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Mesityl oxide

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Identification
Molecular formula
C6H10O
CAS number
141-79-7
IUPAC name
4-methylpent-3-en-2-one
State
State

At room temperature, mesityl oxide is in a liquid state. It is typically used as an intermediate in organic synthesis and as a solvent.

Melting point (Celsius)
-53.10
Melting point (Kelvin)
220.05
Boiling point (Celsius)
129.00
Boiling point (Kelvin)
402.15
General information
Molecular weight
98.14g/mol
Molar mass
98.1430g/mol
Density
0.8585g/cm3
Appearence

Mesityl oxide is a colorless liquid that tends to become yellow upon storage due to oxidation. It has a characteristic sweet and mango-like odor.

Comment on solubility

Solubility of 4-methylpent-3-en-2-one

4-methylpent-3-en-2-one, also known as mesityl oxide, exhibits interesting solubility characteristics that enhance its utility in various applications. This compound is a type of ketone, and like many ketones, it demonstrates notable polarity.

Key aspects of the solubility of 4-methylpent-3-en-2-one include:

  • Solubility in Organic Solvents: 4-methylpent-3-en-2-one is well-soluble in a variety of organic solvents such as ethanol, acetone, and diethyl ether.
  • Water Solubility: The solubility of this compound in water is limited due to its hydrophobic alkyl chain. However, it can still exhibit some miscibility at lower concentrations.
  • Temperature Effects: As with many compounds, solubility can be affected by temperature. Heating may increase the solubility of 4-methylpent-3-en-2-one in organic solvents.

In summary, the solubility profile of 4-methylpent-3-en-2-one is typical for a ketone of its structure, being more favorable in organic media than in aqueous environments. Understanding these solubility characteristics is crucial for its effective application in chemical processes and formulations.

Interesting facts

Interesting Facts about 4-Methylpent-3-en-2-one

4-Methylpent-3-en-2-one, also known as mesityl oxide, is an intriguing compound that belongs to the class of unsaturated ketones. This compound not only intrigues chemists with its structural features but also has various applications across different industries.

Key Characteristics

  • Structure: The presence of a double bond and a ketone functional group in its structure gives 4-methylpent-3-en-2-one unique chemical properties, making it a versatile building block in organic synthesis.
  • Synthesis: It can be synthesized through several methods, including aldol condensation reactions, highlighting its importance in synthetic organic chemistry.
  • Reactivity: The compound is reactive, especially in electrophilic addition reactions due to the presence of the double bond, making it an essential intermediate in the manufacture of other chemical compounds.

Applications

  • Industrial Uses: 4-Methylpent-3-en-2-one is used as a solvent and as an intermediate in the production of various chemicals.
  • Flavoring Agent: It has applications in the food and fragrance industries due to its pleasant aroma, which is sought after in flavoring agents.
  • Potential Pharmaceuticals: Research is ongoing into its efficacy as a pharmacologically active compound, which could lead to new medicinal applications.

In summary, 4-methylpent-3-en-2-one is much more than just a simple ketone; it represents a significant compound with diverse applications and fascinating chemistry. As stated by many in the field, "Exploring the complexity and utility of organic compounds is where the true essence of chemistry lies." This compound is a prime example of that philosophy!

