18402-83-0

Basic information

• Product Name: 3-NONEN-2-ONE
• Synonyms: TRANS-3-NONEN-2-ONE;FEMA 3955;(E)-Non-3-en-2-one;(E)-3-Nonen-2-one;trans-3-Nonen-2-one 95%
• CAS NO: 18402-83-0
• Molecular Formula: C₉H₁₆O
• Molecular Weight: 140.22
• EINECS: 238-248-9
• Product Categories: API intermediates;C9;Carbonyl Compounds;Ketones
• Mol File: 18402-83-0.mol
• Article Data: 25

Chemical Properties

• Boiling Point: 85 °C12 mm Hg(lit.)
• Flash Point: 179 °F
• Appearance: /
• Density: 0.848 g/mL at 25 °C(lit.)
• Refractive Index: n20/D 1.449(lit.)
• CAS DataBase Reference: 3-NONEN-2-ONE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-NONEN-2-ONE(18402-83-0)
• EPA Substance Registry System: 3-NONEN-2-ONE(18402-83-0)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 18402-83-0(Hazardous Substances Data)

Usage

Uses

trans-3-Nonen-2-one is a useful reagent in the synthesis of olivetolic acid (O533005).

InChI:InChI=1S/C9H16O/c1-3-4-5-6-7-8-9(2)10/h7-8H,3-6H2,1-2H3/b8-7+

Upstream product

• 4643-20-3 (E)-4-chloro-3-buten-2-one 
• 70083-43-1 dipentylcadmium 
• 66-25-1 hexanal 
• 67-64-1 acetone 
• 109-72-8 n-butyllithium 
• 132592-46-2 2-ethoxy-1,4-pentadien-3-yl 2,2-dimethylpropanoate 
• 592-41-6 1-hexene 
• 37160-52-4 lithium cyclopent-1-enolate 
• 26547-25-1 non-3-yn-2-ol 
• 122590-38-9 methyl (Z)-2-acetyloct-2-enoate 
• 1038622-41-1 4-hydroxy-2-nonanone 
• 628-99-9 nonan-2-ol 
• 67-56-1 methanol 
• 64-17-5 ethanol 

Downstream Products

• 17574-85-5 1-acetoxy-1-heptene 
• 155816-67-4 4-phenylnonan-2-one 
• 501919-45-5 (4S)-4-phenylnonan-2-one 
• 435269-67-3 (4R)-4-phenylnonan-2-one 
• 60435-70-3 (S)-(+)-2-methyl-1-heptanol 
• 128441-03-2 (R)-(-)-2-methyl-1-heptanol 

Relevant articles and documents

Selective cleavage of ketals and acetals under neutral, anhydrous conditions using triphenylphosphine and carbon tetrabromide

A convenient method for the selective removal of ketal and acetal protection under mild, neutral, anhydrous conditions using PPh3 and CBr4 is described.

Efficient Transformation of Methyl Propargyl Ethers into α,β-Unsaturated Ketones

Methyl propargyl ethers, obtained from carbonyl compounds by successive treatment with an acetylide and MeI, were easily converted to the corresponding α,β-unsaturated ketone by regioselective hydration of acetylenic moiety followed by elimination of methanol under the catalytic action of Au(III).

An access to α, β-unsaturated ketones via dual cooperative catalysis

A dual cooperative organocatalytic approach for the synthesis of α, β-unsaturated ketones is described. This one pot transformation is realized via a domino Knoevenagel-Michael-retro Michael reaction sequence. Various aliphatic ketones reacted smoothly with aromatic as well as aliphatic aldehydes in presence catalytic amount of Meldrum's acid and bifunctional amine. The highlights of this protocol are the easy availability of catalysts, high selectivity, and functional group tolerance. The reaction proved to highly E-selective with no side products emanating from self-condensation, unlike the base-mediated reactions.

Acyl/aroyl Meldrum's acid as an enol surrogate for the direct organocatalytic synthesis of α,β-unsaturated ketones

The operationally simple, robust and straightforward organocatalytic protocol is developed for the synthesis of E-selective α,β-unsaturated ketones. The method utilizes simple and easily accessible starting materials such as Meldrum's acid, carboxylic acid, aldehyde and simple bifunctional amine catalyst. The tandem organocatalytic process utilizes acyl/aroyl Meldrum's acid as an enol surrogate for the effective Doebner-Knoevenagel type condensation reactions. A wide variety of aldehydes, carboxylic acids and base sensitive functional groups are well tolerated under the mild reaction conditions.