3594-36-3

Basic information

• Product Name: 1,3-Propanedione, 1,3-bis(4-methylphenyl)-
• Synonyms: 1,3-Propanedione, 1,3-bis(4-methylphenyl)-;1,3-bis(4-methylphenyl)propane-1,3-dione;1,3-bis(4-methylphenyl)-1,3-propanedione
• CAS NO: 3594-36-3
• Molecular Formula: C₁₇H₁₆O₂
• Molecular Weight: 252.31
• Mol File: 3594-36-3.mol
• Article Data: 29

Chemical Properties

• Melting Point: 125-127 °C
• Boiling Point: 425.3°Cat760mmHg
• Flash Point: 159°C
• Appearance: /
• Density: 1.099g/cm³
• Vapor Pressure: 1.93E-07mmHg at 25°C
• Refractive Index: 1.572
• PKA: 9.49±0.13(Predicted)
• CAS DataBase Reference: 1,3-Propanedione, 1,3-bis(4-methylphenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3-Propanedione, 1,3-bis(4-methylphenyl)-(3594-36-3)
• EPA Substance Registry System: 1,3-Propanedione, 1,3-bis(4-methylphenyl)-(3594-36-3)

Safety Data

• Hazardous Substances Data: 3594-36-3(Hazardous Substances Data)

Usage

Chemical compound

Yes

Use

Flavoring agent in food and beverage production

Responsible for

Buttery flavor and aroma in certain food products

Examples of food products

Popcorn, margarine, and butter-flavored snacks

Health concerns

Linked to respiratory issues in workers at microwave popcorn and flavoring manufacturing factories

Efforts made

Limiting the use and concentration of diacetyl in food products due to health concerns

InChI:InChI=1/C17H16O2/c1-12-3-7-14(8-4-12)16(18)11-17(19)15-9-5-13(2)6-10-15/h3-10H,11H2,1-2H3

Upstream product

• 108-88-3 toluene 
• 1663-67-8 malonoyl dichloride 
• 108-05-4 vinyl acetate 
• 874-60-2 4-methyl-benzoyl chloride 
• 94-08-6 4-methylbenzoic acid ethyl ester 
• 122-00-9 para-methylacetophenone 
• 123-54-6 acetylacetone 
• 99-75-2 4-methyl-benzoic acid methyl ester 
• 7446-70-0 aluminium trichloride 
• 62375-98-8 1,3-di(4-methylphenyl)propane-1,3-dione 
• 832737-81-2 2-chloro-1,3-bis(4′-methyl-phenyl)-1,3-propanedione 
• 97691-66-2 1,3-bis(4-methylphenyl)prop-2-yn-1-one 
• 99-94-5 p-Toluic acid 
• 109-77-3 malononitrile 

Downstream Products

• 122-00-9 para-methylacetophenone 
• 3594-38-5 3,5-di-p-tolyl-2H-[1,2,6]thiadiazine 1,1-dioxide 
• 29574-59-2 1,3-Bis-<4-methyl-phenyl>-propantrion-(1,2,3) 
• 52046-56-7 2-bromo-1-(4-chlorophenyl)-3-phenylpropane-1,3-dione 
• 81798-03-0 [5-(4-Methyl-benzoyl)-4-phenyl-2-p-tolyl-1H-pyrrol-3-yl]-p-tolyl-methanone 
• 81668-46-4 1-benzyl-4,6-di-p-tolylpyrimidin-2(1H)-one 
• 94104-37-7 3-((E)-3-Oxo-1,3-di-p-tolyl-propenylamino)-3-phenyl-propionic acid ethyl ester 
• 85231-83-0 p-Tolyl-(4-p-tolyl-[1,2,5]thiadiazol-3-yl)-methanone 
• 105141-03-5 2-diazo-1,3-bis(4-methylphenyl)propane-1,3-dione 
• 155886-72-9 2,2-Dimethyl-1,3-bis(4'-methylphenyl)-1,3-propanedione 
• 167702-26-3 Dithio-bis-(di(4-toluyl)-methane) 
• 99-75-2 4-methyl-benzoic acid methyl ester 
• 5333-22-2 1,5-di-p-tolylpentane-1,5-dione 
• 170647-13-9 2,4-bis-(4-methylbenzoyl)-1,5-di-p-tolylpentane-1,5-dione 

Relevant articles and documents

Visible and Near-Infrared Emission from Lanthanoid β-Triketonate Assemblies Incorporating Cesium Cations

The reaction of the β-triketonate ligands tris(4-methylbenzoyl)methanide and tribenzoylmethanide with the trivalent lanthanoids Eu3+, Er3+, and Yb3+ in the presence of Cs+ afforded polymeric structures where the

Ag-Catalyzed Insertion of Alkynyl Carbenes into C-C Bonds of β-Ketocarbonyls: A Formal C(sp2) Insertion

Here we report a silver-catalyzed alkynyl carbene insertion into β-ketocarbonyls using alkynyl N-nosylhydrazones as alkynyl carbene precursors, which provides access to trisubstituted allenyl ketones. This reaction represents the first example of an alkynyl carbene insertion into a C-C σ bond, affording products homologated with an sp2 carbon center. The products are useful substrates for further transformations. Experimental investigations and theoretical calculations suggest the reaction proceeds through a stepwise enol cyclopropanation/retro-aldol pathway.

PPh3-catalyzed β-selective addition of α-fluoro β-dicarbonyl compounds to allenoates

A highly selective phosphine-catalyzed β-addition of α-fluoro β-dicarbonyl compounds to allenoates has been developed. Both α-fluoro β-diketones and α-fluoro β-keto esters prove to be competent fluorocarbon nucleophiles, giving a series of the β-addition products bearing a fluorinated quaternary carbon center in good to excellent yields and with excellent regioselectivities. A plausible reaction pathway is presented.