84518-22-9

Usage

Uses

Used in Fragrance Industry:
alpha,2,6,6-tetramethylcyclohexene-1-butyraldehyde is used as a fragrance ingredient for its strong and distinctive scent. It is incorporated into perfumes, soaps, and cosmetics to enhance their olfactory appeal.
Used in Flavoring Industry:
In the food and beverage sector, alpha,2,6,6-tetramethylcyclohexene-1-butyraldehyde serves as a flavoring agent, adding unique taste profiles to various food products.
Used in Household Product Industry:
alpha,2,6,6-tetramethylcyclohexene-1-butyraldehyde is also utilized in the creation of scents for household products and air fresheners, capitalizing on its strong odor to provide a pleasant atmosphere in living spaces.
However, due to its potential allergenic and skin irritant properties, alpha,2,6,6-tetramethylcyclohexene-1-butyraldehyde must be handled with care and used in controlled concentrations to ensure safety and minimize adverse effects.

Upstream product

• 17283-81-7 4-(2,6,6-Trimethyl-cyclohex-1-enyl)-butan-2-on 
• 105-39-5 chloroacetic acid ethyl ester 
• 113832-80-7 (1R*,2R*,5R*)-2,6,10,10-Tetramethylspiro<4.5>dec-6-en-1-ol 
• 75456-67-6 2-(4-methoxy-3-methylbut-3-enyl)-1,3,3-trimethylcyclohex-1-ene 
• 113832-78-3 2,6,10,10-Tetramethylspiro<4.5>dec-6-en-1-on 
• 189633-82-7 2,2,6-trimethyl-cyclohexanone hydrazone 
• 2408-37-9 2,2,6-trimethylcyclohexan-1-one 
• 4516-90-9 2-methyl-3-buten-1-ol 
• 189633-81-6 2‐iodo‐1,3,3‐trimethylcyclohex‐1‐ene 
• 21730-91-6 luciferin (latia) 

Downstream Products

• 79729-80-9 (Z)-4-methyl-6-(2,6,6-trimethylcyclohex-1-en-1-yl)hex-3-enoic acid 
• 79729-81-0 (E)-4-methyl-6-(2,6,6-trimethylcyclohex-1-en-1-yl)hex-3-enoic acid 
• 99723-03-2 (Z)-ethyl 4-methyl-6-(2,6,6-trimethylcyclohex-1-en-1-yl)hex-3-enoate 
• 99723-02-1 (E)-ethyl 4-methyl-6-(2,6,6-trimethylcyclohex-1-en-1-yl)hex-3-enoate 
• 3738-00-9 (±)-ambrox 
• 564-20-5 (+/-)-(3aR,5aS,9aS,9bR)-3a,6,6,9a-tetramethyldecahydronaphtho[2,1-b]furan-2-one 
• 3738-00-9 (3aRS,5aSR,9aSR,9bSR)-dodecahydro-3a,6,6,9a-tetramethylnaphtho[2,1-b]furan 
• 564-20-5 trans-syn-cis norambreinolide 
• 244626-75-3 methyl (E)-4-methyl-6-(2,6,6-trimethylcyclohex-1-en-1-yl)hex-3-enoate 
• 1383536-58-0 (Z)-2-(methoxycarbonyl)-4-methyl-6-(2,6,6-trimethylcyclohex-1-enyl)hex-2-enoic acid 
• 1383536-59-1 (E)-2-(methoxycarbonyl)-4-methyl-6-(2,6,6-trimethylcyclohex-1-enyl)hex-2-enoic acid 
• 2001653-49-0 (Z)-methyl 4-methyl-6-(2,6,6-trimethylcyclohex-1-enyl)hex-3-enoate 
• 1312343-34-2 diethyl 2-(2-methyl-4-(2,6,6-trimethylcyclohex-1-enyl)butylidene)malonate 

Relevant academic research and scientific papers

Relay-Heck Cross-Coupling Between Alkenyl Halides and Unsaturated Alcohols in the Synthesis of Open-Chain Analogues of Musk Odorant Vulcanolide

Unactivated alkenyl iodides and bromides underwent an unprecedented palladium-catalyzed relay-Heck cross-coupling with a whole range of alkenols of different chain lengths linking the alkene and the alcohol, affording unsaturated aldehydes and ketones in moderate to good yields. In contrast, alkenyl triflates were not suitable partners for this reaction. This method allowed the preparation of open-chain analogues of the musk odorant Vulcanolide, several of which retained key olfactory properties of the parent molecule.

