693-54-9

Basic information

• Product Name: 2-Decanone
• Synonyms: 2-Decanon;Decan-2-one;n-C8H17COCH3;Octyl methyl ketone;octylmethylketone;DECANONE;METHYL OCTYL KETONE;METHYL N-OCTYL KETONE
• CAS NO: 693-54-9
• Molecular Formula: C₁₀H₂₀O
• Molecular Weight: 156.27
• EINECS: 211-752-6
• Mol File: 693-54-9.mol
• Article Data: 248

Chemical Properties

• Melting Point: 3.5 °C(lit.)
• Boiling Point: 211 °C(lit.)
• Flash Point: 160 °F
• Appearance: /
• Density: 0.825 g/mL at 25 °C(lit.)
• Vapor Density: >1 (vs air)
• Vapor Pressure: 0.248mmHg at 25°C
• Refractive Index: n20/D 1.425(lit.)
• Storage Temp.: Store below +30°C.
• Water Solubility: Soluble in alcohol. Insoluble in water.
• BRN: 1747463
• CAS DataBase Reference: 2-Decanone(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Decanone(693-54-9)
• EPA Substance Registry System: 2-Decanone(693-54-9)

Safety Data

• Safety Statements: 24/25
• RIDADR: NA 1993 / PGIII
• WGK Germany: 2
• RTECS: HE0725000
• F: 10-23
• TSCA: Yes
• Hazardous Substances Data: 693-54-9(Hazardous Substances Data)

Usage

Chemical Properties

CLEAR SLIGHTLY YELLOW LIQUID

Occurrence

Reported found in rue oil China (1.31%), rue flower oil Colombia (1.25%), rue oil Cuba (0.72%), ambrette seed oil (0.10%), Croton flavens L. (Welensali) leaf oil Curacao (0.10%), cascarilla bark oil (0.06%) and violet flower absolute.

Uses

Different sources of media describe the Uses of 693-54-9 differently. You can refer to the following data:
1. 2-Decanone was used in the synthesis of brushed block copolymers via conjugation through an acid-labile hydrazone linker to poly(ethylene glycol)-poly(aspartate hydrazide) block copolymers; methyl ketones. 2-decanone used as a solvent and an intermediate in the synthesis of pharmaceuticals and agrochemicals. It is also used in perfumes.
2. 2-Decanone was used in the synthesis of:brushed block copolymers via conjugation through an acid-labile hydrazone linker to poly(ethylene glycol)-poly(aspartate hydrazide) block copolymersmethyl ketones

Definition

ChEBI: A methyl ketone that is decane in which the methylene hydrogens at position 2 are replaced by an oxo group.

Aroma threshold values

Medium-type strength odor, orange floral.

General Description

2-Decanone is a constituent of the essential oil of Ruta chalepensis L., which is used in the production of food, drugs and perfumery.

Safety Profile

Slightly toxic by ingestion. Aflammable liquid. When heated to decomposition it emitsacrid smoke and irritating vapors.

InChI:InChI=1/C10H20O/c1-3-4-5-6-7-8-9-10(2)11/h3-9H2,1-2H3

Upstream product

• 872-05-9 1-Decene 
• 188679-79-0 dec-4-yn-2-one 
• 40778-30-1 ethyl 2-acetylnonanoate 
• 112-05-0 nonanoic acid 
• 64-19-7 acetic acid 
• 2404-44-6 1,2-Epoxydecane 
• 917-54-4 methyllithium 
• 2598-29-0 8-acetyloxyquinoline 
• 3238-27-5 n-octyl aluminium dichloride 
• 111-66-0 oct-1-ene 
• 143-33-9 sodium cyanide 
• 3622-72-8 decan-2-one semicarbazone 
• 69814-30-8 2-hydroxydecylphenyl selenide 
• 74-85-1 ethene 

Downstream Products

• 124-18-5 decane 
• 1120-06-5 decan-2-ol 
• 17747-48-7 (+/-)-2-Amino-decan 
• 53172-11-5 1-(4-hydroxy-3-methoxy-phenyl)-undec-1-en-3-one 
• 58185-28-7 2-(1-methyl-nonylamino)-ethanol 
• 53690-77-0 2-Trimethylsilyloxy-decan 
• 92573-01-8 3-hydroxy-1-phenyl-1-undecanone 
• 106094-59-1 2-decanone N,N-dimethylhydrazone 
• 111-85-3 n-chlorooctane 
• 79-20-9 acetic acid methyl ester 
• 1731-84-6 nonanoic acid methyl ester 
• 3848-26-8 decane-2,3-dione 
• 111-66-0 oct-1-ene 
• 824-58-8 endo-2-Norbornylmethylketon 

