(Z)-3,7-dimethylocta-2,6-dienal Chemical Properties

Boiling point:

bp2.6 91-92°

Density 

d420 0.8860

vapor pressure 

5.956Pa at 20℃

refractive index 

nD20 1.4869

FEMA 

2303 | CITRAL

Odor

at 100.00 %. sweet citral lemon peel

Odor Type

citrus

Water Solubility 

289mg/L(25 ºC)

Cosmetics Ingredients Functions

PERFUMING
FRAGRANCE

LogP

2.76 at 25℃

EPA Substance Registry System

2,6-Octadienal, 3,7-dimethyl-, (2Z)- (106-26-3)

Safety Information

RIDADR 

1760

TSCA 

TSCA listed

HazardClass 

8

PackingGroup 

III

(Z)-3,7-dimethylocta-2,6-dienal Usage And Synthesis

Uses

In the synthesis of vitamin A, ionone and methylionone. As a flavor and in perfumery for its citrus effect.

Definition

ChEBI: An enal that is 3,7-dimethyloctanal with unsaturation at positions C-2 and C-6. It has been isolated form the essential oils of plant species like lemon.

Flammability and Explosibility

Non flammable

Synthesis

To a reaction flask equipped with a stirrer was added (z)-3,7-dimethyl-2,6-octadien-1-ol (nerolidol) (2) 5.7 mL (32.5 mmol), 28 mL of acetonitrile, 8 mL of buffer at pH=7, 2,2,6,6-tetramethylpiperidine oxide (TEMPO) 490 mg (3.24 mmol), and iodobenzene dichloroacetate 11.49 g (35.71 mmol). The reaction was stirred at 0??C until TLC detection no longer showed raw material absorption spots of nerolidol (the reaction proceeded rapidly, and the reaction was essentially over in about 20 min). 100 mL of ether was added, transferred to a separatory funnel and washed twice with sodium thiosulfate solution. Separate the organic layer, the aqueous layer was extracted with ether 3 times. Combine the organic layers and wash sequentially with saturated sodium bicarbonate and saturated brine. Anhydrous sodium sulfate was dried, filtered, and the solvent was evaporated under reduced pressure. The residue was purified by passing through silica gel column, eluted with ether-hexane (1:9), and finally (Z)-3,7-dimethyl-2,6-octadienal was obtained.

(Z)-3,7-dimethylocta-2,6-dienal(106-26-3)Related Product Information

• Citral