2,6,6-Trimethyl-2-cyclohexene-1,4-dione

Names

[ Name ]:
2,6,6-Trimethyl-2-cyclohexene-1,4-dione

[Synonym ]:
2-Cyclohexene-1,4-dione, 2,6,6-trimethyl-
2,6,6-Trimethyl-2-cyclohexen-1,4-dione
4-Oxoisophorone,Ketoisophorone
EINECS 214-406-2
2,6,6-trimethylcyclohex-2-ene-1,4-dione
MFCD00043119
4-Oxoisophorone
4-Ketoisophorone
2,6,6-Trimethyl-2-cyclohexene-1,4-dione

Biological Activity

[Description]:

Ketoisophorone (4-Oxoisophorone) is a key intermediate in the synthesis of carotenoids and flavouring agents. Ketoisophorone is an industrially important cyclic endione[1].

[Related Catalog]:

Research Areas >> Others

Signaling Pathways >> Others >> Others

[References]

[1]. Hegazy ME, et al. Ketoisophorone transformation by Marchantia polymorpha and Nicotiana tabacum cultured cells. Z Naturforsch C. 2008 May-Jun;63(5-6):403-8.

Chemical & Physical Properties

[ Density]:
1.0±0.1 g/cm3

[ Boiling Point ]:
214.2±0.0 °C at 760 mmHg

[ Melting Point ]:
26-28 °C(lit.)

[ Molecular Formula ]:
C₉H₁₂O₂

[ Molecular Weight ]:
152.190

[ Flash Point ]:
96.1±0.0 °C

[ Exact Mass ]:
152.083725

[ PSA ]:
34.14000

[ LogP ]:
0.76

[ Vapour Pressure ]:
0.2±0.4 mmHg at 25°C

[ Index of Refraction ]:
1.469

MSDS

Click to get detail MSDS

Safety Information

[ Symbol ]:

GHS07

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H302-H317

[ Precautionary Statements ]:
P280

[ Personal Protective Equipment ]:
dust mask type N95 (US);Eyeshields;Faceshields;Gloves

[ Hazard Codes ]:
Xi:Irritant

[ Risk Phrases ]:
R36/37/38

[ Safety Phrases ]:
S26-S36/37-S37/39

[ RIDADR ]:
UN 2811 6.1/PG 3

[ WGK Germany ]:
3

[ HS Code ]:
29142900

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2914299000

[ Summary ]:
2914299000. other cyclanic, cyclenic or cyclotherpenic ketones without other oxygen function. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:5.5%. General tariff:30.0%

Articles

Engineering towards nitroreductase functionality in ene-reductase scaffolds.

ChemBioChem. 16(5) , 811-8, (2015)

Nitroreductases (NRs) and ene-reductases (ERs) both utilize flavin mononucleotide cofactors but catalyze distinct reactions. NRs reduce nitroaromatics, whereas ERs reduce unsaturated C=C double bonds,...

Bioreduction of α,β-unsaturated ketones and aldehydes by non-conventional yeast (NCY) whole-cells.

Bioresour. Technol. 102(5) , 3993-8, (2011)

The bioreduction of α,β-unsaturated ketones (ketoisophorone, 2-methyl- and 3-methyl-cyclopentenone) and aldehydes [(S)-(-)-perillaldehyde and α-methyl-cinnamaldehyde] by 23 "non-conventional" yeasts (...

An engineered old yellow enzyme that enables efficient synthesis of (4R,6R)-Actinol in a one-pot reduction system.

ChemBioChem. 16(3) , 440-5, (2015)

(4R,6R)-Actinol can be stereo-selectively synthesized from ketoisophorone by a two-step conversion using a mixture of two enzymes: Candida macedoniensis old yellow enzyme (CmOYE) and Corynebacterium a...