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2-Propanone, dimethylhydrazone

Also known as N-methyl-N-(propan-2-ylideneamino)methanamine, Acetone dimethylhydrazone, ACETONEDIMETHYLHYDRAZONE, 1,1-dimethyl-2-(propan-2-ylidene)hydrazine

2-Propanone, dimethylhydrazone, also called acetone dimethylhydrazone, is an organic hydrazone compound with the molecular formula C5H12N2 and molecular weight 100.16. Miilex Chemicals presents it for professional research, analytical, and chemical synthesis contexts, subject to application-specific evaluation.

Organic chemicals Hydrazones and substituted hydrazine derivatives
C₅H₁₂N₂
C₅H₁₂N₂

Product identity

CAS number
13483-31-3
Molecular formula
C5H12N2
Molecular weight
100.16 g/mol
Category
Organic chemicals
Subcategory
Hydrazones and substituted hydrazine derivatives
Common aliases
N-methyl-N-(propan-2-ylideneamino)methanamine, Acetone dimethylhydrazone, ACETONEDIMETHYLHYDRAZONE

Product overview

What is 2-Propanone, dimethylhydrazone?

2-Propanone, dimethylhydrazone is an organic nitrogen compound also known as acetone dimethylhydrazone. Its IUPAC name is N-methyl-N-(propan-2-ylideneamino)methanamine, and its CAS number is 13483-31-3. The molecular formula is C5H12N2, with a stated molecular weight of 100.16. The structure contains a hydrazone linkage formed from a propan-2-one-derived carbonyl group and a dimethyl-substituted hydrazine component.

The conjugated C=N–N arrangement gives 2-Propanone, dimethylhydrazone chemical behaviour distinct from simple amines and from unmodified ketones. Its nitrogen atoms can influence polarity, protonation, and reaction pathways, while the carbon–nitrogen double bond can participate in transformations under suitable conditions. Physical appearance, volatility, water compatibility, and stability can depend on temperature, formulation, and material condition, so application decisions require product-specific assessment.

2-Propanone, dimethylhydrazone is principally encountered in laboratory research and organic synthesis, where hydrazone chemistry can support investigation of carbonyl reactivity, nitrogen-containing intermediates, and derivatisation strategies. It may also serve as a reference or starting material in method development. These established contexts should not be interpreted as universal suitability: the appropriate use depends on the intended reaction, scale, solvent system, and applicable local requirements.

Selection of 2-Propanone, dimethylhydrazone should consider the reaction objective, compatibility with neighbouring reagents, sensitivity to acidic or strongly reactive conditions, and the analytical method used to confirm identity or conversion. Researchers should distinguish this compound from acetone, dimethylhydrazine, and other hydrazones because their functional groups and reactivity differ. A suitable grade, concentration, and handling approach must be determined for each defined laboratory or manufacturing purpose. For commercial selection, the compound name should be considered separately from the specification and supplied form required for the intended process.

Technical profile

Product properties

Review the product identity and general physical profile before specifying the grade required for your operation.

IUPAC name
N-methyl-N-(propan-2-ylideneamino)methanamine
Category
Organic chemicals
Subcategory
Hydrazones and substituted hydrazine derivatives
Molecular formula
C5H12N2
Molecular weight
100.16 g/mol

Uses and markets

Applications and industries

The correct product specification depends on the intended process, grade requirements and operating conditions.

Detailed product information

Detailed 2-Propanone, dimethylhydrazone product information

Molecular structure and reactive profile

2-Propanone, dimethylhydrazone contains a hydrazone functional group represented by a carbon–nitrogen double bond connected to a substituted nitrogen atom. This arrangement differentiates it from acetone, whose carbonyl group is more directly associated with nucleophilic addition chemistry, and from dimethylhydrazine, which lacks the same C=N linkage. The compound’s nitrogen atoms may affect protonation, coordination, and transformation pathways in carefully selected reaction environments.

In practical laboratory work, 2-Propanone, dimethylhydrazone should be considered a functionalised nitrogen compound rather than a general-purpose solvent or routine base. Acidic conditions may influence hydrazone stability or promote hydrolytic processes, while oxidising or strongly reactive reagents can open alternative pathways. These outcomes depend on solvent, concentration, temperature, water content, and reaction time, making small-scale compatibility studies important before broader use.

Reactivity in carbonyl and nitrogen chemistry

The hydrazone linkage in 2-Propanone, dimethylhydrazone provides a useful point of comparison with imines, oximes, and other carbonyl-derived nitrogen compounds. Relative reactivity can change with substitution and electronic environment; therefore, behaviour observed for acetone hydrazone or an oxime should not be transferred automatically. Researchers may investigate condensation, hydrolysis, oxidation, reduction, or further functionalisation according to the selected reagents and reaction conditions.

For analytical development, the compound’s molecular composition and unsaturated nitrogen functionality can support method-development exercises involving chromatographic separation, spectroscopic characterisation, or reaction monitoring. A reliable interpretation should compare a tested material with an appropriate reference and account for possible degradation or transformation products. Signal response, retention, and stability are method-dependent, so a procedure should be established for the specific matrix and intended analytical purpose.

Role in synthesis and research design

2-Propanone, dimethylhydrazone may be explored as a specialised intermediate in routes requiring a compact, substituted hydrazone motif. Its use can be relevant when researchers want to examine how a preformed C=N–N unit behaves during subsequent conversion, rather than generating that functionality in situ. Route selection should account for competing reactions involving nitrogen, moisture, acids, electrophiles, oxidants, and catalysts used elsewhere in the sequence.

