35135-54-7

Upstream product

• 4329-03-7 1,1-bis(4-ethoxyphenyl)-2,2,2-trichloroethane 
• 62897-87-4 2,2-bis-(4-ethoxy-phenyl)-1,1,1-tribromo-ethane 
• 23676-09-7 ethyl 4-ethoxybenzoate 
• 7388-32-1 2,2-Dichloro-1,1-bis(4-ethoxyphenyl)ethane 
• 2032-35-1 Bromoacetaldehyde diethyl acetal 
• 103-73-1 Phenetole 
• 10031-82-0 4-ethoxybenzaldehyde 
• 82105-88-2 (4-ethoxy)benzyltriphenylphosphonium bromide 
• 106-44-5 p-cresol 
• 123-08-0 4-hydroxy-benzaldehyde 
• 2606-57-7 4-ethoxybenzyl bromide 
• 622-60-6 1-ethoxy-4-methylbenzene 
• 659-22-3 trans-4,4'-dihydroxystilbene 
• 75-03-6 ethyl iodide 

Downstream Products

• 659-22-3 trans-4,4'-dihydroxystilbene 
• 47241-75-8 (E)-4,4’-diacetoxystilbene 

Relevant academic research and scientific papers

Facile utilisation of aldehyde bisulfite adducts: Synthesis of (E)-1,2- diphenylethenes

Background: A one-pot coupling reaction of aldehyde bisulfite adducts was developed for McMurry reaction using Zn-TiCl4 in 1,4-dioxane solvent medium. The treatment of sodium hydroxy(phenyl)methane sulfonate (2a) with TiCl4 in 1,4-dioxane favoured the deprotection of the bisulfite adduct 2a, and the in situ regeneration of benzaldehyde (1a) underwent reductive coupling to afford stilbene 3a in a relatively good yield, thus leading to an improved synthesis of a series of (E)-1,2- diphenylethenes 3. The present approach provides a new solution to the inherent instability of aldehydes and also provides a direct access to C'C bond formation for the synthesis of 1,2-diphenylethenes from aryl aldehyde bisulfite adducts. Methods: All reactions were performed at 70-80o and the synthesized compounds were characterized by IR, 1H NMR, 13C NMR, and mass spectrometric techniques. Results: The present approach provides a new solution to the instability of aldehydes and also provides a direct access to C'C bond formation for the synthesis of 1,2-diphenylethenes from aryl aldehyde bisulfite adducts. Conclusion: In the present work, we have reported an efficient method for the synthesis of 1,2- diphenylethene derivatives. Aldehydes are commonly used as the starting materials in the McMurry reaction, which affords the stilbene derivatives, the core skeleton of various valuable compounds. To increase the stability of the aldehydes, bisulfite adducts are usually employed, but the deprotection process causes loss of process efficiency. To address this issue, we developed a method based on the single-pot reaction of aromatic bisulfite adduct using TiCl4/Zn in 1,4-dioxane.

MOLECULES HAVING PESTICIDAL UTILITY, AND INTERMEDIATES, COMPOSITIONS, AND PROCESSES, RELATED THERETO

This disclosure relates to the field of moiecuies having pesticida i utility against pests in Phyla Arthropoda, Moliusca, and hJematoda, processes to produce such moiecuies, intermediates used In such processes, pesticidai compositions containing such molecules, and processes of using such pesticidai compositions against such pests. These pesticidai compositions may be used, for example, as acaricldes, insecticides, miticides, moilusclcides, and nematicides. This document discloses moiecuies having the following formula ("Formula One").

Alkoxylated p-phenylenevinylene oligomers: Synthesis and spectroscopic and electrochemical properties

Twenty-one n-alkoxy substituted phenylenevinylene oligomers were synthesized, varying in size, number and position of the OR groups. IR,MS and solubility data are presented. NMR measurements provided the molecular structure as well as information about conformations and molecular dynamics. UV and of cyclic voltammetric data give correlations of chemical structure (number and position of OR substituents) with separate HOMO and LUMO energies.

Structurally-unusual calix[4]arene derivatives generated by intra-and intermolecular McMurry reactions

A new class of calix[4]arene derivatives with highly strained structures has been synthesized by intramolecular reductive dimerization of appropriate formyl groups in the presence of low-valent titanium agents (so-called McMurry reaction). New derivatives possessed very interesting molecular structures with upper rims intramolecularly connected by a CH=CH bond and are immobilized either in cone or in 1,3-alternate conformation. The cage compound with inner space perfectly closed by four aromatic units has been obtained from a tetraformyl derivative in 1,3-alternate conformation. Intermolecular reductive coupling of two monoformylcalix[4]arenes has yielded a bis-calixarene derivative which was found to behave as a good host molecule for quaternary ammonium salts.

REDUCTIVE COUPLING OF BENZOIC ACID HALIDES AND ESTERS USING LOW-VALENT TITANIUM

The reductive coupling of (substituted) benzoic acid chlorides and esters is achieved using low-valent titanium, generated from TiCl3 and LiAlH4.Both acid chlorides and esters seem to follow the same two reaction pathways: one path via tolanes to stilbenes, the other via benzils to complex mixtures of products arising from reduction and further coupling reactions.Although the exact product balance depends upon the reaction conditions the major product is (substituted) cis-stilbene.