127-41-3 Usage
Description
Alpha-Ionone, also known as α-Ionone, is a C13 norterpenoid formed from the degradation of carotenoids. It is an important fragrance compound used in the perfume industry due to its characteristic fine violet and rose scents. Alpha-Ionone has a warm, woody, berry characteristic violet-like odor and is found in various essential oils contained in some flowers, such as violet. It is used in cosmetics, personal care products, detergents, and as a flavoring agent in various beverages, including wine and tea.
Uses
Used in Perfumery:
Alpha-Ionone is used as a fragrance compound for its violet flower nuance in floral accords, as well as in rose, woody, amber, balsamic, and powdery fragrances. It is also used in the production of vitamin A (retinol) for cosmetics and toiletries.
Used in Flavoring:
Alpha-Ionone is used as a flavoring agent in various beverages, including wine and tea, due to its characteristic fine violet and rose scents.
Used in Cosmetics and Personal Care Products:
Alpha-Ionone is used as an ingredient in cosmetics and personal care products, such as detergents, for its pleasant scent and ability to provide a violet-like odor.
Used in the Production of Vitamin A (Retinol):
Alpha-Ionone is used in the production of vitamin A (retinol) for cosmetics and toiletries, contributing to its characteristic fine violet and rose scents.
Used in the Degradation of Carotenoids:
Alpha-Ionone is a degradation product of carotenoids produced by carotenoid cleavage dioxygenases (CCD), which are involved in the breakdown of carotenoids into various fragrance compounds.
Used in the Synthesis of Pseudoionone:
Alpha-Ionone may be prepared by condensing citral with acetone to form pseudoionone, which is then cyclized by acid-type reagents, contributing to its characteristic violet-like odor.
References
Davis, Daniel L., Kenneth L. Stevens, and Leonard Jurd. "Chemistry of tobacco constituents. Oxidation of. alpha.-ionone and the acid-catalyzed rearrangement of 5-keto-. alpha.-ionone." Journal of agricultural and food chemistry 24.1 (1976): 187-189.
Fukuda, Kazuyuki C/O Kao Corporation. "PERFUME COMPOSITION." (2014).
Laroe, Earl G., and P. A. Shipley. "Whiskey composition:, formation of alpha-and beta-ionone by the thermal decomposition of beta-carotene."Journal of Agricultural & Food Chemistry 18.1(2002):1013-1017.
Flammability and Explosibility
Notclassified
Purification Methods
Purify α-ionone through a spinning band fractionating column. The semicarbazone has m 157-157.5o (from EtOH) and [] D +433o (c 4,
Check Digit Verification of cas no
The CAS Registry Mumber 127-41-3 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 1,2 and 7 respectively; the second part has 2 digits, 4 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 127-41:
(5*1)+(4*2)+(3*7)+(2*4)+(1*1)=43
43 % 10 = 3
So 127-41-3 is a valid CAS Registry Number.
InChI:InChI=1/C13H20O/c1-10-6-5-9-13(3,4)12(10)8-7-11(2)14/h6-8,12H,5,9H2,1-4H3/b8-7+/t12-/m0/s1
127-41-3Relevant articles and documents
New Cyclization Agents for the Synthesis of Beta-ionone from Pseudoionone
Markovich, Yu. D.,Panfilov, A. V.,Platunov, Yu. N.,Zhirov, A. A.,Kosenko, S. I.,Kirsanov, A. T.
, p. 603 - 605 (1998)
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Naves,Bachmann
, p. 645,646 (1944)
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Beta-ionone synthesis using anhydrous hydrogen fluoride
Markovich, Yu. D.,Panfilov, A. V.,Zhirov, A. A.,Kirsanov, A. T.,Gorbach, L. A.,Taraskin, K. A.
, p. 557 - 559 (1998)
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Buechi,G. et al.
, p. 5646 - 5654 (1964)
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On the knowledge of the steam distillate from the leaves of Hamamelis virg. L. 1
Messerschmidt
, (1967)
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Photocaged Hydrocarbons, Aldehydes, Ketones, Enones, and Carboxylic Acids and Esters that Release by the Norrish II Cleavage Protocol and Beyond: Controlled Photoinduced Fragrance Release
Griesbeck, Axel G.,Porschen, Bj?rn,Kropf, Christian,Landes, Agnieszka,Hinze, Olga,Huchel, Ursula,Gerke, Thomas
, p. 539 - 553 (2017/01/25)
Five families of caged fragrance compounds that allow the storage and release of the following small volatile organic molecules are described: terpene hydrocarbons, aldehydes, ketones, Michael-type α,β-unsaturated enones, and carboxylic acids and esters. These caged molecules are released by photoexcitation via carbonyl-directed hydrogen-transfer processes and subsequent C-C bond cleavage (Norrish Type II) or by didenitrogenation of diazirines.
PRO-FRAGRANCE COMPOUNDS
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Page/Page column 22, (2014/12/09)
A compound of Formula (I) wherein R1 represents a C3 to C20 hydrocarbon group derived from a fragrant alcohol of formula R1OH or from a fragrant aryl aldehyde or ketone of Formula (II), wherein: R2 is, independently, hydrogen atom, hydroxyl group, acetoxy group, -O(C=O)CH(CH3), optionally substituted C1-C6 alkyl group or C1-C6 alkoxy group, wherein any two of R2 may form an optionally substituted 5 or 6 membered ring, and R1 represents a radical derived from a fragrant alcohol of formula R1OH or from a fragrant aldehyde or from a fragrant aryl aldehyde or ketone of formula (II). The compounds are useful for example as a precursor for the prolonged delivery or release of fragrant compounds such as fragrant alcohols or aldehydes.