5-Chloro-2-pentanone

Base Information

• Chemical Name: 5-Chloro-2-pentanone
• CAS No.: 5891-21-4
• Molecular Formula: C5H9ClO
• Molecular Weight: 120.579
• Hs Code.: 29147090
• European Community (EC) Number: 227-565-8
• NSC Number: 60210,8427
• UNII: V4XZG82VP5
• DSSTox Substance ID: DTXSID9064053
• Nikkaji Number: J24.223C
• Wikidata: Q72456320
• Mol file: 5891-21-4.mol

Synonyms:5-Chloro-2-pentanone;5-Chloropentan-2-one;5891-21-4;2-Pentanone, 5-chloro-;1-Chloro-4-pentanone;3-Chloropropyl methyl ketone;2-Pentanone 5-chloro-;MFCD00001008;NSC 8427;5-chloro-pentan-2-one;EINECS 227-565-8;NSC 60210;AI3-08709;NSC-8427;NSC-60210;1-Chloro-4-oxopentane;3-Acetylpropyl chloride;5-chloranylpentan-2-one;V4XZG82VP5;Methyl 3-chloropropyl ketone;SCHEMBL724425;DTXSID9064053;XVRIEWDDMODMGA-UHFFFAOYSA-;NSC8427;NSC60210;BBL010617;STK067503;AKOS000121103;CS-W013569;AS-11943;LS-101919;FT-0620282;5-Chloro-2-pentanone, technical grade, 85%;EN300-34643;D77754;A832801;Q-200538;5-Chloro-2-pentanone, stab. with potassium carbonate;F0001-1541

Chemical Property of 5-Chloro-2-pentanone

Chemical Property:

• Appearance/Colour: brown to black liquid
• Vapor Pressure: 1.31mmHg at 25°C
• Melting Point: -48oC
• Refractive Index: n20/D 1.438(lit.)
• Boiling Point: 172.8 °C at 760 mmHg
• Flash Point: 67.2 °C
• PSA: 17.07000
• Density: 1.008 g/cm³
• LogP: 1.59440
• Storage Temp.: 2-8°C
• Solubility.: Soluble in chloroform and methanol.
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 120.0341926
• Heavy Atom Count: 7
• Complexity: 61.1

Purity/Quality:

99% ^*data from raw suppliers

5-Chloro-2-pentanone ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,F
• Hazard Codes: Xn,F
• Statements: 36/37/38-22-10
• Safety Statements: 23-24/25-37/39-26-16

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(=O)CCCCl
• Uses: 5-Chloro-2-pentanone used in the preparation of destructible surfactants.

Technology Process of 5-Chloro-2-pentanone

There total 39 articles about 5-Chloro-2-pentanone 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: 95.0%

5-chloro-pentan-2-one oxime (129249-33-8) → 5-chloro-2-pentanone (5891-21-4)

Guidance literature:

With (Bu₄N)₂S₂O₈; In 1,2-dichloro-ethane; for 1h; Heating;

DOI:10.1080/00397919908086071

Reference yield: 94.3%

2-Methyl-4,5-dihydrofuran (1487-15-6) → 5-chloro-2-pentanone (5891-21-4)

Guidance literature:

With iron(III) chloride; In diethyl ether; for 2.75h; under 375.038 Torr; Pressure; Time; Reflux; Microwave irradiation;

Reference yield: 93.02%

3-acetyl-2-oxo-4,5-dihydrofuran (517-23-7,594837-91-9,98634-97-0,313643-49-1) → 5-chloro-2-pentanone (5891-21-4)

Guidance literature:

With hydrogenchloride; at 70 - 80 ℃; for 1.5h; Temperature; Reflux;

upstream raw materials:

2,5-dichloro-2-pentene

5-Hydroxy-2-pentanone

2-cyclopropyl-2-hydroxy-propionitrile

cyclopropane

Downstream raw materials:

5-(ethyl-methyl-amino)-pentan-2-one

cyano-2 methyl-2 tetrahydrofuranne

Cyclopropyl methyl ketone

2-(4-oxopentyl)isoindole-1,3-dione

Refernces

• 1、 Vinogradov, M. G.,Gorshkova, L. S.,Ferapontov, V. A.,Zinenkov, A. V.. "Selective method for the preparation of 5-chloropentan-2-one". . p. 756 - 758. Retrieved 1995.
• 2、 -. "Method for synthesizing cyclopropyl methyl ketone". Paragraph 0029; 0031; 0033; 0035; 0037; 0039; 0041. . Retrieved 2020/03/17.