17206-61-0

Basic information

• Product Name: HEPT-6-ENAL
• Synonyms: HEPT-6-ENAL;6-Heptenal
• CAS NO: 17206-61-0
• Molecular Formula: C₇H₁₂O
• Molecular Weight: 112.16958
• Product Categories: API intermediates
• Mol File: 17206-61-0.mol
• Article Data: 6

Chemical Properties

• Melting Point: -53.35°C (estimate)
• Boiling Point: 160.13°C (estimate)
• Flash Point: 30.8°C
• Appearance: /
• Density: 0.8599 (estimate)
• Vapor Pressure: 4.89mmHg at 25°C
• Refractive Index: 1.4333 (estimate)
• CAS DataBase Reference: HEPT-6-ENAL(CAS DataBase Reference)
• NIST Chemistry Reference: HEPT-6-ENAL(17206-61-0)
• EPA Substance Registry System: HEPT-6-ENAL(17206-61-0)

Safety Data

• Hazardous Substances Data: 17206-61-0(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Tetrahedron Letters, 24, p. 4683, 1983 DOI: 10.1016/S0040-4039(00)86227-9

InChI:InChI=1/C7H12O/c1-2-3-4-5-6-7-8/h2,7H,1,3-6H2

Upstream product

• 592-42-7 1,5-Hexadien 
• 201230-82-2 carbon monoxide 
• 4117-09-3 7-bromo-hept-1-ene 
• 502-41-0 cycloheptanol 
• 155784-71-7 S-Naphthalen-2-yl 6-heptenethioate 

Downstream Products

• 756894-33-4 ethyl (Z)-2-acetamido-2,8-nonadienoate 
• 100249-23-8 2-formylcyclopentaneacetaldehyde 
• 757747-65-2 (3S,4R)-3-(dimethyl-phenyl-silanyl)-deca-1,9-dien-4-ol 
• 368423-70-5 Benzoic acid (3S,4S)-2-but-3-enyl-3-isopropyl-5-oxo-4-(2-oxo-oct-7-enyl)-cyclopent-1-enyl ester 
• 1119-60-4 hept-6-enoic acid 

Relevant articles and documents

Highly regioselective hydroformylation of 1,5-hexadiene to linear dialdehyde catalyzed by rhodium complexes with tetraphosphorus ligands

Rhodium-catalyzed hydroformylation of 1,5-hexadiene to corresponding dialdehydes was investigated using tetraphosphorus ligands. These ligands showed a high regioselectivity for linear aldehydes (linear to branch ratio up to 98%) in very good yield (up to 87%). It was found that the introduction of the substituents at the ortho position of the biphenyl moiety has little effect on the regioselectivity and the electron-donating substituents retard the reaction somewhat.

1,5-Hexadiene selective hydroformylation reaction catalyzed with Rh(acac)2/P(OPh)3 and Rh(acac)(CO)(PPh3)/PPh3 complexes

Hydroformylation of 1,5-hexadiene, catalyzed by the system Rh(acac)2/P(OPh)3 (I), leads to the formation of mono- and dialdehydes, 4-heptenal, 2-Me-3-hexenal and octane-1,8-dial, 2,5-Me2-hexanedial respectively.The yield of dialdehydes increases with temperature and pressure and reaches 100percent at 80 deg C and 10 atm of CO/H2 = 1.The reaction catalyzed by Rh(acac)(CO)(PPh3)/PPh3 (II) system produces, besides dialdehydes, monoaldehydes with a terminal double bond, namely 6-heptenal and 2-Me-5-hexenal.The migration of the double bonds in monoaldehydes dependsmainly on the donor properties of modifying ligands.Phosphine when used as a modifying ligand (II), because of its strong donor properties, restricts isomerization (double bond migration) and diminishes yield of 4-heptenal.In contrast, when less strongly donating ligands such as phosphite are used as modifying ligands (I), independently of its steric properties, 4-heptenal is the main reaction product.Key words: Hydroformylation; Rhodium; Hexadiene; Catalysis

INTRAMOLEKULARE CYCLOADDITIONEN MIT ISOBENZOFURANEN - III. EIN HYDRIERTES NAPHTHOTHIOPHEN AUS EINEM 1-ALKENYLTHIENOFURAN

The synthesis of tetrahydronaphthothiophene 6 utilizing an intramolecular Diels-Alder reaction with an 1-alkenylthienofuran 4 is described.