1069-12-1

Upstream product

• 114980-39-1 3,3-dimethoxydiazirine 
• 138723-90-7 2,5-dihydro-2,2-dimethoxy-5,5-dimethyl-1,3,4-oxadiazole 
• 392-56-3 Hexafluorobenzene 

Downstream Products

• 2790-74-1 1-methoxycyclopropanecarboxylic acid methyl ester 
• 31876-38-7 semisquaric acid 
• 13045-46-0 Dimethoxy-cyclohexyl-essigsaeuremethylester 
• 31963-64-1 2-(4-chloro-phenyl)-3,3,4,4-tetramethoxy-[1,2]oxazetidine 
• 489434-09-5 2,2,3,3-Tetramethoxy-4-((E)-styryl)-cyclobutane-1,1-dicarbonitrile 
• 62966-28-3 4-(4-Chloro-phenyl)-1-cyano-2,2,3,3-tetramethoxy-cyclobutanecarboxylic acid ethyl ester 
• 868-26-8 dimethyl 2-bromomalonate 
• 7110-93-2 Benzolazo-dimethoxy-essigsaeuremethylester 
• 7110-91-0 Dimethoxy-triphenylcyclopropenyl-essigsaeure-methylester 
• 489433-86-5 4-[(E)-2-(4-Chloro-phenyl)-vinyl]-2,2,3,3-tetramethoxy-cyclobutane-1,1-dicarbonitrile 
• 489433-87-6 2,2,3,3-Tetramethoxy-4-[(E)-2-(4-methoxy-phenyl)-vinyl]-cyclobutane-1,1-dicarbonitrile 
• 10076-48-9 methyl 2,2-dimethoxypropionate 
• 18370-95-1 methyl 2,2,2-trimethoxyacetate 
• 7111-05-9 dimethoxy-2,2 phenyl-3 propionate de methyle 

Relevant academic research and scientific papers

Thermolysis of 2,2-dimethoxy-5,5-dimethyl-Δ3-1,3,4-oxadiagoline studied with photoelectron spectroscopy. He(I) photoelectron spectrum of dimethoxycarbene

Gas phase thermolysis of 2,2-dimethoxy-5,5-dimethyl-Δ3-1,3,4-oxadiazoline (1) in an ultraviolet photoelectron spectrometer by means of a CW CO2 laser as directed heat source at 26 W gave a complex PE spectrum that included ionization bands belonging to acetone, tetramethoxyethylene (3), and dimethyl oxalate (4). Subtraction of the spectra of acetone, 3, and 4 from the pyrolysis spectrum of 1 left a simple PE spectrum that is attributed to dimethoxycarbene (2) along with some ethane. Becke3LYP/6-31+G* calculations gave first adiabatic and vertical ionization potentials of 2 as well as orbital energies that are in perfect agreement with experimental values. From the available experimental and calculational data, 2 is assumed to adopt a w conformation.

Nucleophilic aromatic substitution with dialkoxycarbenes

Dimethoxycarbene, generated at 110°C by thermolysis of 2,2-dimethoxy-5,5-dimethyl-Δ3-1,3,4-oxadiazoline, displaces fluoride from aromatic rings that are activated with electron-withdrawing groups. Intermolecular substitution on Sanger's reagent and on hexafluorobenzene are reported, together with intramolecular substitution by a dioxycarbene with a tethered aryl group.