Fragrance material review on cyclotene propionate

doi:10.1016/j.fct.2012.03.031

Food and Chemical Toxicology

Volume 50, Supplement 3, October 2012, Pages S592-S595

https://doi.org/10.1016/j.fct.2012.03.031 Get rights and content

Abstract

A toxicologic and dermatologic review of cyclotene propionate when used as a fragrance ingredient is presented. Cyclotene propionate is a member of the fragrance structural group ketones cyclopentanones and cyclopentenones. The common characteristic structural element of the group members is a cyclopentanone or cyclopentenone ring with a straight or branched chain alkane or alkene substituent. This review contains a detailed summary of all available toxicology and dermatology papers that are related to this individual fragrance ingredient and is not intended as a stand-alone document. Available data for cyclotene propionate were evaluated then summarized and includes physical properties data. A safety assessment of the entire Ketones cyclopentanones and cyclopentenones will be published simultaneously with this document; please refer to Belsito et al. (2012) for an overall assessment of the safe use of this material and all Ketones Cyclopentanones and Cyclopentenones in fragrances.

Belsito, D., Bickers, D., Bruze, M., Calow, P., Dagli, M., Fryer, A.D., Greim, H., Hanifin, J.H., Miyachi, Y., Saurat, J.H., Sipes, I.G., this issue. A toxicologic and dermatologic assessment of cyclopentanones and cyclopentenones when used as fragrance ingredients. Food and Chemical Toxicology. http://dx.doi.org/10.1016/j.fct.2012.04.019

Introduction

This document provides a comprehensive summary of the human health toxicological data currently available pertaining to the safety evaluation of cyclotene propionate (see Fig. 1) when used as a fragrance ingredient. All safety data on cyclotene propionate were compiled with due diligence including published and unpublished data. In 2008, a complete literature search was conducted on cyclotene propionate. On-line toxicological databases were searched including those from the Chemical Abstract Services, [e.g. ToxCenter [which in itself contains 18 databases including Chemical Abstracts)], and the National Library of Medicine [e.g. Medline, Toxnet (which contains 14 databases)] as well as 26 additional sources (e.g. BIOSIS, Embase, RTECS, OSHA, ESIS). In addition, all RIFM sponsored studies and studies from fragrance companies are included in this summary.

Data from all relevant references are summarized in this FMR. Commonly used terms and their abbreviations are listed in Appendix 1. More details have been provided for unpublished data. The number of animals, sex and strain are always provided unless they are not given in the original report or paper.

Section snippets

Identification

2.1.
Synonyms: 3-Methyl-2-(1-oxopropoxy)-2-cyclopenten-1-one; 2-Methyl-5-oxocyclopent-1-en-1-yl propanoate
2.2.
CAS Registry Number: 87-55-8
2.3.
EINECS Number: 201-751-9
2.4.
Formula: C₉H₁₂O₃
2.5.
Molecular weight: 168.19

Physical properties

3.1.
Boiling point: 255.11 °C
3.2.
Henry’s law (calculated): 0.000005024 atm m³/mol at 25 °C
3.3.
Log K_ow (calculated): 1.84
3.4.
Vapor pressure (calculated): 0.01147 mm Hg at 25 °C
3.5.
Water solubility (calculated): 1671 mg/l at 25 °C
3.6.
UV spectra not available at RIFM

Usage

Cyclotene propionate is a fragrance ingredient used in many fragrance mixtures. It may be found in fragrances used in decorative cosmetics, fine fragrances, shampoos, toilet soaps and other toiletries as well as in non-cosmetic products such as household cleaners and detergents. The worldwide volume of use for cyclotene propionate is in the region of 0.1–1 metric tons per year (IFRA, 2008). This reported volume is for its use as a fragrance ingredient in fragrance compounds (mixtures) found in