3-Chloropentane-2,4-dione

Base Information

• Chemical Name: 3-Chloropentane-2,4-dione
• CAS No.: 1694-29-7
• Molecular Formula: C5H7 Cl O2
• Molecular Weight: 134.562
• Hs Code.: 2914 79 00
• European Community (EC) Number: 216-902-4
• UNII: XKV5PX3SLJ
• DSSTox Substance ID: DTXSID9061887
• Nikkaji Number: J35.920C
• Wikidata: Q81989734
• ChEMBL ID: CHEMBL1650635
• Mol file: 1694-29-7.mol

Synonyms:3-chloropentane-2,4-dione

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

Chemical Property:

• Appearance/Colour: clear yellow to very deep brown liquid
• Vapor Pressure: 0.0215mmHg at 25°C
• Melting Point: -15 °C
• Refractive Index: n20/D 1.483(lit.)
• Boiling Point: 49-52 °C18 mm Hg(lit.)
• PKA: 6.77±0.46(Predicted)
• Flash Point: 12.2°C
• PSA: 34.14000
• Density: 1.149g/cm³
• LogP: 0.77180
• Storage Temp.: 2-8°C
• Solubility.: 7.65g/l
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 134.0134572
• Heavy Atom Count: 8
• Complexity: 106

Purity/Quality:

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

3-Chloroacetylacetone >95.0%(GC) ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Halogenated Ketones
• Canonical SMILES: CC(=O)C(C(=O)C)Cl
• Uses: 3-Chloro-2,4-pentanedione was used in the synthesis of tetrathiafulvenyl-acetylacetonate (TTFSacacH), precursor of novel redox-active ligands.

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

There total 17 articles about 3-Chloropentane-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: 92.1%

acetylacetone (123-54-6,81235-32-7) → 3-chloropentane-2,4-dione (1694-29-7)

Guidance literature:

With chlorine; at 10 ℃; for 5h; under 760.051 Torr; Temperature; Reagent/catalyst; Pressure; Large scale;

Reference yield: 75.0%

trifluoromethane sulfonyl chloride (421-83-0) + acetylacetone (123-54-6,81235-32-7) → trifluoromethanesulfinic acid (34642-42-7) + 3-chloropentane-2,4-dione (1694-29-7)

Guidance literature:

With triethylamine; In tetrahydrofuran; at 10 - 50 ℃;

DOI:10.1134/S1070428009090176

Reference yield: 67.0%

acetylacetone (123-54-6,81235-32-7) → 3,3-dichloropentane-2,4-dione (33657-50-0) + 3-chloropentane-2,4-dione (1694-29-7) + 1,3,3-Trichloro-pentane-2,4-dione

Guidance literature:

With chlorine; at 55 - 60 ℃;

upstream raw materials:

acetylacetone

sodioacetylacetone

1-hexene

water

Downstream raw materials:

3-(4-phenyl-1⁽³⁾H-imidazol-2-ylmercapto)-pentane-2,4-dione

1-(4-methyl-thiazol-5-yl)-ethanone

4-methyl-5-acetyloxazole

1-(5-Phenyl-thiazolo[2,3-c][1,2,4]triazol-3-yl)-ethanone; hydrochloride

Refernces

• 1、 Vinogradov, M. G.,Dolinko, V. I.,Nikishin, G. I.. "OXIDATIVE ADDITION OF ACETYLACETONE TO 1-HEXENE UNDER THE ACTION OF Mn(III) AND Co(III) ACETATES". . p. 2036 - 2041. Retrieved 1982.
• 2、 -. "Preparation method of dichloro dialkyl fumaronitrile". Paragraph 0034-0039; 0050-0053; 0058-0060; 0066-0068; .... . Retrieved 2021/08/25.
• 3、 Abo-Ashour, Mahmoud F.,Eldehna, Wagdy M.,George, Riham F.,Abdel-Aziz, Marwa M.,Elaasser, Mahmoud M.,Abdel Gawad, Nagwa M.,Gupta, Antima,Bhakta, Sanjib,Abou-Seri, Sahar M.. "Novel indole-thiazolidinone conjugates: Design, synthesis and whole-cell phenotypic evaluation as a novel class of antimicrobial agents". . p. 49 - 60. Retrieved 2018/10/20.