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3-(4-ISOPROPYLPHENYL)ISOBUTYRALDEHYDE

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3-(4-ISOPROPYLPHENYL)ISOBUTYRALDEHYDE Basic information

Product Name:
3-(4-ISOPROPYLPHENYL)ISOBUTYRALDEHYDE
CAS:
103-95-7
MF:
C13H18O
MW:
190.28
EINECS:
203-161-7
Mol File:
103-95-7.mol
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3-(4-ISOPROPYLPHENYL)ISOBUTYRALDEHYDE Chemical Properties

Boiling point:
270 °C(lit.)
Density 
0.95 g/mL at 25 °C(lit.)
FEMA 
2743 | 2-METHYL-3-(P-ISOPROPYLPHENYL)PROPIONALDEHYDE
refractive index 
n20/D 1.505(lit.)
Flash point:
228 °F
JECFA Number
1465
CAS DataBase Reference
103-95-7(CAS DataBase Reference)
EPA Substance Registry System
Benzenepropanal, .alpha.-methyl-4-(1-methylethyl)- (103-95-7)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
38
Safety Statements 
26-36
WGK Germany 
2
RTECS 
MW4900000
HS Code 
29122990

MSDS

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3-(4-ISOPROPYLPHENYL)ISOBUTYRALDEHYDE 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

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

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 cyclamenaldehyde:
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 cyclamenaldehyde enolacetate, which is hydrolyzed to aldehyde:
Uses. Cyclamenaldehyde 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.

Occurrence

Reported found in nutmeg and starfruit.

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.

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