2216-87-7

Basic information

• Product Name: 3-UNDECANONE
• Synonyms: Ethyl octyl ketone;Ethyloctylketone;undecan-3-one;3-UNDECANONE;ETHYL N-OCTYL KETONE;3-UNDECANONE 98%;3-Undecanone,98%;3-hendecanone
• CAS NO: 2216-87-7
• Molecular Formula: C₁₁H₂₂O
• Molecular Weight: 170.29
• EINECS: 218-700-1
• Mol File: 2216-87-7.mol
• Article Data: 26

Chemical Properties

• Melting Point: 8-10°C
• Boiling Point: 225-229°C
• Flash Point: 89°C
• Appearance: /
• Density: 0,832 g/cm3
• Vapor Pressure: 0.0797mmHg at 25°C
• Refractive Index: 1.4290
• BRN: 1749500
• CAS DataBase Reference: 3-UNDECANONE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-UNDECANONE(2216-87-7)
• EPA Substance Registry System: 3-UNDECANONE(2216-87-7)

Safety Data

• Safety Statements: S24/25:Avoid contact with skin and eyes.
• Hazardous Substances Data: 2216-87-7(Hazardous Substances Data)

Usage

Chemical Properties

Colorless transparent liquid

Synthesis Reference(s)

Journal of the American Chemical Society, 94, p. 1788, 1972 DOI: 10.1021/ja00760a084Tetrahedron Letters, 20, p. 321, 1979 DOI: 10.1016/S0040-4039(01)85960-8

InChI:InChI=1/C11H22O/c1-3-5-6-7-8-9-10-11(12)4-2/h3-10H2,1-2H3

Upstream product

• 60-29-7 diethyl ether 
• 10385-09-8 N,N-diethyl nonanamide 
• 925-90-6 ethylmagnesium bromide 
• 71138-64-2 3-methyleneundecane 
• 60212-29-5 undec-2-yne 
• 111-66-0 oct-1-ene 
• 123-38-6 propionaldehyde 
• 71-43-2 benzene 
• 143-33-9 sodium cyanide 
• 821-95-4 1-undecene 
• 94-36-0 dibenzoyl peroxide 
• 17049-49-9 octylmagnesium bromide 
• 35329-42-1 undec-1-en-3-ol 
• 67-56-1 methanol 

Downstream Products

• 79090-61-2 3-undecanol 
• 124-07-2 Octanoic acid 
• 79090-61-2 (S)-undecan-3-ol 
• 107494-37-1 (R)-undecan-3-ol 
• 1472-09-9 n-octylcyclopropane 

Relevant articles and documents

The radical-chain addition of aldehydes to alkenes by the use of N-hydroxyphthalimide (NHPI) as a polarity-reversal catalyst

Hydroacylation of simple alkenes with aldehydes via a radical process was successfully achieved by the use of N-hydroxyphthalimide (NHPI) as a polarity-reversal catalyst. Thus, 5-tridecanone was obtained by the reaction of oct-1-ene with pentanal in the presence of small amounts of NHPI and dibenzoyl peroxide (BPO).

Sodium Bromide-Catalyzed Oxidation of Secondary Benzylic Alcohols Using Aqueous Hydrogen Peroxide as Terminal Oxidant

A halide salt, hydroperoxide and AcOH catalyst system was applied to the oxidation of secondary benzylic alcohols. This simple system can be applied to a variety of secondary benzylic alcohols and scaled up for gram-scale preparation. High secondary benzylic alcohol selectivity of the present method is demonstrated in hydroxyketone synthesis. Based on several experimental results, a catalytic cycle for our oxidation is proposed.

Stereospecific construction of chiral tertiary and quaternary carbon by nucleophilic cyclopropanation with bis(iodozincio)methane

The reaction of a ketone having a leaving group at the aposition, such as a,bepoxy ketone or asulfonyloxy ketone, with bis(iodozincio) methane affords a zinc alkoxide of cyclopropanol. The reaction proceeds by nucleophilic addition of the dizinc to the carbonyl group and a sequential intramolecular nucleophilic substitution of the introduced iodozinciomethyl group to the adjacent electrophilic carbon that has a leaving group. When an optically active a,β-epoxy ketone or asulfonyloxy ketone is treated with the dizinc, a zinc alkoxide of cyclopropanol having a chiral tertiary or quaternary carbon in the cyclopropane ring is obtained, and the obtained zinc alkoxide of cyclopropanol acts as a chiral ho-moenolate. When it is treated with an electrophile in the presence of copper cyanide, it gives an optically active a-tertiary or -quaternary ketone that retains high optical purity.

Preparation of zinc-homoenolate from α-sulfonyloxy ketone and bis(iodozincio)methane

Treatment of α-sulfonyloxy ketone with bis(iodozincio)-methane gives a zinc cyclopropoxide which is formed via a nucleophilic addition of the reagent to carbonyl group followed by an intramolecular substitution reaction. Copyright