Relevant articles and documents

A Comment on the Recently Proposed Mechanism for the Oxidation of Olefins with PdCl(NO2)(CH3CN)2

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Recyclable catalyst reservoir: Oxidation of alcohols mediated by noncovalently supported bis(imidazolium)-tagged 2,2,6,6-tetramethylpiperidine 1-oxyl

Bis(imidazolium)-tagged 2,2,6,6-tetramethylpiperidine 1-oxyl (TEMPO) catalysts were adsorbed on different supports such as silica gel, silica gel modified with highly cross-linked polymeric imidazolium networks, and highly cross-linked polymeric imidazolium networks entrapping magnetic particles. These systems provided a convenient tool for the oxidation of both primary and secondary alcohols working as recyclable reservoirs for the bis(imidazolium)-tagged TEMPO catalysts. By using EPR spectroscopy it was demonstrated that the catalyst was released as the corresponding oxoammonium salt in the solution during the recycling step, thus promoting the oxidative process in a homogeneous fashion. After solvent removal, the catalyst was readsorbed on the support allowing an easy recovery and recycle of the catalytic material up to 13 consecutive cycles with no loss in activity. The bis(imidazolium)-tagged TEMPO catalyst could be used in only 1mol% both for the oxidation of benzylic and aliphatic alcohols. The catalytic material was highly recyclable if used on silica or imidazolium-modified silica gel in 10mol% loading. Loading could be scaled down to 1mol% and the catalyst proved to be recyclable up to 8cycles only with imidazolium-modified silica gel. Such a "catalyst-sponge-like" system permits to combine the benefits of homogeneous and heterogeneous catalysis. Catch and release: Why spend money on covalent immobilization or ionic liquids with bulky cations? A bis(imidazolium)-modified 2,2,6,6-tetramethylpiperidine 1-oxyl catalyst can be adsorbed on an imidazolium-modified support, then released in the presence of a proper organic solvent and recaptured at the end of the reaction on removal of the solvent.

Palladium-copper-DMF complexes involved in the oxidation of alkenes

Treatment of PdCl2(MeCN)2 and CuCl with N,N-dimethylformamide (DMF) under O2 gives polymeric complex [(PdCl2)2CuCl2(DMF)4]n (1) and Pd-Cu heterometallic complex 2 containing O atom derived from molecular oxygen.

V2O5@TiO2 Catalyzed Green and Selective Oxidation of Alcohols, Alkylbenzenes and Styrenes to Carbonyls

The versatile application of different functional groups such as alcohols (1° and 2°), alkyl arenes, and (aryl)olefins to construct carbon-oxygen bond via oxidation is an area of intense research. Here, we report a reusable heterogeneous V2O5@TiO2 catalyzed selective oxidation of various functionalities utilizing different mild and eco-compatible oxidants under greener reaction conditions. The method was successfully applied for the alcohol oxidation, oxidative scission of styrenes, and benzylic C?H oxidation to their corresponding aldehydes and ketones. The utilization of mild and eco-friendly oxidizing reagents such as K2S2O8, H2O2 (30 % aq.), TBHP (70 % aq.), broad substrate scope, gram-scale synthesis, and catalyst recyclability are notable features of the developed protocol.

Structural elucidation of a methylenation reagent of esters: Synthesis and reactivity of a dinuclear titanium(iii) methylene complex

Transmetallation of a zinc methylene complex [ZnI(tmeda)]2(μ-CH2) with a titanium(iii) chloride [TiCl3(tmeda)(thf)] produced a titanium methylene complex. The X-ray diffraction study displayed a dinuclear methylene structure [TiCl(tmeda)]2(μ-CH2)(μ-Cl)2. Treatment of an ester with the titanium methylene complex resulted in methylenation of the ester carbonyl to form a vinyl ether. The titanium methylene complex also reacted with a terminal olefin, resulting in olefin-metathesis and olefin-homologation. Cyclopropanation by methylene transfer from the titanium methylene proceeded by use of a 1,3-diene. The mechanistic study of the cyclopropanation reaction by the density functional theory calculations was also reported.

Hydration of terminal alkynes catalyzed by cobalt corrole complex

Cobalt(III) corrole was firstly applied to the hydration of terminal alkynes. The alkyne hydration proceeded in good to excellent yield with 0.03 to 0.3 mol% cobalt corrole catalyst loading. A wide range of substrates were tolerated. Particularly, the reaction can give 90% yield in a gram scale experiment.