10060-20-5

Basic information

• Product Name: (Z)-3-Cyclodecen-1-one
• Synonyms: (Z)-3-Cyclodecen-1-one
• CAS NO: 10060-20-5
• Molecular Formula: C10H16O
• Molecular Weight: 0
• Mol File: 10060-20-5.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (Z)-3-Cyclodecen-1-one(CAS DataBase Reference)
• NIST Chemistry Reference: (Z)-3-Cyclodecen-1-one(10060-20-5)
• EPA Substance Registry System: (Z)-3-Cyclodecen-1-one(10060-20-5)

Safety Data

• Hazardous Substances Data: 10060-20-5(Hazardous Substances Data)

Usage

Uses

Used in Flavor and Fragrance Industry:
(Z)-3-Cyclodecen-1-one is used as a key compound for creating a wide array of flavors and fragrances due to its distinctive and agreeable scent. Its incorporation enhances the sensory experience of various products, making it a sought-after ingredient in the formulation of perfumes, scented products, and the like.
Used in Pharmaceutical Synthesis:
In the pharmaceutical industry, (Z)-3-Cyclodecen-1-one is utilized as an intermediate in the synthesis of various active ingredients. Its unique chemical structure and properties make it a valuable asset in the development of new drugs, contributing to the advancement of medicinal chemistry.
Used in Chemical Industry:
(Z)-3-Cyclodecen-1-one's versatility extends to the chemical industry, where it is employed in the synthesis of other organic compounds. Its ability to contribute to the creation of a diverse range of chemical products underscores its importance and applicability in this field.

Upstream product

• 29746-36-9 cis-Cyclodecen-4-ol 
• 37072-27-8 2-Cyclodecenon-aethylen-acetal 
• 42052-30-2 (Z)-cyclonon-2-enone 

Relevant articles and documents

Synthetic Applications in Radical/Radical Cationic Cascade Reactions

Oxidative photoinduced electron transfer (PET) reactions have been performed with various cyclic cyclopropyl(vinyl) silyl ethers bearing an olefinic or acetylenic side chain. The reactions result in bi- to tetracyclic ring systems via a fragmentation-radical/radical cationic addition reaction pathway with well defined ring juncture. The mode of cyclisation (endo/exo) can be partially controlled by addition of nucleophiles due to the suppression of radical cationic reaction pathways. Quantum chemical calculation of the cyclisation transition states underline the experimentally found selectivities. Additional mechanistic studies concerning the saturation step reveal that the final radical is saturated mostly by the solvent and traces of water in the solvent.

The syntheses and conformational studies of [n](2,4)heterophanes and [7](3,5)pyrazolophane

Synthetic sequences from (n + 3)-membered 2-cycloalkenones provide furan, thiophene and pyrrole derivatives bridged at the 2,4-positions by n-methylene chains (n = 6, 7, and 9) as well as a pyrazole derivative bridged at the 3,5-positions (n = 7). The molecular geometry as a function of the chain length has been investigated spectrometrically. The aliphatic chain of [7](2,4)pyrrolophane and [7](3,5)pyrazolophane is found to reside in the one side of the respective heteroaromatic rings even at 205°, whereas that of [7](2,4)thiophenophane flips up and down the thiophene ring upon heating, the energy barrier ΔGc≠ being 18·2 kcal/mol (Tc 111°C at 60 MHz). The conformational behaviour of the heptamethylene chain is thus dependent on the angle between the bonds connecting each heteroaromatic carbon with the benzylic one. Though the hexamethylene chain of the [6](2,4)heterophanes is fixed to the one side of the aromatic ring, the nonamethylene chain of the [9]-homologues is rapidly moving between the both sides even at room temperature. The red-shifts of the B-bands are attributed to the distorted, nonplanar heteroaromatic rings. The mass spectra of these heterophanes indicate the initial C(1)-C(2) fission of the polymethylene chain probably due to the steric strain of the systems.