13483-31-3

Usage

Uses

Used in Research and Development:
ACETONE DIMETHYLHYDRAZONE is used as a research reagent for facilitating hydrazone oxidation, metalation, alkylation, and condensation reactions. Its versatility in these reactions makes it a valuable asset in the development of new compounds and materials.
Used in Chemical Synthesis:
In the chemical synthesis industry, ACETONE DIMETHYLHYDRAZONE is used as a reagent to promote various chemical reactions, such as oxidation, metalation, alkylation, and condensation. This allows for the creation of a wide range of compounds with potential applications in various fields, including pharmaceuticals, materials science, and more.
Used in Pharmaceutical Development:
ACETONE DIMETHYLHYDRAZONE is also utilized in the pharmaceutical industry as a reagent for the synthesis of new drug candidates. Its ability to participate in various chemical reactions enables the development of novel compounds with potential therapeutic properties.

InChI:InChI=1/C5H12N2/c1-5(2)6-7(3)4/h1-4H3

Upstream product

• 57-14-7 N,N-Dimethylhydrazine 
• 67-64-1 acetone 
• 7422-99-3 1-ethyl-2-(propan-2-ylidene)hydrazine 
• 35758-82-8 1,1-dimethyldiazenium bromide 
• 463-49-0 1,2-propanediene 

Downstream Products

• 58706-96-0 (1S,2R)-2-(2-Oxo-propyl)-cyclohexanecarboxylic acid methyl ester 
• 49840-63-3 N-Isopropyl-N',N',N''-trimethyl-hydrazine 
• 65457-33-2 3-(Dimethyl-hydrazono)-1,1-diphenyl-butan-1-ol 
• 937-45-1 3-(2-oxopropyl)cyclohexanone 
• 58911-66-3 3-[2-(Dimethyl-hydrazono)-propyl]-cyclohexanone 
• 66930-45-8 1-Cyclohex-1-enyl-3-(dimethyl-hydrazono)-butan-1-one 
• 58911-69-6 2-[2-(Dimethyl-hydrazono)-propyl]-cyclohexanecarboxylic acid ethyl ester 
• 58706-86-8 1-[2-(Dimethyl-hydrazono)-propyl]-3-methyl-cyclohex-2-enol 
• 51620-88-3 trans 1-(2-hydroxycyclohexyl)propan-2-one 
• 65457-32-1 4-phenyl-2-butanone N,N-dimethylhydrazone 
• 68108-89-4 trans-7-methyl-1,6-dioxaspiro<4.5>decane 
• 505-03-3 5-oxohexanal 
• 84702-73-8 5-azidopentan-2-one 
• 21944-96-7 (Z)-undec-5-en-2-one 

Relevant academic research and scientific papers

Method development for the determination of 1,1-dimethylhydrazine by the high-performance liquid chromatography–mass spectrometry technique

Unsymmetrical dimethyl hydrazine is highly toxic, carcinogenic compound, widely used for organic synthesis and drug development. Therefore, due to its high reactivity, direct analysis is problematic. Current study proposes to use derivatization reaction t

Copper-Catalyzed Oxidative Cleavage of Electron-Rich Olefins in Water at Room Temperature

A copper-catalyzed oxidative cleavage of electron-rich olefins into their corresponding carbonyl derivatives is described as an alternative to ozonolysis. The scope includes various precursors to aryl ketone derivatives, as well as oxidations of enol ethers bearing atypical alkyl and dialkyl substitution, the first of their kind among such metal catalyzed alkene cleavage reactions. The use of an inexpensive copper salt, room temperature conditions, an aerobic atmosphere, and water as the global reaction medium highlight the green features of this new method. Associated mechanistic investigations are also presented.

Stereoselective divergent synthesis of 1,2-aminoalcohol-containing heterocycles from a common chiral nonracemic building block

γ-N,N-Dibenzylamino-β-hydroxysulfoxide 1 proved to be an excellent chiral building block for the synthesis of a range of 1,2-amino alcohol-containing heterocycles. Thus, 1 was converted into 4,5-disubstuted oxazolidin-2-one 4 and aminoepoxides 2 and 3. Aminoepoxide 2 proved to be an excellent precursor to access oxazolidin-2-one 5 and azetidin-3-ol 6. Finally, 2 was used as a key intermediate that allowed the development of a divergent strategy to access cis-2-methyl-6-substituted piperidin-3-ol alkaloids. (+)-Deoxocassine 7 and a C-6 ethyl analogue 8 were prepared to illustrate this approach and to demonstrate that this strategy should be adaptable to the production of other members of this alkaloid family.

Chromatographic component of identification of the transformation products of 1,1-dimethylhydrazine in the presence of sulfur

The gas-chromatographic retention indices of the products of 1,1-dimethylhydrazine transformations in the presence of sulfur allows one to confirm and, in ceratin cases, make more exact the results of their gas chromatography-mass spectrometry identificat

Retinoids and related compounds. Part 19. Syntheses of 9E- and 9Z-locked retinoic acid analogues and their transcriptional activities as ligands for retinoic acid receptors and retinoid X receptors

Novel retinoic acid (RA) analogues, 9E-locked-RA 3 and 9Z-locked RA 4, have been synthesized in order to prohibit geometrical isomerization at the C(9)-C(10) double bond when these ligands interact with the retinoic acid receptor (RAR) and retinoid X rece

REACTIONS OF 1,1-DIALKYLDIAZENIUM SALTS WITH KETONE ETHYLHYDRAZONES

By reaction of dialkyldiazenium salts with ketone ethylhydrazones, we prepared and characterized 3,3-disubstituted 3,4-dihydroformazans for the first time.The composition of the reaction mixtures indicates a lower (as compared with aldehyde hydrazones) reactivity of ketone hydrazones.

Synthesis of (R)-2,3-Dihydro-2,5-dimethyl-2-isopropylfuran

The synthesis of (R)-2,3-dihydro-2,5-dimethyl-2-isopropylfuran (1), an insect pheromone, via a 1,3-oxathiane is reported.Key steps are the preparation of (S)-2,3-dimethylbutane-1,2-diol (7) from isobutyryloxathiane 5 and reaction of lithiated acetone dimethylhydrazone with tosylated diol 8.NMR spectra of the key tautomeric precursors, 2/2'/3, to 1 have been analyzed in detail, and the enantiomeric excess of these precursors was determined by a chiral shift 13C NMR experiment.

Regio-, Diastereo-, and Enantioselective Synthesis of vic-Diols via α-Silyl Ketones According to the SAMP/RAMP Hydrazone Method

α-Silylated ketones 5 or 10 of high enantiomeric purity (ee>=90percent) are easily available by silylation or silylation/alkylation of ketones 1 or 6, resp., according to the SAMP/RAMP hydrazone method.Reduction of 5 or 10 with L-selectride, followed by oxidative cleavage of the C-Si bond, leads to vic-diols 11-13 with high diastereoselectivity (de>=90percent) and without racemization.The stereoselectivity of the reduction depends on the structure of the α-silyl ketones 5 or 10, the reducing reagents, and the solvents used.Key Words: Ketones, α-silyl / vic-Diols, diastereo- and enantioselective synthesis / SAMP/RAMP Hydrazones / L-Selectride reductions

Synthesis of spiroacetal pheromones via metalated hydrazones

The synthesis of simple alkyl substituted spiroacetals by α,α'-alkylation of metalated acetone dimethylhydrazone with appropriate electrophiles and subsequent acid catalyzed cleavage and ring closure of the products is described.