4461-52-3

Usage

InChI:InChI=1/C2H6O2/c1-4-2-3/h3H,2H2,1H3

Upstream product

• 814-78-8 3-Methyl-3-buten-2-one 
• 67-56-1 methanol 
• 32123-84-5 3-phenylbut-3-en-2-one 
• 50-00-0 formaldehyd 
• 78-85-3 2-methylpropenal 
• 6755-54-0 ethylene-1,1-d2 
• 769-60-8 2-methyl-1-phenylprop-2-en-1-one 
• 72572-79-3 1-methoxy-1-methyl-allyl hydroperoxide 
• 10027-72-2 methoxymethyl hydroperoxide 
• 37559-64-1 methoxymethyl benzenesulfenate 
• 37559-63-0 Methoxymethyl phenyl sulfoxide 
• 513-81-5 2,3-dimethyl-buta-1,3-diene 
• 78-79-5 isoprene 
• 98909-25-2 (1-Methoxy-2-methyl-1-phenyl-2-propenyl)hydroperoxid 

Downstream Products

• 67-56-1 methanol 
• 50-00-0 formaldehyd 
• 145839-67-4 3-(2-hydroxyethyl)-6,6-dimethyl-1,3,5-triazabicyclo<3.1.0>hexane 
• 6629-91-0 formaldehyde hydrazone 
• 107-31-3 Methyl formate 
• 13353-03-2 bis-methoxymethoxy-methane 
• 99613-36-2 methoxymethyl 2-hydroxypropionate 
• 1460342-72-6 C₁₅H₁₄ClNO 

Relevant academic research and scientific papers

Diastereoselective hydroxymethylation of cyclic N-tert- butanesulfinylketimines using methoxymethanol as formaldehyde source

Hydroxymethylation of cyclic tert-butanesulfinylketimine-derived lithium enamides with methoxymethanol proceeds with excellent diastereoselectivity (99:1 dr). Methoxymethanol is a stable and easy-to-handle source of anhydrous monomeric formaldehyde in the reaction with lithium enamides. Cyclic α-hydroxymethyl ketimines undergo highly diastereoselective reduction to syn- or anti-1,3-amino alcohols.

Reaction Mechanism of Pd-Catalyzed “CO-Free” Carbonylation Reaction Uncovered by In Situ Spectroscopy: The Formyl Mechanism

“CO-free” carbonylation reactions, where synthesis gas (CO/H2) is substituted by C1 surrogate molecules like formaldehyde or formic acid, have received widespread attention in homogeneous catalysis lately. Although a broad range of organics is available via this method, still relatively little is known about the precise reaction mechanism. In this work, we used in situ nuclear magnetic resonance (NMR) spectroscopy to unravel the mechanism of the alkoxycarbonylation of alkenes using different surrogate molecules. In contrast to previous hypotheses no carbon monoxide could be found during the reaction. Instead the reaction proceeds via the C?H activation of in situ generated methyl formate. On the basis of quantitative NMR experiments, a kinetic model involving all major intermediates is built which enables the knowledge-driven optimization of the reaction. Finally, a new reaction mechanism is proposed on the basis of in situ observed Pd-hydride, Pd-formyl and Pd-acyl species.

Glucose oxidation to formic acid and methyl formate in perfect selectivity

We report the highly remarkable discovery that glucose oxidation catalysed by polyoxometalates (POMs) in methanolic solution enables formation of formic acid and methyl formate in close to 100percent combined selectivity, thus with only negligible sugar oxidation to CO2. In detail, we report oxidation of a methanolic glucose solution using H8[PV5Mo7O40] (HPA-5) as catalyst at 90 °C and 20 bar O2 pressure. Experiments with 13C-labelled glucose confirm unambiguously that glucose is the only source of the observed formic acid and methyl formate formation under the applied oxidation conditions. Our results demonstrate a very astonishing solvent effect for the POM-catalysed glucose oxidation. In comparison to earlier work, a step-change in product yield and selectivity is achieved by applying an alcoholic reaction medium. The extremely high combined yields of formic acid and methyl formate greatly facilitate product isolation as low-boiling methyl formate (bp = 32 °C) can simply be isolated from the reaction mixture by distillation.

Base-Free Hydrogenation of Carbon Dioxide to Methyl Formate with a Molecular Ruthenium-Phosphine Catalyst

Herein, a molecular ruthenium-phosphine catalyst system for the effective base-free methyl formate production from carbon dioxide is described. In detail, the novel [Ru(N-triphosCy)(tmm)] complex, bearing sterically demanding cyclohexyl groups in the triphos-ligand structure, enabled in combination with the Lewis acid Al(OTf)3 the selective transformation of carbon dioxide to methyl formate with unprecedented activity. From a mechanistic perspective, in the initial step formic acid is formed, undergoing a consecutive Lewis acid promoted esterification with methanol to methyl formate. This selective transformation with carbon dioxide paves the way to versatile processes for important C1 building blocks.

Method for preparing hemiacetal methanol solution from methanol

The invention discloses a method for preparing a hemiacetal methanol solution from methanol. The method includes oxidizing the methanol to generate a formaldehyde gas mixture, dehydrating the formaldehyde gas mixture, feeding the dehydrated formaldehyde gas mixture into absorption equipment, and enabling the dehydrated formaldehyde gas mixture to contact with a methanol absorbent so as to obtain the hemiacetal methanol solution. The method has the advantages that the methanol is oxidized to obtain the formaldehyde gas mixture, and the methanol absorbent and the dehydrated formaldehyde gas mixture react in the absorption equipment to obtain the hemiacetal methanol solution directly used for glyphosate production, so that smell pollution caused during production of paraformaldehyde is eliminated, a depolymerization process is omitted, a technological process is simplified, and low production energy consumption is achieved by absorbing the formaldehyde in the formaldehyde gas mixture by the methanol absorbent in the absorption equipment.

