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Our Molecule Scent 01 contains a proprietary mixture of Iso E Super, that focuses on gamma isomers, which results in increased allure. Ethanone, 1-(1,2,3,4,5,6,7,8-Octahydro-2,3,8,8-Tetramethyl-2-Naphthalenyl)- (Iso-E Super®; OTNE) M990091".
Fahlbusch, Karl-Georg; etal. (2007), "Flavors and Fragrances", Ullmann's Encyclopedia of Industrial Chemistry (7thed.), Wiley, pp.45–46 The International Fragrance Association (IFRA) has published safe use levels for Iso E Super in consumer products. [10]Belsito; etal. (2013). "A toxicological and dermatological assessment of alkyl cyclic ketones when used as fragrance ingredients. RIFM Expert Panel". Food and Chemical Toxicology. 62: S1-44. doi: 10.1016/j.fct.2013.09.033. PMID 24246175.
No data were available regarding chemical disposition, metabolism, or toxicokinetics; acute, short-term, subchronic, or chronic toxicity; synergistic or antagonistic activity; reproductive or teratological effects; carcinogenicity; genotoxicity; or immunotoxicity. [5] standards library - IFRA International Fragrance Association - in every sense". www.ifraorg.org. Archived from the original on 2015-02-25. Carrying out the initial Diels–Alder reaction using a Lewis acid catalyst such as aluminum chloride appears to ensure that the acetyl group is at position 2 of the resulting cyclohexene adduct, which distinguished Iso E Super from other (previously patented) fragrances based on tetramethylacetyloctaline. The second cyclization reaction yields a mixture of diastereomers with the general structure depicted above, the predominant ones being (2 R,3 R) and (2S,3S). [1] Chemical Summary [ edit ] Iso E Super, an aroma-chemical with its own distinct nature, goes beyond being a traditional fragrance and creates a captivating effect. With its almost transparent color, it exudes a subtle and elusive sweet cedarwood-like scent, evoking a masculine, woodsy, and musky aroma. It has earned the reputation of being the invisible fragrance and has been likened to the modern-day Love Potion No.9. The reason behind this is its unique ability to mimic the action of human pheromones. While not a pheromone itself, Iso E Super has the remarkable effect of catching the attention of others, who find themselves unable to pinpoint the exact reason for their intrigue. It creates an air of mystery that leaves people fascinated but unable to articulate why.Iso E Super may cause allergic reactions detectable by patch tests in humans [8] and chronic exposure to Iso E Super from perfumes may result in permanent hypersensitivity. In a study with female mice, Iso E Super was positive in the local lymph node assay (LLNA) and irritancy assay (IRR), but negative in the mouse ear swelling test (MEST). [9] Stagnant water, charcoal, semen... 10 smells that changed the perfume industry". The Telegraph . Retrieved 2017-06-21. If the proposed SCCS Opinion is taken forward into legislation then OTNE will be labelled on cosmetic products in the EU, several years after publication of a new legislation. Iso E Super has a marked intermittence. To the wearer, it seems to vanish and then re-appear. This is due to the way it bonds with receptors in the olfactory system, only slowly releasing to make way for a fresh charge of the molecule on the receptors.
a b Bonnie L. Carson (2001), "1-(1,2,3,4,5,6,7,8-Octahydro-2,3-8,8-tetramethyl-2-naphthalenyl) ethanone", Review of Toxicological Literature (PDF), National Institute of Environmental Health Sciences Tetramethyl acetyloctahydronaphthalenes (International Nomenclature for Cosmetic Ingredients ( INCI) name) (1-(1,2,3,4,5,6,7,8-ottaidro-2,3,8,8,-tetrametil-2-naftil)etan-1-one) is a synthetic ketone fragrance also known as OTNE (octahydrotetramethyl acetophenone) and by other commercial trade names such as: Iso E Super, Iso Gamma Super, Anthamber, Amber Fleur, Boisvelone, Iso Ambois, Amberlan, Iso Velvetone, Orbitone, Amberonne. It is a synthetic woody odorant and is used as a fragrance ingredient in perfumes, laundry products and cosmetics. [1] Odour [ edit ] Given the sensitization classification of OTNE, and its use in fragrances, the International Fragrance Association (IFRA) has published safe use levels for OTNE in consumer products, which have been in effect since August 2009. [14] Environmental data [ edit ] The measured Bio Concentration Factor (BCF) is 391L/kg, which is well below the EU limit of 2000 and US limit of 1000 for Bioaccumulation (B) classification. The LogKow for OTNE has been measured to be 5.65. [7]
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OTNE is therefore not classified as a PBT or vPvB substance [7] for the EU or any other global criteria. OTNE is registered on all major chemical inventories (US, Japan, China, Korea, Philippines, and Australia) and has been EU REACH registered in 2010. [7] Bester, K. (Nov 2008). "Surface water concentrations of the fragrance compound OTNE in Germany--a comparison between data from measurements and models". Chemosphere. 73 (8): 1366–72. Bibcode: 2008Chmsp..73.1366B. doi: 10.1016/j.chemosphere.2008.06.057. PMID 18715610. a b US 3929677,Hall, John B.&Sanders, James Milton,"Perfume composition and perfume articles containing one isomer of an octahydrotetramethyl acetonaphthone",issued 1975
Iso E Super is produced commercially by Diels–Alder reaction of myrcene with 3-methyl-3-penten-2-one in the presence of aluminium chloride to give a monocyclic intermediate that is cyclized in the presence of 85% phosphoric acid. [6] Synthesis OTNE has been recommended for inclusion in an update for the EU Fragrance Allergens labelling for cosmetic products based on a small number of positive reactions in dermatological clinics of around 0.2% to 1.7% of patients tested in three studies [18] Iso E Super is a very common perfume ingredient, providing a sandalwood-like and cedarwood-like fragrance, in soap, shampoo, perfumes, detergents, fabric fresheners, antiperspirants or deodorants, and air fresheners. It is also used as a tobacco flavoring (at 200–2000ppm), as a plasticizer and as a precursor for the delivery of organoleptic and antimicrobial compounds. [5] Production [ edit ] OTNE is classified as H410 Very toxic to aquatic life with long-lasting effects ( EU-CLP) or R51/53 Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment (EU DSD). [7] OTNE is the abbreviation for the fragrance material with Chemical Abstract Service ( CAS) numbers 68155-66-8, 54464-57-2 and 68155-67-9 and EC List number 915-730-3. It is a multi-constituent isomer mixture containing:
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Scientific Committee on Consumer Safety (2011). "Annex I: Clinical evidence regarding sensitisation to individual fragrance chemicals and to natural extracts" (PDF). SCCS Opinion on fragrance allergens in cosmetics. European Union. p.63. SCCS/1459/11. OTNE has a woody, slightly ambergris odour, reminiscent of clean human skin. [2] Its odour is long-lasting on skin and fabric. [3] [4] Uses [ edit ]
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