Compared with a simple ketone such as acetone, 2-Propanone, dimethylhydrazone offers a different balance of nucleophilic, basic, and condensation-related behaviour. Compared with a less substituted hydrazone, its methyl substitution can alter steric effects and reaction selectivity. Those comparisons are mechanistic guides, not performance guarantees. The selected transformation should be demonstrated under defined conditions, with conversion and product identity assessed using suitable analytical techniques.

Analytical and formulation considerations

When 2-Propanone, dimethylhydrazone is incorporated into a laboratory formulation or reaction mixture, the solvent system should be chosen with attention to polarity, water content, acid–base conditions, and compatibility with the intended analytical method. Concentration can affect apparent stability and reaction rate. Researchers should also consider whether the compound remains unchanged during sampling, dilution, injection, or contact with surfaces used in the procedure.

A comparison with acetone dimethylhydrazone terminology is useful because the names refer to the same stated compound, whereas similar-looking names can describe different hydrazones. Identity confirmation should therefore use more than a label alone when the distinction matters. Spectroscopic, chromatographic, or other appropriate analytical evidence can help differentiate the target from residual starting materials, hydrolysis products, isomeric substances, and unrelated nitrogen compounds.

Frequently asked questions

Questions about 2-Propanone, dimethylhydrazone

What type of compound is 2-Propanone, dimethylhydrazone?

2-Propanone, dimethylhydrazone is an organic hydrazone containing a carbon–nitrogen double bond and two nitrogen atoms. It is also known as acetone dimethylhydrazone and has the formula C5H12N2. The compound is best understood as a specialised nitrogen-containing organic molecule rather than as acetone, a conventional amine, or dimethylhydrazine. Its hydrazone structure influences polarity, protonation, and reaction behaviour. In professional settings, it is mainly considered for laboratory research, analytical work, and synthetic investigations. The exact behaviour depends on solvent, temperature, water content, acidity, concentration, and the other reagents present, so descriptions of general reactivity should not replace application-specific testing.

How does 2-Propanone, dimethylhydrazone differ from acetone?

Acetone is a simple ketone containing a carbonyl group, whereas 2-Propanone, dimethylhydrazone contains a hydrazone linkage formed from a propan-2-one-derived structure and a substituted hydrazine component. Replacing the carbonyl functionality with a C=N–N arrangement changes the compound’s electronic properties, protonation behaviour, and likely reaction pathways. Acetone commonly participates in carbonyl addition and condensation chemistry, while the hydrazone may undergo transformations involving nitrogen and the carbon–nitrogen double bond. The two substances should therefore not be substituted for one another merely because their names are related. Solubility, stability, analytical response, and compatibility must be evaluated independently.

Can 2-Propanone, dimethylhydrazone undergo hydrolysis?

Hydrazones can be sensitive to hydrolytic conditions, particularly when acidity, water, temperature, and reaction time favour cleavage of the carbon–nitrogen linkage. For 2-Propanone, dimethylhydrazone, the extent and rate of any hydrolysis will depend on the solvent system and the specific experimental environment. Aqueous exposure alone does not establish a universal outcome, because pH, concentration, phase behaviour, and impurities may alter the result. If stability matters, researchers should monitor the material under the actual intended conditions rather than relying on behaviour reported for a different hydrazone. Analytical confirmation can help identify the starting compound and possible transformation products.

What factors influence reactions involving this hydrazone?

Reaction behaviour for 2-Propanone, dimethylhydrazone can be influenced by acidity, basicity, solvent polarity, water content, temperature, concentration, reagent strength, and the presence of catalysts or oxidants. Steric effects from the methyl groups may also influence access to the hydrazone functionality and affect selectivity in some transformations. The compound can behave differently in a short analytical experiment than in a preparative reaction because residence time, mixing, heat transfer, and impurity levels change. Researchers should define the intended transformation, examine compatibility on an appropriate scale, and verify both conversion and product identity with suitable analytical methods.

How can 2-Propanone, dimethylhydrazone be distinguished from related hydrazones?

Related hydrazones may share a carbon–nitrogen double bond while differing in carbonyl origin, nitrogen substitution, molecular mass, polarity, and steric environment. 2-Propanone, dimethylhydrazone is specifically associated with the stated C5H12N2 composition and the acetone-derived hydrazone structure. It should not be assumed identical to acetone hydrazone, methylhydrazones, aryl hydrazones, or oximes simply because their names appear similar. Differentiation may involve a combination of chromatographic retention, mass-related information, infrared or nuclear magnetic resonance features, and comparison with an appropriate reference. The selected identification approach should suit the matrix and the decision being made.

What should researchers consider when using this compound in a reaction?

Researchers using 2-Propanone, dimethylhydrazone should first define the intended reaction and assess compatibility with the solvent, water content, acids, bases, oxidants, reductants, catalysts, and neighbouring substrates. The compound’s hydrazone functionality may participate in reactions or undergo changes that affect the planned route. Small-scale evaluation can reveal phase behaviour, conversion, selectivity, and unexpected by-products before a larger experiment is attempted. Sampling and analysis should also be considered because dilution, exposure to moisture, or contact with reactive surfaces can alter results. Appropriate chemical handling, hazard assessment, and local laboratory procedures remain necessary for the particular material and operation.

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