COMPOUNDS AND COMPOSITIONS FOR INHIBITING THE ACTIVITY OF SHP2

The present invention relates to compounds of formula I. The compounds are inhibitors of the Src Homolgy-2 phosphatase (SHP2) and thus useful in the treatment of Noonan Syndrome, Leopard Syndrome and cancer.

Synthesis technology for preparing methylal through methanol and formaldehyde condensation

The invention discloses a synthesis technology for preparing methylal through methanol and formaldehyde condensation. The technology comprises the following steps: adding methanol to a 4-mouth flask provided with a condenser, adding formalin, mixing methanol and formalin, adding an iron series solid ultra-strong acid catalyst to the above obtained mixed solution, carrying out constant temperature water bath treatment, and stirring and reacting the mixed solution for 0.5h until the reaction liquid is red brown. The synthesis technology for preparing methylal through efficient methanol and formaldehyde condensation can substantially improve the synthesis yield of methylal in order to reduce the production cost.

Highly Active Subnanometer Au Particles Supported on TiO2 for Photocatalytic Hydrogen Evolution from a Well-Defined Organogold Precursor, [Au5(mesityl)5]

A highly efficient H2 evolution photocatalyst based on TiO2 supported subnanometer Au particles was developed on the basis of the reaction of a gold(I) molecular precursor [Au5Mes5] (Mes = 2,4,6-trimethylphenyl), with titanium dioxide partially dehydroxylated at 120 °C. IR, UV-vis, elemental analysis, XANES, and STEM-EDX show that the deposition of [Au5Mes5] onto TiO2 leads to the formation of both subnanometer Au particles and chemisorbed [Au5Mes5]. The remaining organic ligands are removed via a mild treatment under H2, yielding subnanometer gold(0) particles. A range of Au loadings (0.3, 0.9, 2.4 wt %) with similar particle sizes (2 are obtained and tested in methanol-assisted photocatalytic hydrogen production under UV light. These catalysts display significantly higher activity than a commercial reference Au-TiO2 catalyst. The presence of chemisorbed [Au5Mes5] in the as-synthesized catalyst further improved activity, albeit at the expense of stability. This work demonstrates a simple synthetic route to obtain subnanometer Au particles on TiO2 that display exceptional activity in photocatalysis.

Effect of aliphatic alcohols on the reaction of acetoacetic ester with formaldehyde and primary amines

Abstract Composition of hemiacetals formed by the reaction of paraformaldehyde with aliphatic alcohols in the presence of catalytic amounts of Et3N was studied and the effect of the nature of hemiacetals on the yield and composition of the products of their condensation with acetoacetic ester and primary amines under the Mannich reaction conditions was examined.

Formation of complex organic molecules in methanol and methanol-carbon monoxide ices exposed to ionizing radiation - A combined FTIR and reflectron time-of-flight mass spectrometry study

The radiation induced chemical processing of methanol and methanol-carbon monoxide ices at 5.5 K exposed to ionizing radiation in the form of energetic electrons and subsequent temperature programmed desorption is reported in this study. The endogenous formation of complex organic molecules was monitored online and in situ via infrared spectroscopy in the solid state and post irradiation with temperature programmed desorption (TPD) using highly sensitive reflectron time-of-flight (ReTOF) mass spectrometry coupled with single photoionization at 10.49 eV. Infrared spectroscopic analysis of the processed ice systems resulted in the identification of simple molecules including the hydroxymethyl radical (CH2OH), formyl radical (HCO), methane (CH4), formaldehyde (H2CO), carbon dioxide (CO2), ethylene glycol (HOCH2CH2OH), glycolaldehyde (HOCH2CHO), methyl formate (HCOOCH3), and ketene (H2CCO). In addition, ReTOF mass spectrometry of subliming molecules following temperature programmed desorption definitely identified several closed shell C/H/O bearing organics including ketene (H2CCO), acetaldehyde (CH3COH), ethanol (C2H5OH), dimethyl ether (CH3OCH3), glyoxal (HCOCOH), glycolaldehyde (HOCH2CHO), ethene-1,2-diol (HOCHCHOH), ethylene glycol (HOCH2CH2OH), methoxy methanol (CH3OCH2OH) and glycerol (CH2OHCHOHCH2OH) in the processed ice systems. Additionally, an abundant amount of molecules yet to be specifically identified were observed sublimating from the irradiated ices including isomers with the formula C3H(x=4,6,8)O, C4H(x=8,10)O, C3H(x=4,6,8)O2, C4H(x=6,8)O2, C3H(x=4,6)O3, C4H8O3, C4H(x=4,6,8)O4, C5H(x=6,8)O4 and C5H(x=6,8)O5. The last group of molecules containing four to five oxygen atoms observed sublimating from the processed ice samples include an astrobiologically important class of sugars relevant to RNA, phospholipids and energy storage. Experiments are currently being designed to elucidate their chemical structure. In addition, several reaction pathways were identified in the irradiated ices of mixed isotopes based upon the results of both in situ FTIR analysis and TPD ReTOF gas phase analysis. In general, the results of this study provide crucial information on the formation of a variety of classes of organics including alcohols, ketones, aldehydes, esters, ethers, and sugars within the bulk ices upon exposure to ionizing radiation that are relevant to the molecular clouds within the interstellar medium.