36219-73-5

Basic information

• Product Name: undec-10-en-2-one
• Synonyms: undec-10-en-2-one;10-Undecen-2-one
• CAS NO: 36219-73-5
• Molecular Formula: C₁₁H₂₀O
• Molecular Weight: 168.2759
• EINECS: 252-924-0
• Mol File: 36219-73-5.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 254.4°Cat760mmHg
• Flash Point: 89.7°C
• Appearance: /
• Density: 0.831g/cm³
• Vapor Pressure: 0.0172mmHg at 25°C
• Refractive Index: 1.434
• CAS DataBase Reference: undec-10-en-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: undec-10-en-2-one(36219-73-5)
• EPA Substance Registry System: undec-10-en-2-one(36219-73-5)

Safety Data

• Hazardous Substances Data: 36219-73-5(Hazardous Substances Data)

Usage

Occurrence

Reported found in Pinus mugo oil.

InChI:InChI=1/C11H20O/c1-3-4-5-6-7-8-9-10-11(2)12/h3H,1,4-10H2,2H3

Upstream product

• 122167-22-0 7-octenylmagnesium bromide 
• 13688-67-0 1,10-undecadiene 
• 74-85-1 ethene 
• 67-64-1 acetone 
• 91523-75-0 (+/-)-undec-10-en-2-ol 
• 878-13-7 cycloundecanone 
• 35345-72-3 11-hydroxyundecan-2-one 

Downstream Products

• 112-12-9 methyl nonyl ketone 
• 1653-30-1 undecan-2-ol 
• 1422-26-0 9-oxodecanoic acid 

Relevant articles and documents

SULFONIC ACID, CARBOXYLIC ACID, AND SALTS THEREOF

A sulfonic acid or carboxylic acid containing a carbonyl group, or a salt thereof represented by the following formula: [in-line-formulae]R1—C(═O)—(CR22)—(OR3)p—(CR42)q-L-A[/in-line-formulae] wherein R1, R2, R3, R4, n, p, q, A and L are as defined herein.

Multicomponent reactions involving 2-methyleneaziridines: Rapid synthesis of 1,3-disubstituted propanones

Ring opening of 1-alkyl-2-methyleneaziridines 1 or 2 is accomplished with organocopper reagents (R2CuLi or RMgX/CuI) in the presence of boron trifluoride diethyl etherate giving 1-substituted propan-2-ones 3-9 in 42-88% yield. Ring opening with RMgC1/CuI in the absence of the Lewis acid allows further alkylation of the metalloenamine (metalated imine) intermediate in a regiocontrolled manner. The sequential formation of two new intermolecular carbon-carbon bonds in this reaction provides a rapid entry into a variety of 1,3-disubstituted propan-2-ones, including 11 and 14-23. The scope and mechanism of this multicomponent reaction (MCR) has been assessed. It is established that this MCR tolerates alkyl, aryl, and benzyiic Grignard reagents and a wide range of electrophiles, including alkyl iodides, bromides, and tosylates, as well as epoxides and aldehydes. In addition, gem-dimethyl substitution on the exocyclic double bond of the 2-methyleneaziridine is tolerated. This MCR has been applied to the one-pot synthesis of (Z)-6-heneicosen11-one, 25, an important sex attractant of the Tussock moth. Using 3-deuterio-1-(1-phenylethyl)2-methyleneaziridine, 26, we determined that this MCR occurs predominantly by direct ring opening at the sp3-hybridized aziridine carbon atom (C-3).

RADICAL REACTIONS OF CARBONYL COMPOUNDS INITIATED BY METAL SALTS AND OXIDES. XIV. RADICAL OXIDATIVE TELOMERIZATION OF ETHYLENE WITH ACETONE

The radical telomerization of ethylene with acetone was investigated.The telomeric radicals CH3COCH2(CH2CH2)n-1C.H2CH2 (n=1-5) are oxidized by the metal ions with the formation of unsaturated and acetoxy-substituted ketones.The effect of the nature of metal ion and the solvent (acetic acid, ethyl acetate, ethanol, acetonitrile) on the direction of oxidation of the radicals was studied.It was shown that oxidative telomerization takes place most selectively in the presence of divalent copper ions; here the main products are γ-acetopropyl and γ-acetopropenyl acetates or ω-unsaturated ketones, depending on the reaction conditions.