2408-37-9

Basic information

• Product Name: 2,2,6-TRIMETHYLCYCLOHEXANONE
• Synonyms: 1,1,3-Trimethyl-2-cyclohexanone;2,2,6-Trimethylcyclohexan-1-one;2,2,6-trimethyl-cyclohexanon;2,6,6-Trimethylcyclohexanone;2,2,6-TRIMETHYLCYCLOHEXANONE;FEMA 3473;2 2 6-TRIMETHYLCYCLOHEXANONE 98+%;Cyclohexanone, 2,2,6-trimethyl-
• CAS NO: 2408-37-9
• Molecular Formula: C₉H₁₆O
• Molecular Weight: 140.22
• EINECS: 219-309-9
• Product Categories: Alphabetical Listings;Flavors and Fragrances;Q-Z;C9;Carbonyl Compounds;Ketones
• Mol File: 2408-37-9.mol

Chemical Properties

• Melting Point: -31.8°C
• Boiling Point: 178-179 °C(lit.)
• Flash Point: 125 °F
• Appearance: /
• Density: 0.904 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.986mmHg at 25°C
• Refractive Index: n20/D 1.447(lit.)
• Storage Temp.: Flammables area
• Water Solubility: Slightly miscible with water.
• BRN: 1905593
• CAS DataBase Reference: 2,2,6-TRIMETHYLCYCLOHEXANONE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,2,6-TRIMETHYLCYCLOHEXANONE(2408-37-9)
• EPA Substance Registry System: 2,2,6-TRIMETHYLCYCLOHEXANONE(2408-37-9)

Safety Data

• Statements: 10
• Safety Statements: 23-24/25
• RIDADR: UN 1224 3/PG 3
• WGK Germany: 3
• TSCA: Yes
• HazardClass: 3
• PackingGroup: III
• Hazardous Substances Data: 2408-37-9(Hazardous Substances Data)

Usage

Uses

Used in Flavoring Industry:
2,2,6-Trimethylcyclohexanone is used as a flavoring agent in the food and beverage industry. Its unique aroma and ability to enhance the taste of various products make it a valuable addition to the flavoring agents used in this sector.
Used in Fragrance Industry:
Due to its distinct aroma, 2,2,6-Trimethylcyclohexanone is also utilized in the fragrance industry to create and enhance the scent of various perfumes, colognes, and other scented products.
Used in Chemical Synthesis:
2,2,6-Trimethylcyclohexanone serves as a key intermediate in the synthesis of various chemicals, including terpenes such as beta-ionone. This application is particularly relevant in the pharmaceutical and chemical industries, where the compound is used to produce a wide range of products with diverse applications.

Synthesis Reference(s)

Journal of the American Chemical Society, 80, p. 4072, 1958 DOI: 10.1021/ja01548a061The Journal of Organic Chemistry, 27, p. 1615, 1962 DOI: 10.1021/jo01052a031

Purification Methods

Purify it via the semicarbazone (m 218o, from MeOH or EtOH), decompose this in the usual way (cf p 65 and 67, or MEK, p 106) and fractionally distil the liquid ketone through a vigreux column (p 11) at ~760mm. [Chakravarti J Chem Soc 1567 1947, Milas et al. J Am Chem Soc 70 1831 1948, Beilstein 7 I 24, 7 II 32, 7 III 7.]

InChI:InChI=1/C9H16O/c1-7-5-4-6-9(2,3)8(7)10/h7H,4-6H2,1-3H3/t7-/m1/s1

Upstream product

• 64-17-5 ethanol 
• 103324-66-9 1-hydroxy-2,2,6-trimethyl-cyclohexanecarbonitrile 
• 1193-47-1 2,2-dimethyl-cyclohexanone 
• 412016-77-4 1-(α-hydroxy-isopropyl)-2-methyl-cyclopentanol 
• 61188-00-9 6-Hydroxymethylen-2.2-dimethyl-cyclohexanon 
• 74-88-4 methyl iodide 
• 583-60-8 2-Methylcyclohexanone 
• 80-48-8 methyl p-toluene sulfonate 
• 1655-07-8 ethyl 2-oxocyclohexane carboxylate 
• 1541-29-3 6-methyl-1-acetoxycyclohexene 
• 32116-70-4 2-butylthiomethylenecyclohexanone 
• 2816-57-1 2,6-dimethylcyclohexanone 
• 425-75-2 trifluoromethanesulfonic acid ethyl ester 
• 20013-73-4 2,6,6-trimethylcyclohex-2-en-1-one 

Downstream Products

• 103324-66-9 1-hydroxy-2,2,6-trimethyl-cyclohexanecarbonitrile 
• 104850-86-4 2,2,6-trimethyl-1-prop-2-ynyl-cyclohexanol 
• 408511-80-8 1-ethoxyethynyl-2,2,6-trimethyl-cyclohexanol 
• 1195-93-3 2,2,6,6-tetramethylcyclohexanone 
• 10130-91-3 2,2,6-trimethyl-cyclohexanol 
• 2816-63-9 2-bromo-2,6,6-trimethylcyclohexanone 
• 10130-91-3 cis-2,2,6-trimethylcyclohexanol 
• 10130-91-3 (+/-)-2,2,6t-trimethyl-cyclohexan-r-ol 
• 101276-99-7 2-(α-hydroxy-benzyl)-2,6,6-trimethyl-cyclohexanone 
• 102075-08-1 2-(α-chloro-benzyl)-2,6,6-trimethyl-cyclohexanone 
• 41641-09-2 1-(3-hydroxy-but-1-ynyl)-2,2,6-trimethyl-cyclohexanol 
• 123735-84-2 1-n-Butyl-2,2,6-trimethyl-cyclohexanol 
• 187409-93-4 1-(5-hydroxy-3-methyl-pent-3-en-1-ynyl)-2,2,6-trimethyl-cyclohexanol 
• 54315-76-3 (1S,6S)-1-((E)-5-Hydroxy-3-methyl-pent-3-en-1-ynyl)-2,2,6-trimethyl-cyclohexanol 

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