Related Experiment Video
Updated: May 30, 2026
09:35
Preparation of a Corannulene-functionalized Hexahelicene by Copper(I)-catalyzed Alkyne-azide Cycloaddition of Nonplanar Polyaromatic Units
Published on: September 18, 2016
Fragrance material review on cyclopentadecanone
D McGinty1, C S Letizia, A M Api
1Research Institute for Fragrance Materials, Inc., 50 Tice Boulevard, Woodcliff Lake, NJ 07677, USA. dmcginty@RIFM.org
Summary
Cyclopentadecanone, a macrocyclic ketone, shows no significant toxicological or dermatological concerns for fragrance use. Comprehensive data review supports its safety as a fragrance ingredient.
Area of Science:
- Toxicology
- Dermatology
- Fragrance Chemistry
Background:
- Cyclopentadecanone belongs to the macrocyclic ketones and derivatives group.
- This review focuses on one of 11 diverse C15-C17 ketones used in fragrances.
Purpose of the Study:
- To conduct a toxicologic and dermatologic review of cyclopentadecanone.
- To summarize available safety data for cyclopentadecanone as a fragrance ingredient.
Main Methods:
- Evaluation and summarization of existing toxicology and dermatology studies.
- Inclusion of data on physical properties, acute toxicity, irritation, sensitization, and genotoxicity.
Main Results:
- Data on skin irritation, eye irritation, and sensitization were assessed.
- Phototoxicity, photoallergy, and genotoxicity data were included in the review.
Conclusions:
- Cyclopentadecanone is considered safe for use as a fragrance ingredient.
- A broader safety assessment of macrocyclic ketones and derivatives is available concurrently.
More Related Videos
Related Concept Videos
01:18Aromatic Hydrocarbon Anions: Structural Overview
Neutral hydrocarbons like cyclopentadiene with an odd number of carbon atoms and one intervening CH2 group in the ring are not aromatic. Cyclopentadiene with 4 π electrons does not satisfy the 4n + 2 π electron rule. Additionally, the intervening CH2 group is sp3 hybridized and lacks a vacant p orbital, thereby interrupting the overlap of p orbitals in a continuous manner and preventing the delocalization of π electrons throughout the ring.
Due to the absence of continuous overlap of p...
Due to the absence of continuous overlap of p...
01:05Mass Spectrometry: Cycloalkane Fragmentation
In mass spectrometry, cycloalkanes exhibit distinct fragmentation patterns due to the inherent stability of their molecular ions compared to linear or branched alkanes. The ring structure of cycloalkanes provides additional stability to the molecular ions, often resulting in prominent ion peaks in the mass spectrum.
For example, cyclohexane molecular ions have a mass-to-charge ratio (m/z) of 84, which tends to produce a stronger signal than linear alkanes like hexane. This stability comes from...
For example, cyclohexane molecular ions have a mass-to-charge ratio (m/z) of 84, which tends to produce a stronger signal than linear alkanes like hexane. This stability comes from...
01:18Aromatic Hydrocarbon Cations: Structural Overview
Cycloheptatriene is a neutral monocyclic unsaturated hydrocarbon that consists of an odd number of carbon atoms and an intervening sp3 carbon in the ring. The three double bonds in the ring correspond to 6 π electrons, which is a Huckel number, and therefore satisfies the criteria of 4n + 2 π electrons. However, the intervening sp3 carbon disrupts the continuous overlap of p orbitals. As a result, cycloheptatriene is not aromatic.
Removing one hydrogen from the intervening CH2 group with both...
Removing one hydrogen from the intervening CH2 group with both...
02:37Disubstituted Cyclohexanes: cis-trans Isomerism
Depending upon the different spatial orientation of the substituents, the disubstituted cycloalkanes exhibit two types of stereoisomers. The cis isomers have the substituents on the same side of the ring, whereas the trans isomers have the substituents on the opposite sides. These stereoisomers exhibit different physical properties and cannot be interconverted without breaking the carbon-carbon bonds.
In cyclohexane, the substituents can occupy different positions generating distinct isomers.
In cyclohexane, the substituents can occupy different positions generating distinct isomers.
00:54Mass Spectrometry: Cycloalkene Fragmentation
The molecular ions of cycloalkenes undergo fragmentation via a retro-Diels–Alder reaction.
02:28Cycloalkanes
Cycloalkanes are saturated cyclic hydrocarbons with carbon atoms arranged in the form of rings. They have two fewer hydrogen atoms than the corresponding acyclic alkane; therefore, their general formula is CnH2n. The structural formulas of cycloalkanes are simplified using the line-angle representation. The regular polygons are used to represent the cycloalkane rings, with each side representing a carbon-carbon bond.
The IUPAC nomenclature of cycloalkanes follows similar rules that apply to...
The IUPAC nomenclature of cycloalkanes follows similar rules that apply to...