5331-64-6

Basic information

• Product Name: 1-phenylpentane-1,3-dione
• Synonyms: 1-phenylpentane-1,3-dione;1-Phenyl-1,3-pentanedione
• CAS NO: 5331-64-6
• Molecular Formula: C₁₁H₁₂O₂
• Molecular Weight: 176.21178
• EINECS: 226-232-4
• Mol File: 5331-64-6.mol
• Article Data: 26

Chemical Properties

• Boiling Point: 278.6°Cat760mmHg
• Flash Point: 103.5°C
• Appearance: /
• Density: 1.051g/cm³
• Vapor Pressure: 0.00422mmHg at 25°C
• Refractive Index: 1.51
• PKA: 8.88±0.23(Predicted)
• CAS DataBase Reference: 1-phenylpentane-1,3-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 1-phenylpentane-1,3-dione(5331-64-6)
• EPA Substance Registry System: 1-phenylpentane-1,3-dione(5331-64-6)

Safety Data

• Hazardous Substances Data: 5331-64-6(Hazardous Substances Data)

Usage

General Description

1-phenylpentane-1,3-dione, also known as benzoylacetone, is a chemical compound with the molecular formula C11H14O. It is a yellowish to light brown crystalline solid with a sweet, floral aroma. 1-phenylpentane-1,3-dione is commonly used as a building block in the synthesis of various pharmaceuticals, agrochemicals, and organic materials. It is also employed as a precursor in the production of fragrances and flavoring agents. Additionally, 1-phenylpentane-1,3-dione has been studied for its potential therapeutic applications, including its ability to inhibit amyloid beta aggregation, which is associated with Alzheimer's disease. 1-phenylpentane-1,3-dione is not considered to be particularly hazardous, but proper handling and storage procedures should be followed to minimize the risk of exposure.

InChI:InChI=1/C11H12O2/c1-2-10(12)8-11(13)9-6-4-3-5-7-9/h3-7H,2,8H2,1H3

Upstream product

• 19307-74-5 1-phenyl-pent-1-yn-3-one 
• 10467-10-4 ethylmagnesium iodide 
• 60-29-7 diethyl ether 
• 614-16-4 Benzoylacetonitrile 
• 98-88-4 benzoyl chloride 
• 78-93-3 butanone 
• 79-03-8 propionyl chloride 
• 70-11-1 α-bromoacetophenone 
• 105-37-3 Ethyl propionate 
• 98-86-2 acetophenone 
• 922-67-8 propynoic acid methyl ester 
• 109787-95-3 1-phenyl-1-oxo-3-hydroxypent-4-ene 
• 554-12-1 propanoic acid methyl ester 
• 100-52-7 benzaldehyde 

Downstream Products

• 2832-89-5 4-(2-methyl-5-phenyl-thiophen-3-yl)-morpholine 
• 121923-88-4 C₁₁H₁₀N₂O₂ 
• 24963-08-4 3-(methylamino)-1-phenylpent-2-en-1-one 
• 40710-57-4 1-phenyl-3-(pyrrolidine-1-yl)pent-2-en-1-one 
• 1187180-08-0 3-(ethoxycarbonylmethylamino)-1-phenylpent-2-en-1-one 
• 1187180-07-9 3-(3,4-difluorophenylamino)-1-phenylpent-2-en-1-one 
• 1235483-00-7 dimethyl 5-phenyl-4-propionylfuran-2,3-dicarboxylate 
• 31378-03-7 1-phenyl-2-tosylethanone 
• 13618-19-4 1-phenyl-2-methyl-1,3-pentanedione 

Relevant articles and documents

Total synthesis of (-)- and (+)-membrenone C.

[reaction: see text] A synthesis of the polypropionate marine defense substance (+)-membrenone C and its enantiomer that starts from (S)-2-methyl-3-(tert-butyldimethylsilyloxy)propanal is described. Key steps include (1) additions of chiral allenylmetal reagents to effect both chain homologation and the concomitant introduction of four stereo centers, (2) a bis-intramolecular hydrosilylation-oxidation sequence to install beta-hydroxy ketone subunits, and (3) a bis-intramolecular aldol reaction to construct the two dihydropyrone termini.

Method of preparing 1,3-diketone compound by acetyenic ketone

The invention relates to a preparation method of preparing a 1,3-diketone compound by acetyenic ketone. The preparation method comprises the following steps: S1, putting alpha-alkynyl ketone compound,water, gold salt and silver salt in a reaction solvent to obtain a precursor mixture, wherein the molar ratio of the alpha-alkynyl ketone compound, water, gold salt and silver salt is 1: (1-50): (0.001-0.10): (0.002-0.15); and S2, putting the precursor mixture obtained in the S1 to react at a reaction temperature of 0-50 DEG C to obtain the 1,3-diketone compound, wherein the reaction time is 5 min to 48 h. The method is simple in reaction condition, free of acid or alkaline additives and high in yield, and can be applied to modern production on a large scale.

Structure-dependent selective O- or C-trifluoroethylation of 1,3-dicarbonyls by mesityl(2,2,2-trifluoroethyl)iodonium triflate

Reaction of [ArICH2CF3][OTf] with structurally diversified 1,3-dicarbonyls and an appropriate base at room temperature gave O-trifluoroethylated products, C-trifluoroethylated products, or a mixture of O- and C-trifluoroethylated products in good yields. The product type was dramatically dependent upon the structure of the starting 1,3-dicarbonyls in this reaction. The cyclic 1,3-diketones exclusively afforded the O-trifluoroethylated products, whereas the acyclic 1,3-diketones, β-keto esters, and malonates selectively or specifically formed the C-trifluoroethylated products. Li2CO3 facilitated the C-trifluoroethylation of acyclic 1,3-diketones and β-keto esters. The reaction proceeded under mild conditions, without pre-activation of 1,3-dicarbonyls and use of strong base, and demonstrated a catalyst-free structure-dependent regioselective trifluoroethylation of 1,3-dicarbonyls by mesityl(2,2,2-trifluoroethyl)iodonium triflate.