17042-21-6

Basic information

• Product Name: 2-Chloropentan-3-one
• Synonyms: 2-Chloropentan-3-one
• CAS NO: 17042-21-6
• Molecular Formula: C₅H₉ClO
• Molecular Weight: 120.57736
• Mol File: 17042-21-6.mol
• Article Data: 14

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-Chloropentan-3-one(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Chloropentan-3-one(17042-21-6)
• EPA Substance Registry System: 2-Chloropentan-3-one(17042-21-6)

Safety Data

• Hazardous Substances Data: 17042-21-6(Hazardous Substances Data)

Usage

General Description

2-Chloropentan-3-one, also known as 1-(2-chloropropyl)ethanone, is a chemical compound with the molecular formula C5H9ClO. It is a colorless liquid with a strong, sweet, and fruity odor. 2-Chloropentan-3-one is commonly used as an intermediate in the synthesis of various pharmaceutical and agrochemical products. It is also used as a solvent in chemical reactions and as a flavoring agent in the food industry. The compound is considered to be hazardous, and proper safety precautions should be taken when handling and using it.

Upstream product

• 7647-01-0 hydrogenchloride 
• 96-22-0 pentan-3-one 
• 584-02-1 2-pentanol 
• 1117-96-0 Diazoethan 
• 79-03-8 propionyl chloride 
• 21894-16-6 2r-chloro-2-ethyl-3c-methyl-oxirane 
• 63364-38-5 3,3,6,6,9,9-hexaethyl-1,2,4,5,7,8-hexaoxacyclononane 
• 455323-99-6 1-diazo-1-methyl-butanone 

Downstream Products

• 117139-61-4 2-(benzylthio)pentan-3-one 
• 27872-70-4 2-(phenylthio)-3-pentanone 
• 121862-34-8 3-methyl-1-phenyl-hexane-1,4-dione 
• 1192757-03-1 (2S,3R,4R,5S,6R)-2-(acetoxymethyl)-6-(hydroxymethyl)-3,5-dimethyl-tetrahydro-2H-pyran-4-yl benzoate 
• 1192756-82-3 ((2R,3S,4r,5R,6S)-4-(benzoyloxy)-3,5-dimethyl-tetrahydro-2H-pyran-2,6-diyl)-dimethanol 
• 1193091-46-1 (1R,2S,3s,4R,5S)-3-(benzoyloxy)-2,4-dimethyl-8-oxa-bicyclo[3.2.1]oct-6-ene 
• 600-14-6 2,3-Pentanedione 
• 96-22-0 pentan-3-one 
• 868-57-5 methyl 2-methylbutanoate 
• 17042-18-1 2-methoxy-3-pentanone 
• 100429-91-2 1-Methoxy-c-2,c-3-dimethyl-r-1-cyclopropanol 
• 26118-97-8 2-allyl-3-pentanone 
• 3896-13-7 pentane-2,3-dione-bis-phenylhydrazone 
• 94384-99-3 1,1-bis-(4-methoxy-phenyl)-2-methyl-but-1-ene 

Relevant articles and documents

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An efficient synthesis of (S)-(+)-manicone, an alarm pheromone of Manica ants

Manicone [(4E,6S)-(+)-4,6-dimethyl-4-octen-3-one], an alarm pheromone component of Manica ants, was synthesized by a five-step sequence starting from 2-chloro-3-pentanone. The latter α-chloro ketone was converted into the corresponding N-isopropyl ketimine, which was sequentially alkylated via its 3-chloro-1-azaallylic anion with (S)-(+)-2-methyl-1-bromobutane. 1,2-Dehydrochlorination of the resulting chiral functionalized α-chloro ketimine, followed by acid hydrolysis and final Rh(III)-chloride-mediated isomerization afforded the pheromone (S)-(+)-manicone in enantiopure form.

Rapid degradation of cyclic peroxides by titanium and antimony chlorides

First responders face extraordinary risks when dealing with organic peroxides such as TATP due to the extreme sensitivity of this class of explosives, and to a lack of a robust chemical means of safe and rapid neutralisation. The Lewis acids TiCl4 and SbCl3 have been found to demonstrate a novel degradation mechanism, with TiCl4 degrading a model cyclic peroxide in minutes when used in a two-fold excess, or ～3 hours at half equivalence. The products cannot re-form peroxide compounds as is the case with acid degradation, suggesting the two mechanisms are fundamentally different. The Lewis acids mediate a rearrangement reaction in the cyclic peroxide backbone leading to relatively innocuous products through deactivation of oxidising O. Sub-stoichiometric TiCl4 reactions highlight a secondary reaction pathway that also leads to some oxidative chlorination products, possibly mediated by an unconfirmed titanium-oxychloride species. SbCl3 was found to exhibit similar reactivity to TiCl4, although at a slower rate. A mechanism is proposed, consistent with the observations for both stoichiometric and sub-stoichiometric quantities of TiCl4.

Synthesis of α-diazoketone by the action of diazoalkanes on propionic anhydride

Propionic anhydride reacts with diazo-n-alkanes in dry ether at 0°C gave 1-diazo-1-n-alkyl butanones.