38353-69-4

Upstream product

• 939-55-9 2-chloroethyl benzoate 
• 111-55-7 ethylene glycol diacetate 
• 65-85-0 benzoic acid 
• 94-49-5 1,2-ethanediol, dibenzoate 
• 542-59-6 2-hydroxyethyl acetate 
• 98-88-4 benzoyl chloride 
• 7127-19-7 2-phenyl-1,3-oxazoline 
• 64-19-7 acetic acid 
• 4362-23-6 2-methylene-1,3-dioxolane 
• 94-33-7 C₉H₁₀O₃ 
• 108-24-7 acetic anhydride 
• 1122-91-4 4-bromo-benzaldehyde 
• 10602-01-4 p-bromobenzaldehyde 1,3-dioxolane 
• 936-51-6 2-phenyl-1,3-dioxolane 

Downstream Products

• 152891-56-0 1-Phenyl-2-methyl-1,2-bis-trimethylsilyloxy-ethen 

Relevant academic research and scientific papers

Oxidation of some alkoxy-cycloheptatriene derivatives: unusual formation of furan and furanoids from cycloheptatrienes

The oxidation of some alkoxy tropone and tropone ketal derivatives with singlet oxygen and m-chloroperbenzoic acid was investigated. In most cases furan and furanoid derivatives were isolated. The structures of the formed products were determined by means of spectral data and the formation mechanism of these unusual products is discussed.

Effective management of polyethers through depolymerization to symmetric and unsymmetric glycol diesters using a proton-exchanged montmorillonite catalyst

From the standpoint of green sustainable chemistry, it is very important to build a resource recycling system. Herein, an efficient and practical method for catalytic depolymerization of polyethers to glycol diesters was developed using proton-exchanged montmorillonite (H-mont). H-mont uniquely exhibited high catalytic activity for the depolymerization of polyethers with benzoic anhydride to symmetric glycol dibenzoates under mild reaction conditions. Various symmetric and unsymmetric glycol diesters were obtained from the reaction of diverse polyethers with carboxylic acid derivatives. The high catalytic efficiency for this depolymerization of H-mont is interpreted by its character, in which the montmorillonite layers act as an effective two-dimensional macroligand to form the intercalated complex with polyethers. Furthermore, a new protocol for the utilization of waste polyethers in water was developed based on the catalytic and adsorption abilities of H-mont.

Palladium on Carbon-Catalyzed Chemoselective Oxygen Oxidation of Aromatic Acetals

The development of an unprecedented chemoselective transformation has contributed to forming a novel synthetic process for target molecules. Chemoselective oxidation of aromatic acetals has been accomplished using a reusable palladium on carbon catalyst under atmospheric oxygen conditions to form ester derivatives with tolerance of aliphatic acetals and ketals.

Microwave promoted selective preparation of acetals and esters from aldehydes

A new selective method of acetalization of aldehydes and cyclic ketones with 1,2-diols or alcohols catalyzed by iodine under microwave irradiation is reported. Depending upon the reaction conditions further oxidation of the arylidene acetals takes place in the system leading to the formation of products like iodoester 2 and hydroxy esters 3, 4 and 5. Both unsubstituted (1a) and substituted arylidene acetal with electron releasing group (1d) give high yield of iodoester 2 (70-80%) whereas the arylidene acetal substituted with an electron withdrawing group such as NO2 (1b) gives a low yield of the corresponding iodoester (2b, 25%).

The nitrosation of imidazolines and oxazolines

Nitrosation (HOAc / NaNO2) of 1-methyl-2-phenyl-2-imidazoline 8 results in cleavage of only the C-N single bond and production of N- (2-methylnitrosaminoethyl)-N-nitrosobenzamide 10. In contrast, 2- phenyl-2-oxazoline 9 nitrosates very rapidly to give products (13-16) derived from a diazonium ion arising from the exclusive cleavage of the C=N.

Acyloin Condensation of 1,2-Diacyloxyethanes; Directed Synthesis of Unsymmetrically Substituted 1,2-Bis-(trimethylsiloxy)ethenes

A synthesis specifically directed to unsymmetrically substituted 1,2-bis(trimethylsiloxy)ethenes (2a-d), precursors of the corresponding acyloins, was accomplished by intramolecular acyloin condensation of the unsymmetrical 1,2-diacyloxyethanes (1a-d) wit

Group 4 Organometallic Reagents Part 6. The Organotin-mediated Monofunctionalization of Diols: an Insight into the Selective Monoesterification with Acyl Chlorides

The monoesterification of ethylene glycol with acyl chlorides through its dibutylstannylene derivative (1) has been selected as a model reaction to investigate, by n.m.r. spectroscopy, the the origin of the organotin-mediated selective monofunctionalization of diols.The reaction has been found to take place in two separates steps, namely, an initial fast formation of a stannylated diol monoester followed by a slower intermolecular transesterification.The latter affords diester products and regenerates the starting dioxastannolane (1).Thus, the success of monoesterification depends on the timing of quenching the intermediate and is ensured by the large rate difference between the two steps.The above transesterification is an equilibrium reaction, shifted towards (1), that eventually leads to complete formation of diesters.Dynamic phenomena exhibited by n.m.r. spectra reveal that such a transesterification equilibrium also takes place intramolecularly at a much faster rate, showing intramolecularity factors of the order of 1E7 with respect to its intermolecular counterpart.Dibutyltin dichloride (3), which forms in the reaction, exerts a catalytic effect enhancing the reactivity of dioxastannolane toward the ester functionality.Such a catalytic effect may be accounted for by the very fast and strongly biased equilibrium reaction that occurs between (1) and (3), leading to ring-opening of the highly stable dioxastannolane.The generality of the stannylation method is further confirmed by monosilylation, carried out with silyl chlorides.