2,2,6-TRIMETHYLCYCLOHEXANONE Property

Melting point:

-31.8°C

Boiling point:

178-179 °C(lit.)

Density 

0.904 g/mL at 25 °C(lit.)

refractive index 

n20/D 1.447(lit.)

FEMA 

3473 | 2,2,6-TRIMETHYLCYCLOHEXANONE

Flash point:

125 °F

storage temp. 

Flammables area

solubility 

Chloroform (Slightly), Methanol (Slightly)

form 

Oil

color 

Colourless

Specific Gravity

0.904

Odor

at 10.00 % in dipropylene glycol. pungent thujone labdanum honey cistus

Odor Type

thujonic

Water Solubility 

Slightly miscible with water.

JECFA Number

1108

BRN 

1905593

LogP

2.41

CAS DataBase Reference

2408-37-9(CAS DataBase Reference)

EPA Substance Registry System

2,2,6-Trimethylcyclohexanone (2408-37-9)

Safety

Risk Statements 

10

Safety Statements 

23-24/25

RIDADR 

UN 1224 3/PG 3

WGK Germany 

3

TSCA 

Yes

HazardClass 

3

PackingGroup 

III

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Hazard statements

H226Flammable liquid and vapour

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P405Store locked up.

2,2,6-TRIMETHYLCYCLOHEXANONE Chemical Properties,Usage,Production

Chemical Properties

CLEAR COLOURLESS LIQUID

Occurrence

Reported found in bilberries, passion fruit and tea. Also reported found in apricot, bilberry, white wine, black tea, green tea, microbial fermented tea, brewed tea, yellow passion fruit juice and dill herb.

Uses

2,2,6-Trimethylcyclohexanone is used as a flavoring agent. It is also used to prepare terpene viz. beta-ionone.

Aroma threshold values

Detection: 100 ppb; recognition: 310 ppb

Synthesis Reference(s)

Journal of the American Chemical Society, 80, p. 4072, 1958 DOI: 10.1021/ja01548a061
The 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.]