis[2-methyl-, (E)-; Stilbene, 2,2'-dimethyl-, trans-(6CI); (E)-1,2-Bis(2-methylphenyl)ethene; (E)-2,2'-Dimethylstilbene;2,2'-Dimethyl-trans-stilbene; trans-2,2'-Dimethylstilbene
• CAS NO: 36888-18-3
• Molecular Formula: C16H16
• Molecular Weight: 208.303
• Mol File: 36888-18-3.mol
• Article Data: 40

Chemical Properties

• CAS DataBase Reference: Benzene,1,1'-(1E)-1,2-ethenediylbis[2-methyl-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene,1,1'-(1E)-1,2-ethenediylbis[2-methyl-(36888-18-3)
• EPA Substance Registry System: Benzene,1,1'-(1E)-1,2-ethenediylbis[2-methyl-(36888-18-3)

Safety Data

• Hazardous Substances Data: 36888-18-3(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Tetrahedron Letters, 23, p. 2277, 1982 DOI: 10.1016/S0040-4039(00)87320-7

Upstream product

• 108-05-4 vinyl acetate 
• 615-37-2 ortho-methylphenyl iodide 
• 110-82-7 cyclohexane 
• 698-20-4 1-(diazomethyl)-2-methylbenzene 
• 158871-10-4 2-methylbenzyl(diphenyl)phosphine oxide 
• 529-20-4 2-methylphenyl aldehyde 
• 62778-16-9 diethyl 2-methylbenzylphosphonate 
• 72176-30-8 1,2-bis(2-methylphenyl)ethanol 
• 612-12-4 o-Xylylene dichloride 
• 400848-56-8 C₉H₈Cl₂O₂ 
• 5294-03-1 di-o-tolylethyne 
• 1486-28-8 diphenyl(methyl)phosphine 
• 552-45-4 1-chloromethyl-2-methylbenzene 
• 1377975-19-3 2-methylbenzylmethyldiphenylphosphonium chloride 

Downstream Products

• 91237-56-8 (E)-2,2'-dimethylstilbene anion radical 
• 7372-87-4 1,8-dimethylphenanthrene 
• 10311-74-7 cis-2,2'-dimethylstilbene 
• 807630-81-5 trans-2,3-di(o-tolyl)oxirane: 
• 172585-06-7 (S,S)-(+)-1,2-bis(2-methylphenyl)ethane-1,2-diol 
• 5294-03-1 di-o-tolylethyne 
• 273379-41-2 2,3-Di-o-tolyloxirane 
• 1006055-80-6 (1Z,3Z)-1,4-di(2-tolyl)-1,3-butadiene 
• 64158-25-4 meso-1,2-bis(2-methylphenyl)ethane-1,2-diol 
• 34737-70-7 threo-1,2-bis(2-methylphenyl)ethane-1,2-diol 
• 529-20-4 2-methylphenyl aldehyde 
• 807630-81-5 (+)-trans-2,3-di(o-tolyl)oxirane: 

Relevant articles and documents

Energy-Transfer-Mediated Photocatalysis by a Bioinspired Organic Perylenephotosensitizer HiBRCP

Energy transfer plays a special role in photocatalysis by utilizing the potential energy of the excited state through indirect excitation, in which a photosensitizer determines the thermodynamic feasibility of the reaction. Bioinspired by the energy-transfer ability of natural product cercosporin, here we developed a green and highly efficient organic photosensitizer HiBRCP (hexaisobutyryl reduced cercosporin) through structural modification of cercosporin. After structural manipulation, its triplet energy was greatly improved, and then, it could markedly promote the efficient geometrical isomerization of alkenes from the E-isomer to the Z-isomer. Moreover, it was also effective for energy-transfer-mediated organometallic catalysis, which allowed realization of the cross-coupling of aryl bromides and carboxylic acids through efficient energy transfer from HiBRCP to nickel complexes. Thus, the study on the relationship between structural manipulation and their photophysical properties provided guidance for further modification of cercosporin, which could be applied to more meaningful and challenging energy-transfer reactions.

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

Selenenate Anions (PhSeO?) as Organocatalyst: Synthesis of trans-Stilbenes and a PPV Derivative

The selenenate anion (RSeO?) is introduced as an active organocatalyst for the dehydrohalogen coupling of benzyl halides to form trans-stilbenes. It is shown that RSeO? is a more reactive catalyst than the previously reported sulfur analogues (sulfenate anion, RSO?) and selenolate anions (RSe?) in the aforementioned reaction. This catalytic system was also applied to the benzylic-chloromethyl-coupling polymerization (BCCP) of a bis-chloromethyl arene to form ppv (poly(p-phenylene vinylene))-type polymers with high yields, Mn (average molecular weight) up to 13,000 and ? (dispersity) of 1.15. (Figure presented.).