7493-58-5

Basic information

• Product Name: 4-METHYL-2,3-PENTANEDIONE
• Synonyms: FEMA 2730;4-METHYL-2,3-PENTANEDIONE;ACETYL ISOBUTYRYL;2,3-Pentanedione, 4-methyl-;2,3-Pentanedione,4-methyl-;4-methyl-3-pentanedione;4-Methyl-pentane-2,3-dione;4-methylpentane-2,3-dione
• CAS NO: 7493-58-5
• Molecular Formula: C₆H₁₀O₂
• Molecular Weight: 114.14
• EINECS: 231-328-4
• Product Categories: Organics
• Mol File: 7493-58-5.mol
• Article Data: 12

Chemical Properties

• Boiling Point: 117.9 °C at 760 mmHg
• Flash Point: 29.3 °C
• Appearance: pale yellow to yellow clear liquid
• Density: 0.934 g/cm³
• Vapor Pressure: 17.1mmHg at 25°C
• Refractive Index: 1.403
• CAS DataBase Reference: 4-METHYL-2,3-PENTANEDIONE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-METHYL-2,3-PENTANEDIONE(7493-58-5)
• EPA Substance Registry System: 4-METHYL-2,3-PENTANEDIONE(7493-58-5)

Safety Data

• Hazardous Substances Data: 7493-58-5(Hazardous Substances Data)

Usage

Description

4-Methyl-2,3-pentanedione has a characteristic pungent odor. This may be prepared from isonitroso methyl isobutyl ketone by treatment with concentrated H2S04; other methods employ mesityl oxide as the starting material.

Occurrence

Reported found in coffee, beer, avocado, malt and krill.

Preparation

Prepared from isonitroso methyl isobutyl ketone by treatment with concentrated H2SO4; other methods employ mesityl oxide as the starting material

Taste threshold values

Taste characteristics at 80 ppm: sweet, creamy, fruity, buttery, with a cooked estry nuance.

InChI:InChI=1/C6H10O2/c1-4(2)6(8)5(3)7/h4H,1-3H3

Upstream product

• 16917-09-2 bromamine B 
• 108-10-1 4-methyl-2-pentanone 
• 565-69-5 ethyl isopropyl ketone 
• 7697-37-2 nitric acid 
• 55915-58-7 1-Cyano-N,N-2-trimethylpropenylamin 
• 5682-80-4 3-bromo-4-methyl-pent-3-en-2-one 
• 466-18-2 (+)-threo-2.3-dihydroxy-2-isopropyl-butyric acid 
• 7732-18-5 water 
• 466-18-2 erythro-2.3-dihydroxy-2-isopropyl-butyric acid 
• 56-23-5 tetrachloromethane 
• 7553-56-2 iodine 
• 2966-50-9 silver trifluoroacetate 
• 7664-93-9 sulfuric acid 
• 691-38-3 (Z)-4-methyl-2-pentene 

Downstream Products

• 23511-42-4 2-isopropyl-3-methyl-quinoxaline 1,4-dioxide 
• 147-47-7 2,2,4-trimethyl-1,2-dihydroquinoline 
• 913819-57-5 5-hydroxy-4-isopropyl-1-(2-isopropyl-6-methyl-phenyl)-5-methyl-2-oxo-2,5-dihydro-1H-pyrrole-3-carbonitrile 
• 13508-89-9 4-methyl-pentane-2,3-dione 2-oxime 
• 563-80-4 3-methyl-butan-2-one 
• 187737-37-7 propene 
• 34557-54-5 methane 
• 74-98-6 propane 
• 67-64-1 acetone 
• 35749-71-4 4-methyl-pentane-2,3-dione-bis-(2,4-dinitro-phenylhydrazone) 
• 101786-23-6 4-methyl-pentane-2,3-dione-bis-phenylhydrazone 

Relevant articles and documents

Selective alkene oxidation with H2O2 and a heterogenized Mn catalyst: Epoxidation and a new entry to vicinal cis-diols

Covalent anchoring of 1,4-dimethyl-1,4,7-triazacyclononane on silica gel is the first step in the preparation of a heterogenized Mn catalyst. When H2O2 is used as the oxidant, this material can catalyze the vicinal cis- dihydroxylation of disubstituted olefins, as shown schematically here. Both enantiomers of the product are obtained.

Competitive rearrangements of alkylacetoxycarbenes

Absolute rate constants are determined for (1,2) acetyl, carbon, andhydride shifts in cyclobutylacetoxycarbene and isopropylacetoxycarbene; comparative reactivities are examined.

Cobalt(II)-Catalyzed Reaction of Aldehydes with Acetic Anhydride under an Oxygen Atmosphere: Scope and Mechanism

The reaction of aldehydes with acetic anhydride in the presence of catalytic cobalt(II) chloride under an oxygen atmosphere at ambient temperature is dependent upon the reaction medium.Aliphatic aldehydes react in acetonitrile to give 1,2-diones whereas the aromatic aldehydes are acylated to yield the corresponding acylals.On the other hand, carboxylic acids are obtained from aliphatic and aromatic aldehydes by conducting the reaction in dichloroethane or benzene.Cobalt(II) chloride in acetonitrile catalyzes the conversion of aliphatic aldehydes to the correspondinganhydrides in the absence of acetic anhydride whereas aromatic aldehydes remain largely unaffected under these conditions.A preliminary mechanistic study in three different solvents (i.e. acetonitrile, dichloroethane, and DMF) has revealed that in acetonitrile and in the presence of acetic anhydride, aliphatic aldehydes behave differently than aromatic aldehydes.Some trapping experiments using methyl acrylate and stilbene have been conducted to demonstrate the occurence of an acyl cobalt and peroxyacyl cobalt intermediate during these reactions.