521087-49-0

Upstream product

• 6270-16-2 3-nitrobutan-2-ol 
• 6203-88-9 2-acetoxy-2-butene 
• 15984-02-8 1-methyl-1-propenyl acetate 
• 814-75-5 3-bromo-butanone 
• 79-24-3 Nitroethane 
• 75-07-0 acetaldehyde 
• 631-57-2 Acetyl cyanide 
• 521087-47-8 (R)-3-nitrobutan-2-one 

Downstream Products

• 99068-21-0 (1-methyl-2-nitro-propyliden)-aniline 

Relevant academic research and scientific papers

Enantiomerization study of some α-nitroketones by dynamic high-resolution gas chromatography

The kinetics of the reversible enantiomer interconversion of 3-nitrobutan-2-one (1), 3-nitropentan-2-one (2), and 2-nitropentan-3-one (3) have been studied by dynamic high-resolution gas chromatography (DHRGC) by using a β-cyclodextrin derivative chiral stationary phase; the process occurs via enolization of the keto forms. The DHRGC experiments involving the studied nitroketones and the chiral stationary phase show chromatographic profiles with a typical interconversion plateau in the temperature range between 130 and 160 °C. Computer simulation of the experimental chromatographic elution profiles was employed for the determination of rate constants and the corresponding enantiomerization barriers (k, ΔG#(T), ΔH#, and ΔS#). The highly negative entropy of activation (ΔS# values from -19 to -37 cal mol-1 K-1) points to a transition state (TS) with large charge separation. The obtained results for 1-3 show the dramatic effect of an α-nitrosubstituent on the rate of enolization of simple ketones, when compared with those for 3-chloro-2-butanone and 3-methyl-2-pentanone. To get some information on the separate contributions of the stationary liquid phase and the mobile gas phase on the studied process, some DFT ab initio calculations have been performed for the same compounds.

Chromate oxidation of α-nitro alcohols to α-nitro ketones: Significant improvements to a classic method

A series of eight alkyl and aryl α-nitro ketones were prepared by the potassium dichromate oxidation of the corresponding nitro alcohols. Short reaction times allowed for the easy isolation of pure nitro ketones that are devoid of starting materials and/o

Equilibrium constants for ionisation and enolisation of 3-nitrobutan-2- one

The equilibrium constant for the keto-enol tautomerism of 3-nitrobutan- 2-one K(T) = [enol]/[ketone] has been measured in water as 4.57 x 10-3 (pK(T) = 2.34) by combining the rate constants for ketonisation of the enolate form and pK(a) of the ketone at 25 °C. The rates of ketonisation were measured by a rapid kinetic technique and the pK(a) was determined spectrophotometrically and potentiometrically as 5.15. A comparison with 2- butanone and acetone shows a strong influence of the nitro group in enhancing the acidity of the substrate and in stabilizing the enol relative to the keto tautomer. By means of semiempirical AM1 calculations, good correlations were found between the atomic charge on the acidic hydrogens and the pK(a) (in water at 25 °C) of both tautomeric forms for a number of simple ketones whose pK(a)s and pK(T)s are available in the literature. The agreement of experimental acidity constants of the enol, pK(a)(EH), the ketone, pK(a)(EH), and the tautomeric constant, pK(T), with predicted values is satisfactory.

A one pot, solvent-free synthesis of acyclic α-nitro ketones through the nitroaldol reaction

Acyclic α-nitro ketones are easily obtained in one pot, through a solvent-free procedure by nitroaldol (Henry) reaction on neutral alumina, then in situ oxidation of the nitroalkanol using wet alumina supported chromium(VI) oxide.

Zeolite H-ZSM 5 Catalysed Oxidation of Alcohols with Chromium Trioxide. Part 9. General Synthetic Methods

A variety of alcohols are oxidised to the corresponding carbonyl compounds in excellent yields by chromium trioxide-H-ZSM 5 in dichloromethane at room temperature.

PREPARATION AND OXIDATION OF α-NITRO ALCOHOLS WITH SUPPORTED REAGENTS.

Preparation of 2-nitro alkanols has been achieved by condensation of aldehydes with nitroalkanes in the presence of alumina-supported potassium fluoride.Nitroketones are produced by oxidation of nitroalkanols with montmorillonite - supported chromium trioxide.