3-Methyl-2,4-pentanedione

Base Information

• Chemical Name: 3-Methyl-2,4-pentanedione
• CAS No.: 815-57-6
• Molecular Formula: C6H10O2
• Molecular Weight: 114.144
• Hs Code.: 2914190090
• European Community (EC) Number: 212-420-3
• NSC Number: 15756
• UNII: NF8ZG9V2JE
• DSSTox Substance ID: DTXSID70231142
• Nikkaji Number: J110.475F
• Wikidata: Q83111971
• ChEMBL ID: CHEMBL1650633
• Mol file: 815-57-6.mol

Synonyms:3-methyl-2,4-pentanedione

Chemical Property of 3-Methyl-2,4-pentanedione

Chemical Property:

• Appearance/Colour: clear colourless to yellow liquid
• Vapor Pressure: 0.0638mmHg at 25°C
• Melting Point: -7.75°C (estimate)
• Refractive Index: n20/D 1.442(lit.)
• Boiling Point: 173 °C at 760 mmHg
• PKA: pK1:10.87 (25°C)
• Flash Point: 56.7 °C
• PSA: 34.14000
• Density: 0.934 g/cm³
• LogP: 0.80050
• Storage Temp.: 0-10°C
• Water Solubility.: Soluble in water.
• XLogP3: 0.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 114.068079557
• Heavy Atom Count: 8
• Complexity: 102

Purity/Quality:

98%,99%, ^*data from raw suppliers

3-Methyl-2,4-pentanedione ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(C(=O)C)C(=O)C
• Uses: 3-Methyl-2,4-pentanedione involves in asymmetric substitution of 1,3-diphenyl-2-propenyl acetate catalyzed by amphiphilic resin-supported monodentate phosphine ligands can occur.

Technology Process of 3-Methyl-2,4-pentanedione

There total 30 articles about 3-Methyl-2,4-pentanedione which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 96.0%

acetylacetone (123-54-6,81235-32-7) + methyl iodide (74-88-4) → 3-Methyl-2,4-pentanedione (815-57-6)

Guidance literature:

With P(MeNCH₂CH₂)3N; In hexane; acetonitrile; at 25 ℃; for 0.5h;

DOI:10.1021/jo972350i

Reference yield: 88.0%

acetylacetone (123-54-6,81235-32-7) → 3-Methyl-2,4-pentanedione (815-57-6)

Guidance literature:

In methyl 2-cyanoacetate;

Reference yield: 77.0%

3-methylpentane (96-14-0) → 3-methylpentan-3-ol (77-74-7) + 3-Methyl-2,4-pentanedione (815-57-6)

Guidance literature:

With iodosylbenzene; In dichloromethane; at 25 ℃; for 2h; Reagent/catalyst; Catalytic behavior; Inert atmosphere;

DOI:10.1021/jacs.7b09553

upstream raw materials:

4-hydroxy-3-methyl-pentan-2-one

(2S,4R)-3-methyl-2,4-pentanediol

sodium (Z)-4-oxopent-2-en-2-olate

dimethyl sulfate

Downstream raw materials:

2-amino-4,5,6-trimethyl-nicotinic acid ethyl ester

3-methyl-3-(phenylmethyl)-2,4-pentandione

(3R,4S)-(+)-3-methyl-4-hydroxypentan-2-one

(3R,4R)-4-Hydroxy-3-methyl-pentan-2-one

Refernces

• 1、 Bijou, Diane,Cornier, Thibaut,Mishra, Shashank,Merzoud, Lynda,Chermette, Henry,Jeanneau, Erwann,Maudez, William,Benvenuti, Giacomo,Daniele, Stéphane. "Synthesis and Thermal Behavior of Heteroleptic γ-Substituted Acetylacetonate-Alkoxides of Titanium". supporting information. p. 1976 - 1983. Retrieved 2021/05/07.
• 2、 B?ttig, Sarah,Bochet, Christian G.,Egger, Timothy,Flachsmann, Felix,Gey, Olga. "Cassis and Green Tea: Spontaneous Release of Natural Aroma Compounds from β-Alkylthioalkanones". . . Retrieved 2021/10/19.