3-Pentylpentane-2,4-dione

Base Information

• Chemical Name: 3-Pentylpentane-2,4-dione
• CAS No.: 27970-50-9
• Molecular Formula: C10H18 O2
• Molecular Weight: 170.252
• European Community (EC) Number: 248-754-1
• NSC Number: 87949
• UNII: ZJL7NZY4GE
• DSSTox Substance ID: DTXSID10182245
• Nikkaji Number: J250.622J
• Wikidata: Q83052894
• Mol file: 27970-50-9.mol

Synonyms:3-Pentylpentane-2,4-dione;27970-50-9;3-(n-amyl)-2,4-pentanedione;2,4-Pentanedione, 3-pentyl-;ZJL7NZY4GE;AI3-19322;EINECS 248-754-1;NSC-87949;3-ACETYLOCTANONE-2;diacetyl hexan;NSC87949;3-Acetyl-2-octanone;UNII-ZJL7NZY4GE;3-Pentyl-2,4-pentadione;3-pentyl-2,4-pentanedione;3-n-Amyl-2,4-pentanedione;SCHEMBL1310281;DTXSID10182245;CBA97050;NSC 87949;AKOS006228217;FT-0616204;FT-0616205;J-016931;3-(n-Amyl)-2,4-pentanedione;3-pentylpentane-2,4-dione

Chemical Property of 3-Pentylpentane-2,4-dione

Chemical Property:

• Vapor Pressure: 0.0442mmHg at 25°C
• Refractive Index: 1.4494 (estimate)
• Boiling Point: 237.7°Cat760mmHg
• Flash Point: 86.8°C
• PSA: 34.14000
• Density: 0.904g/cm³
• LogP: 2.36090
• Storage Temp.: 2-8°C
• Water Solubility.: 2.401g/L(25 oC)
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 6
• Exact Mass: 170.130679813
• Heavy Atom Count: 12
• Complexity: 147

Purity/Quality:

98%min ^*data from raw suppliers

3-(n-Amyl)-2,4-pentanedione ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Safety Statements: S24/25:Avoid contact with skin and eyes.

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCC(C(=O)C)C(=O)C
• Uses: 3-(n-Amyl)-2,4-pentanedione is a reagent in the synthesis of series of thiazolidin-4-ones, a HIV-1 reverse transcriptases inhibitor.

Technology Process of 3-Pentylpentane-2,4-dione

There total 7 articles about 3-Pentylpentane-2,4-dione 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: 73.0%

1-Bromopentane (110-53-2) + acetylacetone (123-54-6,81235-32-7) → 3-(n-pentyl)pentane-2,4-dione (27970-50-9)

Guidance literature:

With potassium carbonate; potassium iodide; In acetone; for 23.5h; Reflux;

DOI:10.1134/S1070363219080061

Reference yield: 55.0%

amyl iodide (628-17-1) + acetylacetone (123-54-6,81235-32-7) → 3-(n-pentyl)pentane-2,4-dione (27970-50-9)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 100 ℃; for 8h;

DOI:10.1002/ejic.201200868

Reference yield:

(E)-2-acetoxy-2-heptene (36960-12-0) → decane-2,4-dione (13329-78-7) + 3-(n-pentyl)pentane-2,4-dione (27970-50-9)

Guidance literature:

at 500 ℃;

DOI:10.1093/gerona/56.9.M589

upstream raw materials:

(E)-2-acetoxy-2-heptene

2-methylheptanal

acetic anhydride

boron trifluoride

Refernces

• 1、 Mikhalitsyna, Elena A.,Tyurin, Vladimir S.,Nefedov, Sergey E.,Syrbu, Sergey A.,Semeikin, Aleksandr S.,Koifman, Oskar I.,Beletskaya, Irina P.. "High-yielding synthesis of β-octaalkyl-meso-(bromophenyl)-substituted porphyrins and X-ray study of axial complexes of their zinc complexes with THF and 1,4-dioxane". . p. 5979 - 5990. Retrieved 2013/02/26.