7332-96-9

Basic information

• Product Name: 1,2-Butanedione, 3,3-dimethyl-1-phenyl-
• Synonyms: 3,3-Dimethyl-1-phenyl-1,2-butandion;3,3-dimethyl-1-phenyl-1,2-butanedione;1-Phenyl-3,3-dimethyl-butandion-(1,2);3,3-dimethyl-1-phenylbutane-1,2-dione;3,3-Dimethyl-1-phenyl-butan-1,2-dion;3,3-dimethyl-1-phenyl-butane-1,2-dione
• CAS NO: 7332-96-9
• Molecular Formula: C12H14O2
• Molecular Weight: 190.242
• Mol File: 7332-96-9.mol
• Article Data: 15

Chemical Properties

• CAS DataBase Reference: 1,2-Butanedione, 3,3-dimethyl-1-phenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2-Butanedione, 3,3-dimethyl-1-phenyl-(7332-96-9)
• EPA Substance Registry System: 1,2-Butanedione, 3,3-dimethyl-1-phenyl-(7332-96-9)

Safety Data

• Hazardous Substances Data: 7332-96-9(Hazardous Substances Data)

Usage

Physical state

Volatile, colorless liquid

Uses

a. Flavoring agent in food and beverages
b. Production of fragrances
c. Solvent in various industrial applications

Taste

Buttery and creamy

Health concerns

a. Respiratory problems
b. Classified as a respiratory irritant
c. Potential to cause lung damage and other health issues in workers regularly exposed

Regulatory efforts

Efforts to regulate and reduce the use of 1,2-butanedione in various industries due to health concerns.

Upstream product

• 56346-02-2 α-hydroxy-1-neopentyl phenyl ketone 
• 13988-67-5 benzoylpivaloylmethane 
• 591-50-4 iodobenzene 
• 32398-67-7 4,4-dimethyl-1-phenyl-1-pentyn-3-one 
• 3282-30-2 pivaloyl chloride 
• 17475-11-5 1-phenyl-4,4-dimethylpent-2-yn-1-one 
• 4250-82-2 (3,3-dimethyl-but-1-ynyl)benzene 
• 917-92-0 3,3-Dimethylbut-1-yne 
• 1352131-48-6 5-tert-butyl-5-hydroxy-1,3-diphenyl-2,4-imidazolinedione 
• 591-51-5 phenyllithium 
• 5425-44-5 2-Phenyl-[1,3]dithiane 
• 630-19-3 pivalaldehyde 
• 100-52-7 benzaldehyde 
• 594-19-4 tert.-butyl lithium 

Downstream Products

• 6721-67-1 tert-butyl benzyl ketone 
• 1452219-69-0 1-hydroxy-3,3-dimethyl-1-phenyl-1-(p-tolyl)butan-2-one 
• 188617-02-9 2-hydroxy-3,3-dimethyl-2-phenyl-butyric acid 
• 15034-12-5 2-tert-butyl-3-phenyl-quinoxaline 

Relevant articles and documents

Copper/Iodine-Cocatalyzed C-C Cleavage of 1,3-Dicarbonyl Compounds Toward 1,2-Dicarbonyl Compounds

A new, general oxidative route to transformations of 1,3-dicarbonyl compounds to 1,2-dicarbonyl compounds by merging copper and I2 catalysis is described. This method is applicable to broad 1,3-dicarbonyl compounds, including 1,3-diketones, 1,3-keto esters and 1,3-keto amides. Mechanistical studies show that the reaction is achieved via the C–C bond cleavage and CO release cascades.

Palladium-Catalyzed Oxidative C≡C Triple Bond Cleavage of 2-Alkynyl Carbonyl Compounds Toward 1,2-Dicarbonyl Compounds?

A new, general palladium-catalyzed oxidative strategy for the cleavage of the C≡C triple bond is presented. By employing PdCl2, CuBr2, TEMPO and air as the catalytic system and H2O as the carbonyl oxygen atom source, a wide range of 2-alkynyl carbonyl compounds, including 1,3-disubstituted prop-2-yn-1-ones, propiolamides and propiolates, lost an alkynyl carbon to access various 1,2-dicarbonyl compounds, e.g., 1,2-diones, 2-keto amides and 2-keto esters, through Wacker oxidation, intramolecular cyclization and C—C bond cleavage cascades.

Nature of the Nucleophilic Oxygenation Reagent Is Key to Acid-Free Gold-Catalyzed Conversion of Terminal and Internal Alkynes to 1,2-Dicarbonyls

2,3-Dichloropyridine N-oxide, a novel oxygen transfer reagent, allows the conductance of the gold(I)-catalyzed oxidation of alkynes to 1,2-dicarbonyls in the absence of any acid additives and under mild conditions to furnish the target species, including those derivatized by highly acid-sensitive groups. The developed strategy is effective for a wide range of alkyne substrates such as terminal- and internal alkynes, ynamides, alkynyl ethers/thioethers, and even unsubstituted acetylene (40 examples; yields up to 99%). The oxidation was successfully integrated into the trapping of reactive dicarbonyls by one-pot heterocyclization and into the synthesis of six-membered azaheterocycles. This synthetic acid-free route was also successfully applied for the total synthesis of a natural 1,2-diketone.