538-86-3Relevant articles and documents
The Isotope Effects in the Reactions of Phenylcarbene with Alcoholic Matrices
Tomioka, Hideo,Ozaki, Yasuji,Izawa, Yasuji
, p. 1239 - 1240 (1983)
Product analysis studies on the reaction of phenylcarbene in deuterated alcoholic matrices at 77 K revealed that isotope effect on O-H (D) insertion is very small while substantial isotope effect was observed for C-H (D) insertion.
Billups et al.
, p. 7878,7879 (1973)
New concept for the preparation of potassium sodides: The use of hexane as a non-polar solvent
Grobelny, Zbigniew,Stolarzewicz, Andrzej,Morejko-Buz, Barbara,Winiarski, Antoni
, p. 2147 - 2150 (2003)
NaK alloy in contact with 15-crown-5 hexane solution became potassium sodide K+(15-crown-5)2Na-. After the evaporation of hexane the crystalline solid product was analyzed by X-ray diffraction and the lattice parameters were calculated. The potassium sodide thus obtained could be easily dissolved in tetrahydrofuran. A deep blue solution containing sodium anions and complexed potassium cations was formed with a very low concentration of solvated electrons, i.e. of the order of 10-7M. Potassium anions were not detected in this case. A new crystalline potassium sodide K+(DCH-24-crown-8)2Na- was obtained using NaK alloy and dicyclohexano-24-crown-8 hexane solution.
Co2(CO)8-catalyzed reactions of acetals or lactones with hydrosilanes and carbon monoxide. A new access to the preparation of 1,2-diol derivatives through siloxymethylation
Chatani, Naoto,Fujii, Satoru,Kido, Yoichi,Nakayama, Yasuhide,Kajikawa, Yasuteru,Tokuhisa, Hideo,Fukumoto, Yoshiya,Murai, Shinji
, p. 81 - 90 (2021/02/05)
The Co2(CO)8-catalyzed reaction of acetals with hydrosilanes and CO under mild reaction conditions (an ambient temperature under an ambient CO pressure), leading to the production of vicinal diols is reported. A siloxymethyl group can be introduced via the cleavage of one of two alkoxy groups in the acetal. The effects of the types of hydrosilanes, acetals, solvents, and reaction temperatures on the yield of siloxymethylation products were examined in detail. The reactivity for hydrosilanes is as follows; HSiMe3 > HSiEtMe2 > HSiEt2Me > HSiEt3. Hemiacetal esters are more reactive than dimethyl acetals. The polarity of the solvent used also has a significant effect on both the course of the reaction as well as the reaction rate. The site-selective siloxymethylation can be achieved in the case of cyclic acetals such as tetrahydrofuran (THF) and tetrahydropyrane (THP) derivatives, depending on the nature of the oxygen substituent attached adjacent to the oxygen atom in the ring. When 2-alkoxy THF or THP derivatives are used as substrates, the siloxymethylation takes place with cleavage of the ring C-O bond. In contrast, the reaction of 2-acetoxy THF or THP derivatives results in siloxymethylation with the cleavage of C-OAc bond. The ring-opening siloxymethylation of lactones was also examined.
Oxoammonium-Mediated Allylsilane–Ether Coupling Reaction
Carlet, Federica,Bertarini, Greta,Broggini, Gianluigi,Pradal, Alexandre,Poli, Giovanni
supporting information, p. 2162 - 2168 (2021/04/02)
A new C(sp3)?H functionalization reaction consisting of the oxidative α-allylation of allyl- and benzyl- methyl ethers has been developed. The C?C coupling could be carried out under mild conditions thanks to the use of cheap and green oxoammonium salts. The scope of the reaction was studied over 27 examples, considering the nature of the substituents on the two coupling partners.
Regulating Aromatic Alcohols Distributions by Cofeeding Methanol with Ethanol over Cobalt-Hydroxyapatite Catalyst
He, Lei,Li, Wen-Cui,Lu, An-Hui,Wang, Qing-Nan,Weng, Xue-Fei,Zhou, Bai-Chuan
, (2020/03/24)
Aromatic alcohols, often used for the synthesis of plasticizers, coatings and pharmaceuticals, are currently produced from the oxidation of petroleum-derived aromatic hydrocarbons. Herein, we report a non-petroleum and environmentally friendly route for the production of aromatic alcohols: cofeeding methanol with ethanol over cobalt-hydroxyapatite catalyst, in which the distribution of aromatic alcohols products can be regulated by varying methanol pressure. Co species on hydroxyapatite can activate both methanol and ethanol to yield their corresponding aldehydes (formaldehyde and acetaldehyde). The followed cross- and self-condensations of aldehydes are catalyzed by hydroxyapatite to produce acrolein and 2-butenal, which are the key intermediates for the formation of aromatic oxygenates. The sequential cross-condensation and dehydrocyclization of acrolein and 2-butenal yield benzaldehyde, which is then hydrogenated to benzyl alcohol. The direct production of benzyl alcohol from methanol and ethanol could be regarded as a cutting-edge example, which ensures a promising route for sustainable aromatic alcohols production.