814-78-8

Basic information

• Product Name: Methyl isopropenyl ketone
• Synonyms: 2-Methyl-1-buten-3-one;3-Methyl-3-buten-2-one;3-Methylene-2-butanone;Isopropenyl methyl ketone;Methyl isopropenyl ketone;NSC 24150;Propen-2-yl methyl ketone
• CAS NO: 814-78-8
• Molecular Formula: C₅H₈O
• Molecular Weight: 84.11642
• EINECS: 212-405-1
• Mol File: 814-78-8.mol
• Article Data: 41

Chemical Properties

• Melting Point: -54 °C
• Boiling Point: 98 °C at 760 mmHg
• Flash Point: 11 °C
• Appearance: clear colorless liquid
• Density: 0.816 g/cm³
• Vapor Pressure: 4.314mmHg at 25°C
• Refractive Index: 1.425
• CAS DataBase Reference: Methyl isopropenyl ketone(CAS DataBase Reference)
• NIST Chemistry Reference: Methyl isopropenyl ketone(814-78-8)
• EPA Substance Registry System: Methyl isopropenyl ketone(814-78-8)

Safety Data

• Hazardous Substances Data: 814-78-8(Hazardous Substances Data)

Usage

General Description

Methyl isopropenyl ketone is a chemical compound with the formula C6H10O. It is a colorless liquid with a sharp and sweet odor. This chemical is used in the production of pharmaceuticals, flavorings, and fragrances. It is also used as a solvent for resins, cellulose esters, and lacquers. Methyl isopropenyl ketone is flammable and should be handled with care, as prolonged or repeated exposure by inhalation may cause irritation of the respiratory system. Additionally, it is important to note that this chemical has been classified as a hazardous substance and should be used in accordance with safety guidelines and regulations.

InChI:InChI=1/C7H12O/c1-6(2)4-5-7(3)8/h4H,5H2,1-3H3

Upstream product

• 20963-51-3 3-methylbut-3-en-2-one oxime 
• 3393-64-4 4-hydroxy-3-methyl-2-butanone 
• 786730-43-6 3,7-dimethyl-oct-7-ene-2,6-dione 
• 920-39-8 isopropylmagnesium bromide 
• 108-24-7 acetic anhydride 
• 115-22-0 3-Hydroxy-3-methyl-2-butanone 
• 104-15-4 toluene-4-sulfonic acid 
• 64-19-7 acetic acid 
• 78-80-8 2-methylbut-1-en-3-yne 
• 463-51-4 Ketene 
• 431-03-8 dimethylglyoxal 
• 10473-14-0 3-methyl-3-buten-2-ol 
• 563-79-1 2,3-Dimethyl-2-butene 
• 85526-22-3 3-Hydroperoxy-3-methoxy-2-methyl-1-butene 

Downstream Products

• 14539-67-4 4-methoxy-3-methyl-butan-2-one 
• 89794-79-6 3-hydroxymethyl-4-methoxy-3-methyl-butan-2-one 
• 408338-20-5 3-methyl-4-propoxy-butan-2-one 
• 6137-08-2 3-methyloctan-2-one 
• 16824-14-9 acetic acid-(2-methyl-1-methylen-allyl ester) 
• 4549-74-0 3-methyl-1,3-pentadiene 
• 513-81-5 2,3-dimethyl-buta-1,3-diene 
• 10473-13-9 2,3-dimethyl-1-buten-3-ol 
• 101170-10-9 4-ethyl-4-butyl-6-methyl-cyclohex-2-enone 
• 35504-34-8 2,3-dimethyl-pent-1-en-4-yn-3-ol 
• 82262-31-5 4,6-dimethyl-1,3-cyclohexanedione 
• 4587-00-2 2-acetyl-2-methyloxirane 
• 563-80-4 3-methyl-butan-2-one 
• 18229-58-8 1-(2,5,6-trimethyl-3,4-dihydro-2H-pyran-2-yl)-ethanone 

Relevant articles and documents

Cassis and Green Tea: Spontaneous Release of Natural Aroma Compounds from β-Alkylthioalkanones

In depth headspace analysis of the slow degradation of β-alkylthioalkanones in ambient air led to the discovery of a novel δ-cleavage pathway, by which β-mercaptoketones are released. Since β-mercaptoketones are potent natural aroma compounds occurring in many fruits, herbs and flowers, the discovery of an enzyme-independent molecular precursor for this class of high-impact molecules is of practical importance. Moreover, the formation of β-diketones and aldehydes by concomitant oxidation at the α-sulfur-position enhances the versatility of this class of aroma precursors. A mechanistic model is proposed which suggests that the oxidative degradation occurs through a novel Pummerer-type rearrangement of initially formed persulfoxides.

Hydroxyketones in the thiadiazine cycle formation

Cyclocondensation of 1-hydroxyketones with thiosemicarbazide resulted in thiadiazines. Nitrate ester of 1-hydroxyketone reacted under similar conditions to give the corresponding thiosemicarbazone. In the case of bromoacetyl-substituted nitrate ester of 1-hydroxyketone, condensation proceeded via intramolecular reaction between the thiol and bromomethyl groups.

3-methyl-3-penten-2-one preparation method

The invention relates to a preparation method of 3-methyl-3-amylene-2-ketone. The preparation method comprises the steps of mixing butanone and a solid acid catalyst at 0-80 DEG C, adding acetaldehyde, fully mixing, reacting continuously, separating and purifying after reaction to obtain the 3-methyl-3-amylene-2-ketone, wherein the solid acid catalyst is highly-acidic dry type sulfonic acid group based polystyrene with H or sulfonic acid group based perfluorination cation exchange resin. According to the method, the solid acid catalyst is adopted, compared with the traditional synthetic method that strong acid and strong base are used, the method can greatly reduce the follow-up separation difficulty and environment pollution degree, no equipment corrosion is caused, and the product yield and the purity are high, therefore, the preparation method of 3-methyl-3-amylene-2-ketone is green and environment-friendly; and besides, no assisted solvent is adopted, the follow-up separation difficulty is reduced, the energy consumption and the production cost are low, and the industrial reliability is strong.