Synonyms
MESITYL OXIDE
141-79-7
4-Methylpent-3-en-2-one
4-Methyl-3-penten-2-one
3-Penten-2-one, 4-methyl-
Methyl isobutenyl ketone
Isopropylideneacetone
Isobutenyl methyl ketone
Mesityloxid
Mesityloxyde
Ossido di mesitile
3-Isohexen-2-one
Isopropylidene acetone
Oxyde de mesityle
Acetone, isopropylidene-
Methyl 2-methyl-1-propenyl ketone
Methyl 2,2-dimethylvinyl ketone
2-Methyl-4-oxo-2-pentene
2-Methyl-2-pentenone-4
4-Metil-3-penten-2-one
2,2-Dimethylvinyl methyl ketone
4-Methyl-3-pentene-2-one
4-Methyl-3-penten-2-on
Mesityloxid [German]
Mesityloxyde [Dutch]
2-Methyl-2-penten-4-one
Caswell No. 547
FEMA No. 3368
FEMA Number 3368
Oxyde de mesityle [French]
Ossido di mesitile [Italian]
NSC 38717
HSDB 1195
4-Methyl-3-penten-2-one, 9CI
EINECS 205-502-5
4-Metil-3-penten-2-one [Italian]
UN1229
EPA Pesticide Chemical Code 052401
BRN 1361550
Isopropylidene-Acetone
DTXSID1029170
4-Methyl-3-penten-2-on [Dutch, German]
AI3-07702
(CH3)2C=CHC(=O)CH3
NSC-38717
77LAC84669
MESITYL OXIDE [MI]
1-Methylpent-2-en-4-one
4-methyl-pent-3-en-2-one
MESITYL OXIDE [HSDB]
DTXCID209170
CHEBI:89993
FEMA 3368
EC 205-502-5
4-Methyl-3-penten-2-one (mesityl oxide)
4-METHYL-3-PENTENE-2-ONE [FHFI]
TEICOPLANIN IMPURITY A [EP IMPURITY]
3-PENTEN,2-ONE,4-METHYL MESITYLOXIDE
MESITYLOXID (GERMAN)
MESITYLOXYDE (DUTCH)
CILASTATIN SODIUM IMPURITY D [EP IMPURITY]
OXYDE DE MESITYLE (FRENCH)
OSSIDO DI MESITILE (ITALIAN)
CAS-141-79-7
4-METIL-3-PENTEN-2-ONE (ITALIAN)
TEICOPLANIN IMPURITY A (EP IMPURITY)
4-Methyl-3-penten-2-on (DUTCH, GERMAN)
1-ISOBUTENYL METHYL KETONE (MESITYL OXIDE)
1-ISOBUTENYL METHYL KETONE {MESITYL OXIDE}
CILASTATIN SODIUM IMPURITY D (EP IMPURITY)
1-Isobutenyl methyl ketone
3Isohexen2one
4-Methylpent-3-en-2-one; Mesityl oxide; Cilastatin Sodium Imp. D (EP)
UNII-77LAC84669
4Methyl3penten2on
4Metil3penten2one
2Methyl2pentenone4
4Methyl3penten2one
Mesityloxid(german)
2Methyl4oxo2pentene
MFCD00008900
Acetone, isopropylidene
3Penten2one, 4methyl
Mesityl oxide [UN1229] [Flammable liquid]
2-methylpent-2-en-4-one
Mesityl oxide (ACGIH:OSHA)
Methyl 2methyl1propenyl ketone
2,2Dimethylvinyl methyl ketone
Methyl 2,2dimethylvinyl ketone
CHEMBL3185916
WLN: 1Y1 & U1V1
4-Methyl-3-penten-2-one, 90%
NSC38717
Tox21_202080
Tox21_303606
LMFA12000030
STL146350
Mesityl oxide, technical grade, 90%
AKOS000118892
FM00482
UN 1229
NCGC00249161-01
NCGC00257514-01
NCGC00259629-01
4-Methyl-3-penten-2-on(DUTCH, GERMAN)
M0069
M1340
NS00006985
EN300-21333
Mesityl oxide [UN1229] [Flammable liquid]
3-PENTEN,2-ONE,4-METHYL MESITYLOXIDE
A807813
Q425668
4-Methyl-3-penten-2-one, analytical reference material
Mesityl oxide, 99%, mixture of alpha and beta isomers
Mesityl oxide, European Pharmacopoeia (EP) Reference Standard
MESITYL OXIDE, MIXTURE OF ALPHA-AND BETA-ISOMERS (CA 93% ALPHA)
Mesityl Oxide, Pharmaceutical Secondary Standard; Certified Reference Material
Mesityl oxide, suitable for neutral marker for measuring electroosmotic flow (EOF), ~98%
Methyl 2,2-dimethylvinyl ketone;Methyl isobutenyl ketone;Isopropylideneacetone
205-502-5