7086-79-5

Basic information

• Product Name: 3-isopropenyl-6-oxoheptanal (IPOH)
• Synonyms: 3-isopropenyl-6-oxoheptanal (IPOH);3-(1-Methylethenyl)-6-oxoheptanal;3-Isopropenyl-6-oxoheptanal;Limononaldehyde;3-Isopropyl-6-oxoheptanal;Heptanal, 3-(1-Methylethenyl)-6-oxo-
• CAS NO: 7086-79-5
• Molecular Formula: C₁₀H₁₆O₂
• Molecular Weight: 168.24
• Mol File: 7086-79-5.mol
• Article Data: 21

Chemical Properties

• Boiling Point: 270℃
• Flash Point: 100℃
• Appearance: /
• Density: 0.917
• Vapor Pressure: 0.00715mmHg at 25°C
• Refractive Index: 1.437
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 3-isopropenyl-6-oxoheptanal (IPOH)(CAS DataBase Reference)
• NIST Chemistry Reference: 3-isopropenyl-6-oxoheptanal (IPOH)(7086-79-5)
• EPA Substance Registry System: 3-isopropenyl-6-oxoheptanal (IPOH)(7086-79-5)

Safety Data

• Hazardous Substances Data: 7086-79-5(Hazardous Substances Data)

Usage

General Description

3-isopropenyl-6-oxoheptanal (IPOH) is a semi-volatile organic compound known for its unique chemical properties. Its use in scientific research is relatively new, and thus little is known about its safety or potential applications. The chemical structure is characterized by its aldehyde function and its conjugated system. It is highly reactive due to the presence of both an alkene and carbonyl functional groups, lending itself well to a variety of chemical transformations. The compound is typically synthesized via organic synthesis techniques, but details regarding its production and potential uses in industry or academia are still under study.

InChI:InChI=1/C10H16O2/c1-8(2)10(6-7-11)5-4-9(3)12/h7,10H,1,4-6H2,2-3H3

Upstream product

• 185329-56-0 1-methyl-4-(1-methylethenyl)-1,2-cyclohexanediol 
• 5989-54-8 (-)-(S)-limonene 
• 1361327-90-3 (4S)-1-methyl-4-(prop-1-en-2-yl)-7,8,9-trioxabicyclo[4.2.1]nonane 
• 203719-53-3 (-)-limonene oxide 
• 1195-92-2 (4R)-limonene 1,2-epoxide 
• 185197-78-8 3-methyl-3-(3-methylethenyl-5-oxopentyl)-1,2,4-trioxolane 
• 5989-27-5 D-limonene 

Downstream Products

• 1361327-96-9 (3S)-6-hydroxyimino-1-methoxy-3-(prop-1-en-2-yl)heptan-1-ol 
• 1361327-92-5 methyl [(1S)-2,4-dimethoxy-2,4-dimethylcyclohexyl]acetate 
• 1330048-79-7 C₁₀H₁₈O 
• 50373-53-0 (2S)-5-methyl-2-(prop-1-en-2-yl)hex-4-en-1-ol 
• 498-16-8 (R)-5-methyl-2-(prop-1-en-2-yl)hex-4-en-1-ol 
• 1330048-77-5 C₁₀H₁₈O 
• 1327155-04-3 C₁₂H₂₀O₂ 
• 20777-39-3 (-)-(R)-lavanduyl acetate 
• 1298063-22-5 (2S)-5-methyl-2-(prop-1-en-2-yl)hex-5-enyl acetate 
• 144831-70-9 (2S)-5-methyl-2-(prop-1-en-2-yl)hex-4-enyl acetate 
• 64309-03-1 (3RS,6R)-3-methyl-6-(1-methylethenyl)dec-9-en-1-yl acetate 
• 362056-98-2 1-((S)-5-Isopropenyl-2-methyl-cyclopent-1-enylmethoxy)-3-methyl-benzene 
• 85031-78-3 1-((S)-4-Isopropenyl-cyclopent-1-enyl)-ethanone 
• 67225-47-2 (3Z,6R)-3-methyl-6-(1-methylethenyl)-3,9-decadien-1-yl acetate 

Relevant articles and documents

Enantiospecific Total Synthesis of (-)-Japonicol C

An efficient and convergent first total syntheses of (±)-japonicol B and (-)-japonicol C have been completed. The notable points of the synthetic route are Lewis-acid-catalyzed Friedel-Crafts reaction for one pot C-C and C-O bond formations resulting in c

Room-Temperature Chemoselective Reductive Alkylation of Amines Catalyzed by a Well-Defined Iron(II) Complex Using Hydrogen

A transition-metal frustrated Lewis pair approach has been envisaged to enhance the catalytic activity of tricarbonyl phosphine-free iron complexes in reduction of amines. A new cyclopentadienyl iron(II) tricarbonyl complex has been isolated, fully characterized, and applied in hydrogenation. This phosphine-free iron complex is the first Earth-abundant metal complex that is able to catalyze chemoselective reductive alkylation of various functionalized amines with functionalized aldehydes. Such selectivity and functionality tolerance (alkenes, esters, ketones, acetals, unprotected hydroxyl groups, and phosphines) have been demonstrated also for the first time at room temperature with an Earth-abundant metal complex. This alkylation reaction was also performed without any preliminary condensation and generated only water as a byproduct. The resulting amines provided rapid access to potential building blocks, metal ligands, or drugs. Density functional theory calculations highlighted first that the formation of the 16 electron species, via the activation of the tricarbonyl complex Fe3, was facilitated and, second, that the hydrogen cleavage did not follow the same pathway as bond breaking, usually described with the known cyclopentadienone iron tricarbonyl complexes (Fe1 and Fe4). These calculations highlighted that the new complex Fe3 does not behave as a bifunctional catalyst, in contrast to its former congeners.

Ozonolytic Transformations of (S)-(–)-Limonene and Abietic Acid in the Presence of Pyridine

Controlled ozonolysis of (S)-(–)-limonene in the presence of Py gave 4-methyl-3-(3-oxobutyl)pent-4-enal or 4-methyl-3-(3-oxobutyl)pent-4-enoic acid depending on the solvent (CH2Cl2 or MeOH). Exhaustive ozonolysis produced 3-acetyl-6-oxoheptanoic acid. Ozonolysis of abietic acid in CH2Cl2 in the presence of Py formed stable epoxytrioxolaneabietic acid; in MeOH–Py, the epoxyketoaldehyde corresponding to cleavage of the C13–C14 bond.