Towards the Total Synthesis of the Norsesterterpene Diacarnoxide C

The synthesis of the norsesterterpene diacarnoxide C was achieved. The endoperoxide moiety could be prepared in nine and the norsesquiterpene moiety in five steps starting from (E)-3-methyl-6-oxohex-2-en-1-yl acetate and dihydro-β-ionone. The peroxide ald

2-(ALKOXY OR ARYLOXY CARBONYL)-4-METHYL-6-(2,6,6-TRIMETHYLCYCLOHEX-1- ENYL)HEX-2-ENOIC ACID COMPOUNDS, ITS PREPARATION AND USE

Compounds of the formula 1 wherein, R is hydrogen, alkyl or substituted alkyl, aryl or substituted aryl are useful intermediates in the synthesis of fragrance ingredients such as Ambrox 2.

Synthesis of Latia luciferin benzoate analogues and their bioluminescent activity

The bioluminescent system of the univalve shell Latia neritoides exhibits a luciferin-luciferase reaction. We study the enol formate structure of Latia luciferin, which is expected to be important for luminescent activity. The Latia luciferin analogues with an enol substituted benzoate moiety were synthesized and their bioluminescent activity was measured. The Latia luciferin benzoate analogues delay emission for natural luciferin in bioluminescence, indicating that the Latia bioluminescent activity can be controlled by the design of the enol ester.

Bioluminescence activity of Latia luciferin analogs

Latia luciferin analogs were synthesized and their bioluminescence activities were measured. The Latia luciferase was found to recognize strictly the 2,6,6-trimethylcyclohexene ring moiety in the luciferin structure. While the enol ether analogs exhibited no bioluminescence activity, the corresponding enol acetate analog possessed 60% activity compared to natural luciferin having an enol formate structure, implying that the initial step of the light producing reaction is an enzymatic hydrolysis to yield the corresponding enolate anion. (C) 2000 Elsevier Science Ltd.

Structure-Odor Correlation, VII. - Synthesis and Olfactive Properties of Theaspirane Analogues

The spirodihydrofurans 8-12 were prepared by addition of the respective alkynols to the ketone 20 (-->21-25), Lindlar hydrogenation (-->26-30), and cyclization. - The saturated derivatives 1-6 were available either by hydrogenation (8-10-->1,2,4) or via the lactol 47 and its reaction to the diols 31-36.Addition of the ethyl acetate anion to 20 (-->71), reduction (71-->73), and cyclization yielded the spirooxetane 13. - From the ynediols 76 and 77, Lindlar hydrogenation (-->78,79), cyclization (-->80,81), and further hydrogenation led to the spirotetrahydropyranes 16and 17. - Key compound for the synthesis of the ketone 18 was the geranic acid derivative 94, which could be obtained in two different ways.Cyclization of 94 to the diester 92 and Dieckmann condensation of 92 under simultaneous methylation (-->99) led to 18.The diastereoisomers 18a and b could be assigned after reduction of 18 to the separable alcohols 19a-c. - The olfactive properties (strength and quality) of the theaspirane analogues are determined by the conformational flexibility of the respective molecule.Thus, the almost rigid 13 has a very strong camphoraceous-herbaceous odor.Augmenting flexibility, particularly by increasing of the ring size (-->1,-->16), but also by alkyl substitution at C-2, results in remarkably weaker, woody-flowery notes.

New Syntheses of (+/-)-Ambrox, (+/-)-Ambra Oxide and Their Stereoisomers

New and efficient syntheses of (+/-)-ambrox (1a), (+/-)-ambra oxide (2a) and their stereoisomers (1b, 2b ca. c), amber-like odorous compounds, are described.Starting from dihydro β- and α-ionone (5,12), these substances were obtained in only a few steps via stereoselective acid-catalized cyclization of monocyclodienoic acid (7a ca. b, 11a ca. b, 15a).