84518-22-9

Basic information

• Product Name: alpha,2,6,6-tetramethylcyclohexene-1-butyraldehyde
• Synonyms: alpha,2,6,6-tetramethylcyclohexene-1-butyraldehyde;ALPHA,2,6,6-Tetramethylcyclohexene-1-buteraldehyde;1-Cyclohexene-1-butanal, alpha,2,6,6-tetramethyl-;Einecs 282-993-2
• CAS NO: 84518-22-9
• Molecular Formula: C₁₄H₂₄O
• Molecular Weight: 208.33976
• EINECS: 282-993-2
• Mol File: 84518-22-9.mol
• Article Data: 7

Chemical Properties

• Appearance: /
• CAS DataBase Reference: alpha,2,6,6-tetramethylcyclohexene-1-butyraldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: alpha,2,6,6-tetramethylcyclohexene-1-butyraldehyde(84518-22-9)
• EPA Substance Registry System: alpha,2,6,6-tetramethylcyclohexene-1-butyraldehyde(84518-22-9)

Safety Data

• Hazardous Substances Data: 84518-22-9(Hazardous Substances Data)

Usage

General Description

Alpha,2,6,6-tetramethylcyclohexene-1-butyraldehyde is a chemical compound with the molecular formula C13H22O. It is a highly reactive aldehyde that is used in various industrial processes, especially in the production of fragrances and flavorings. alpha,2,6,6-tetramethylcyclohexene-1-butyraldehyde is derived from cyclohexene and has a butyraldehyde functional group, which gives it a distinctive aroma and flavor. It is commonly used as a fragrance ingredient in perfumes, soaps, and cosmetics, as well as a flavoring agent in food products. Alpha,2,6,6-tetramethylcyclohexene-1-butyraldehyde is also known for its strong odor and is used in the creation of scents for household products and air fresheners. Additionally, it is considered to be a potential allergen and skin irritant, so it must be handled with care and used in controlled concentrations.

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 
• 21730-91-6 luciferin (latia) 
• 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 
• 113832-78-3 2,6,10,10-Tetramethylspiro<4.5>dec-6-en-1-on 

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 
• 148700-19-0 methyl 6-(2',6',6'-trimethyl-cyclohex-1'-en-1'-yl)-4-methyl-2-cyano-hex-2-enoate 
• 148700-22-5 tert.butyl 6-(2',6',6'-trimethyl-cyclohex-1'-en-1'-yl)-4-methyl-2-cyano-hex-2-enoate 
• 148700-20-3 isopropyl 6(2',6',6'-trimethyl-cyclohex-1'-en-1'-yl)-4-methyl-2-cyano-hex-2-enoate 
• 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 articles and documents

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.

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.

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.