cyclamen aldehyde Chemical Properties

Boiling point:

270 °C(lit.)

Density 

0.95 g/mL at 25 °C(lit.)

vapor pressure 

0.3Pa at 20℃

refractive index 

n20/D 1.505(lit.)

FEMA 

2743 | 2-METHYL-3-(P-ISOPROPYLPHENYL)PROPIONALDEHYDE

Flash point:

228 °F

storage temp. 

Inert atmosphere,Room Temperature

solubility 

Chloroform (Slightly), Ethyl Acetate, Methanol (Slightly)

form 

Oil

color 

Colourless liquid.

Odor

Powerful floral-green with a characteristic cucumber-melon note used in floral types.

Odor Type

floral

Water Solubility 

66mg/L at 20℃

JECFA Number

1465

Stability:

Hygroscopic

LogP

3.4 at 35℃

CAS DataBase Reference

103-95-7(CAS DataBase Reference)

EPA Substance Registry System

Benzenepropanal, .alpha.-methyl-4-(1-methylethyl)- (103-95-7)

Safety Information

Hazard Codes 

Xi

Risk Statements 

38

Safety Statements 

26-36

WGK Germany 

2

RTECS 

MW4900000

HS Code 

29122990

Toxicity

The acute oral LD₅₀ value in rats was reported as 3*81 g/kg (Jenner, Hagan, Taylor, Cook & Fitzhugh, 1964).

MSDS

• Language:English Provider:SigmaAldrich

cyclamen aldehyde Usage And Synthesis

Description

2-Methyl-3-(p-isopropylphenyl) propionaldehyde has a strong, flowery odor. May be prepared by condensation of cuminic aldehyde and propionaldehyde followed by hydrogenation in the presence of a catalyst.

Chemical Properties

The commercially available racemate is a colorless to yellowish liquid with an intense floral odor reminiscent of Cyclamen europaeum (cyclamen, sowbread).
Production. Two main processes are used for the industrial synthesis of cyclamen aldehyde:
1) Alkaline condensation of 4-isopropylbenzaldehyde and propanal results, via the aldol, in the formation of 2-methyl-3-(4-isopropylphenyl)-2-propenal. The unsaturated aldehyde is hydrogenated selectively to the saturated aldehyde in the presence of potassium acetate and a suitable catalyst, such as palladium–alumina:
2) Friedel–Crafts reaction of isopropylbenzene and 2-methylpropenal diacetate (methacrolein diacetate) in the presence of titanium tetrachloride/boron trifluoride etherate gives cyclamen aldehyde enolacetate, which is hydrolyzed to aldehyde:
Uses. Cyclamen aldehyde is an important component for obtaining special blossomnotes in perfume compositions, particularly the cyclamen type. Because of its fresh, floral aspect, it is also used as the top note in many other blossomfragrances.

Chemical Properties

2-Methyl-3-(p-isopropylphenyl)-propionaldehyde has a strong, flowery odor

Occurrence

Reported found in nutmeg and starfruit.

Uses

Cyclamal, is an ingredient in perfume. It can also be used in the synthesis of Cyclamen Alcohol (C987655).

Uses

Cyclamen Aldehyde is a very powerful, floral, green note used in many perfumery applications to blend into fresh, floral, green or ozonic/marine accords. It is an ingredient with growing use and importance in helping to build replacement accords for materials disappearing from the Perfumers’ palette. Cyclamen has good overall stability except in extremes of pH. It has good tenacity and substantivity and represents very good value for money in new creations.In addition to its use in numerous perfume compositions, cyclamen aldehyde is an intermediate for the preparation of fungicides and fungistatic substances.

Definition

ChEBI: Xi-3-(4-Isopropylphenyl)-2-methylpropanal is a monoterpenoid.

Preparation

By condensation of cuminic aldehyde and propionaldehyde followed by hydrogenation in the presence of a catalyst

Safety Profile

Moderately toxic by ingestion. A human skin irritant. See also ALDEHYDES. When heated to decomposition it emits acrid smoke and irritating fumes.

Synthesis

Cyclamen aldehyde is synthesized from Cuminaldehyde plus Ropionaldehyde by condensation followed by selective hydrogenation and finally dehydrogenation of the Cyclamen alcohol to aldehyde.

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