6668-24-2

Basic information

• Product Name: 2-METHYL-1-PHENYL-BUTANE-1,3-DIONE
• Synonyms: 2-METHYL-1-PHENYL-BUTANE-1,3-DIONE;1-PHENYL-2-METHYLBUTANE-1,3-DIONE;2-Methyl-1-phenyl-1,3-butanedione;1-Phenyl-2-Methyl-1,3-butanedione;3-Benzoyl-2-butanone
• CAS NO: 6668-24-2
• Molecular Formula: C₁₁H₁₂O₂
• Molecular Weight: 176.21178
• Mol File: 6668-24-2.mol
• Article Data: 27

Chemical Properties

• Boiling Point: 271.7 °C at 760 mmHg
• Flash Point: 100.7 °C
• Appearance: /
• Density: 1.048 g/cm³
• Vapor Pressure: 0.00635mmHg at 25°C
• Refractive Index: 1.509
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 9.78±0.26(Predicted)
• CAS DataBase Reference: 2-METHYL-1-PHENYL-BUTANE-1,3-DIONE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-METHYL-1-PHENYL-BUTANE-1,3-DIONE(6668-24-2)
• EPA Substance Registry System: 2-METHYL-1-PHENYL-BUTANE-1,3-DIONE(6668-24-2)

Safety Data

• Hazardous Substances Data: 6668-24-2(Hazardous Substances Data)

Usage

General Description

2-Methyl-1-phenyl-butane-1,3-dione, also known as acetylacetone, is a chemical compound with the molecular formula C6H10O2. It is a yellowish liquid that is commonly used as a reagent in organic synthesis and as a building block for the production of pharmaceuticals, pesticides, and fragrances. It is also used as a metal chelator and is known for its ability to form stable complexes with metal ions, making it a valuable component in the production of metal-based catalysts and materials. Additionally, acetylacetone has applications in the field of analytical chemistry and is commonly used as a solvent in various industrial processes.

InChI:InChI=1/C11H12O2/c1-8(9(2)12)11(13)10-6-4-3-5-7-10/h3-8H,1-2H3

Upstream product

• 141-78-6 ethyl acetate 
• 93-55-0 1-phenyl-propan-1-one 
• 37559-20-9 1-phenyl-2-methylenebutane-1,3-dione 
• 768-90-1 1-Adamantyl bromide 
• 26954-42-7 Ethyl-(α-ethyl-benzylidenamino)-aluminiumchlorid 
• 75-05-8 acetonitrile 
• 37471-46-8 1-phenyl-1-trimethylsiloxypropene 
• 75-36-5 acetyl chloride 
• 67-56-1 methanol 
• 93-91-4 1-phenylbutan-1,3-dione 
• 74-88-4 methyl iodide 
• 614-45-9 tert-Butyl peroxybenzoate 
• 14229-62-0 S-1-methyl-2-oxo-2-phenylethyl thioacetate 
• 6084-17-9 2-chloro-1-phenylpropan-1-one 

Downstream Products

• 28871-03-6 2,3-dimethyl-4-phenyl-thiopyrano[2,3-b]indole 
• 111239-38-4 (+)-1-phenyl-2-methyl-2-allylbutane-1,3-dione 
• 111239-47-5 (-)-1-phenyl-2-methyl-2-allylbutane-1,3-dione 
• 111239-47-5 (R)-2-Allyl-2-methyl-1-phenyl-butane-1,3-dione 
• 111239-38-4 (S)-2-Allyl-2-methyl-1-phenyl-butane-1,3-dione 
• 149046-48-0 3,5-dioxo-4-methyl-5-phenylpentanoic acid 
• 132713-76-9 2-bromo-2-methyl-1-phenylbutane-1,3-dione 
• 118365-05-2 2-(9-fluorenyl)-1-phenylbutane-1,3-dione 
• 137932-38-8 2-(9-fluorenyl)-2-methyl-1-phenylbutane-1,3-dione 
• 139313-40-9 3-hydroxy-2-methyl-1-phenylbutan-1-one 
• 74971-23-6 3-benzoyl-3-methyl-5-hexen-2-one 
• 157338-57-3 1-Amino-4,5-dimethyl-2-oxo-6-phenyl-1,2-dihydro-pyridine-3-carbonitrile 
• 151693-67-3 4,5-Dimethyl-6-phenyl-2-thioxo-1,2-dihydro-pyridine-3-carbonitrile 
• 115936-18-0 (2S,3S)-anti-2-methyl-1-phenyl-3-hydroxy-1-butanone 

Relevant articles and documents

Synthesis of β-oxo carbonyl and thiocarbonyl compounds via basic sulfur abstraction

Sulfur abstraction from suitable thioesters represents a mild method for the formation of carbon-carbon bonds and the formation of 1,3-dicarbonyl compounds. A study of the scope and limitations of this reaction for the synthesis of these or mixed 1,3-carbonyl/thiocarbonyl compounds by a base promoted sulfur abstraction rearrangement is described. These reactions were typically very clean and the products were obtained in good yield (65–95%) in just 30 min. This method is particularly efficient for the introduction of thiocarbonyl containing groups. Thus, it constitutes a synthetic strategy for the generation of a new carbon-carbon bond and the regioselective preparation of mixed β-dicarbonyl compounds.

O -Iodoxybenzoic Acid (IBX)-Iodine Mediated One-Pot Deacylative Sulfonylation of 1,3-Dicarbonyl Compounds: A Synthesis of β-Carbonyl Sulfones

A combination of o-iodoxybenzoic acid (IBX) and a catalytic amount of iodine is found to promote a facile one-pot deacylative sulfonylation reaction of 1,3-dicarbonyl compounds with sodium sulfinates to yield β-carbonyl sulfones. The present method provides the target products bearing a wide variety of functional groups in one step and in good yields.

Method for preparing 2-methyl-1,3-dicarbonyl derivative

The invention discloses a method for preparing a 2-methyl-1,3-dicarbonyl derivative. A 1,3-dicarbonyl derivative serves as an initiator, raw materials are easy to obtain, and a great variety of raw materials are available. The product obtained through the method has high type diversity and can be used directly or used for other further reactions. Besides, only organic peroxides and a catalytic amount of inorganic copper salt are used, so that cost is low. According to the method, a reaction is conducted in air, reaction conditions are mild, pollution is small, reaction time is short, the yield of the target product is high, reaction operation and aftertreatment are easy, and the method is suitable for industrial production.