3142-58-3

Basic information

• Product Name: 3,3-DIMETHYL-2,4-PENTANEDIONE
• Synonyms: 2,4-Pentanedione, 3,3-dimethyl-;3,3-Dimethylacetylacetone;Dimethylacetylacetone;3,3-DIMETHYL-2,4-PENTANEDIONE;3,3-dimethylpentane-2,4-dione;3,3-Dimethyl-2,4-pentanedione 97%
• CAS NO: 3142-58-3
• Molecular Formula: C₇H₁₂O₂
• Molecular Weight: 128.17
• EINECS: 221-551-5
• Product Categories: C7 to C8;Carbonyl Compounds;Ketones
• Mol File: 3142-58-3.mol
• Article Data: 14

Chemical Properties

• Melting Point: 19°C
• Boiling Point: 25-26 °C2 mm Hg(lit.)
• Flash Point: 165 °F
• Appearance: /
• Density: 0.978 g/mL at 25 °C(lit.)
• Vapor Pressure: 1.29mmHg at 25°C
• Refractive Index: n20/D 1.4290(lit.)
• Storage Temp.: Refrigerator
• Solubility: Chloroform, Methanol (Slightly)
• CAS DataBase Reference: 3,3-DIMETHYL-2,4-PENTANEDIONE(CAS DataBase Reference)
• NIST Chemistry Reference: 3,3-DIMETHYL-2,4-PENTANEDIONE(3142-58-3)
• EPA Substance Registry System: 3,3-DIMETHYL-2,4-PENTANEDIONE(3142-58-3)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 3142-58-3(Hazardous Substances Data)

Usage

Uses

3,?3-?Dimethyl-?2,?4-?pentanedione is used in asymmetric hydrosilation of ketones.

InChI:InChI=1/C7H12O2/c1-5(8)7(3,4)6(2)9/h1-4H3

Upstream product

• 53722-07-9 2,3-dimethyl-pent-4-yne-2,3-diol 
• 3002-24-2 hexane-2,4-dione 
• 74-88-4 methyl iodide 
• 815-57-6 3-Methyl-2,4-pentanedione 
• 123-54-6 acetylacetone 
• 82323-80-6 3,4-dimethyl-3-penten-2-one tosylhydrazone 
• 113-24-6 sodium pyruvate 
• 431-03-8 dimethylglyoxal 
• 77-78-1 dimethyl sulfate 
• 684-94-6 3,4-dimethyl-3-pentene-2-one 
• 7664-93-9 sulfuric acid 
• 563-80-4 3-methyl-butan-2-one 
• 7637-07-2 boron trifluoride 
• 127-09-3 sodium acetate 

Downstream Products

• 563-80-4 3-methyl-butan-2-one 
• 1667-01-2 2,4,6-Trimethylacetophenone 
• 87885-64-1 1-(p-methoxybenzoyl)-5-hydroxy-3,4,4,5-tetramethyl-2-pyrazoline 
• 87885-59-4 C₂₃H₂₈N₄O₄ 
• 87885-63-0 4,5-dihydro-5-hydroxy-3,4,4,5-tetramethyl-1-(4-methylbenzoyl)-1H-pyrazole 
• 87885-58-3 C₂₃H₂₈N₄O₂ 
• 1158506-53-6 4-(2,6-diisopropylphenylimino)-3,3-dimethylpentan-2-one 
• 3160-32-5 4-methyl-1-phenyl-1-penten-3-one 
• 202409-10-7 C₁₂H₁₄O₂ 
• 1383969-72-9 4,4-dimethyl-1,7-bis(4-chlorophenyl)hepta-1,6-diene-3,5-dione 
• 1383969-74-1 4,4-dimethyl-1,7-bis(4-methoxyphenyl)hepta-1,6-diene-3,5-dione 
• 52328-97-9 (1E,6E)-1,7-bis(3,4-dimethoxyphenyl)-4,4-dimethylhepta-1,6-diene-3,5-dione 
• 1383969-77-4 4,4-dimethyl-1,7-bis(2,5-dimethoxyphenyl)hepta-1,6-diene-3,5-dione 
• 1383969-79-6 4,4-dimethyl-1,7-bis(4-hydroxyphenyl)hepta-1,6-diene-3,5-dione 

Relevant articles and documents

Hydrotalcite-catalyzed alkylation of 2,4-pentanedione

A synthetic anionic clay, hydrotalcite (Mg/Al = 2.8), calcined under dry air at 450°C has proved to be an efficient catalyst for the selective C-monoalkylation of 2,4-pentanedione with reactive alylating reagents.

Extended reaction scope of thiamine diphosphate dependent cyclohexane-1,2-dione hydrolase: From C-C bond cleavage to C-C bond ligation

ThDP-dependent cyclohexane-1,2-dione hydrolase (CDH) catalyzes the CC bond cleavage of cyclohexane-1,2-dione to 6-oxohexanoate, and the asymmetric benzoin condensation between benzaldehyde and pyruvate. One of the two reactivities of CDH was selectively knocked down by mutation experiments. CDH-H28A is much less able to catalyze the CC bond formation, while the ability for CC bond cleavage is still intact. The double variant CDH-H28A/N484A shows the opposite behavior and catalyzes the addition of pyruvate to cyclohexane-1,2-dione, resulting in the formation of a tertiary alcohol. Several acyloins of tertiary alcohols are formed with 54-94% enantiomeric excess. In addition to pyruvate, methyl pyruvate and butane-2,3-dione are alternative donor substrates for CC bond formation. Thus, the very rare aldehyde-ketone cross-benzoin reaction has been solved by design of an enzyme variant.

Synthesis and biological evaluation of new curcumin derivatives as antioxidant and antitumor agents

Twenty-four new compounds were prepared, taking curcumin as a lead, in order to explore their antioxidant and antitumor properties. The capacities of these derivatives to scavenge the 2,2′-azinobis(3-ethylbenzothiazoline-6- sulfonic acid) radical cation (ABTS.+), and to protect human red blood cells (RBCs) from oxidative haemolysis were investigated. In addition, the percentage viability of different cell lines (Hep G2, WI38, VERO and MCF-7) was tested. The result of the antitumor testing was generally in accordance with those of the antioxidant assays. Compounds which bear o-methoxy substitution to the 4-hydroxy function in the phenyl ring (7g, 5g and 3g) exhibited significantly higher ABTS.+-scavenging, antihaemolysis, and antitumor activities than other derivatives. In addition, molecular modelling studies were carried out for biologically active and inactive compounds, to study the structure-activity relationship, with the aim to elucidate which portions of the molecules are critical for the antioxidant and antitumor activity.