3,3-DIMETHYL-2,4-PENTANEDIONE

Base Information

• Chemical Name: 3,3-DIMETHYL-2,4-PENTANEDIONE
• CAS No.: 3142-58-3
• Molecular Formula: C7H12 O2
• Molecular Weight: 128.171
• Hs Code.: 2914190090
• European Community (EC) Number: 221-551-5
• NSC Number: 42609
• DSSTox Substance ID: DTXSID20185348
• Nikkaji Number: J217.295J
• Wikidata: Q69754434
• Mol file: 3142-58-3.mol

Synonyms:3,3-Dimethyl-2,4-pentanedione;3,3-Dimethylacetylacetone; NSC 42609

Chemical Property of 3,3-DIMETHYL-2,4-PENTANEDIONE

Chemical Property:

• Vapor Pressure: 1.29mmHg at 25°C
• Melting Point: 19°C
• Refractive Index: n20/D 1.4290(lit.)
• Boiling Point: 173°Cat760mmHg
• Flash Point: 57°C
• PSA: 34.14000
• Density: 0.926g/cm³
• LogP: 1.19060
• Storage Temp.: Refrigerator
• Solubility.: Chloroform, Methanol (Slightly)
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 128.083729621
• Heavy Atom Count: 9
• Complexity: 129

Purity/Quality:

99% ^*data from raw suppliers

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)C(C)(C)C(=O)C
• Uses: 3,?3-?Dimethyl-?2,?4-?pentanedione is used in asymmetric hydrosilation of ketones.

Technology Process of 3,3-DIMETHYL-2,4-PENTANEDIONE

There total 21 articles about 3,3-DIMETHYL-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: 87.0%

1,1-diacetylcyclopropane (695-70-5) → 3,3-dimethyl-2,4-pentanedione (3142-58-3) + 3-ethyl-2,4-pentanedione (1540-34-7)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; for 1h; Ambient temperature;

Reference yield: 82.0%

3-Methyl-2,4-pentanedione (815-57-6) + methyl iodide (74-88-4) → 3,3-dimethyl-2,4-pentanedione (3142-58-3)

Guidance literature:

With potassium carbonate; In acetone; for 30h; Heating;

DOI:10.1246/bcsj.55.177

Reference yield: 80.0%

acetylacetone (123-54-6,81235-32-7) + methyl iodide (74-88-4) → 3,3-dimethyl-2,4-pentanedione (3142-58-3)

Guidance literature:

With potassium carbonate; In dimethyl sulfoxide; for 72h; Ambient temperature;

upstream raw materials:

2,3-dimethyl-pent-4-yne-2,3-diol

3-methyl-butan-2-one

acetic anhydride

sodium methylate

Downstream raw materials:

3-methyl-butan-2-one

2,4,6-Trimethylacetophenone

3,3-dimethylpentane-2,4-dione bis(4-chlorophenylhydrazone)

1-(4-chlorophenyl)-5-(4-chlorophenylazo)-3,4,4,5-tetramethyl-2-pyrazoline

Refernces

• 1、 Allinger et al.. "". . p. 3395,3396,3397,3399. Retrieved 1978.
• 2、 Loschonsky, Sabrina,Wacker, Tobias,Waltzer, Simon,Giovannini, Pier Paolo,McLeish, Michael J.,Andrade, Susana L. A.,Müller, Michael. "Extended reaction scope of thiamine diphosphate dependent cyclohexane-1,2-dione hydrolase: From C-C bond cleavage to C-C bond ligation". supporting information. p. 14402 - 14406. Retrieved 2015/02/19.
• 3、 Adam,Heidenfelder,Sahin. "Diastereo- and regioselective synthesis of diquinanes and related systems from tricyclo[3.3.0.02,4]octanes by chemical electron transfer (CET)". . p. 1163 - 1170. Retrieved 2007/10/02.