| Identification | More | [Name]
3-(4-ISOPROPYLPHENYL)ISOBUTYRALDEHYDE | [CAS]
103-95-7 | [Synonyms]
1-(4-ISOPROPYLPHENYL)-2-PROPANAL
2-METHYL-3-(P-ISOPROPYLPHENYL)PROPIONALDEHYDE
3-(4-ISOPROPYLPHENYL)ISOBUTYRALDEHYDE
4-ISOPROPYL-ALPHA-METHYLHYDROCINNAMALDEHYDE
ALPHA-METHYL-P-ISOPROPYLHYDROCINNAMIC ALDEHYDE
A-METHYL-P-ISOPROPYLHYDROCINNAMIC ALDEHYDE
CYCLAMEN ALDEHYDE
FEMA 2743
P-ISOPROPYL-A-METHYLHYDROCINNAMALDEHYDE
(R,S)-p-Isopropyl-α-methylhydro-cinnamaldehyde
.alpha.-methyl-4-(1-methylethyl)-Benzenepropanal
3-(4-iso-Propylphenyl)-2-methylpropanal
3-(4-Isopropylphenyl)-2-methylpropanal
3-(p-Isopropylphenyl)isobutyraldehyde
3-p-
3-p-cumenyl-2
3-p-cumenyl-2-
3-p-cumenyl-2-methylpropionaldehyde
Aldehyde B
aldehydeb | [EINECS(EC#)]
203-161-7 | [Molecular Formula]
C13H18O | [MDL Number]
MFCD00024160 | [Molecular Weight]
190.28 | [MOL File]
103-95-7.mol |
| Chemical Properties | Back Directory | [Boiling point ]
270 °C(lit.) | [density ]
0.95 g/mL at 25 °C(lit.)
| [vapor pressure ]
0.3Pa at 20℃ | [FEMA ]
2743 | [refractive index ]
n20/D 1.505(lit.)
| [Fp ]
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 Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R38:Irritating to the skin. | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing . | [WGK Germany ]
2
| [RTECS ]
MW4900000
| [HS Code ]
29122990 | [Safety Profile]
Moderately toxic by
ingestion. A human skin irritant. See also
ALDEHYDES. When heated to
decomposition it emits acrid smoke and
irritating fumes. | [Toxicity]
The acute oral LD50 value in rats was reported as 3*81 g/kg (Jenner, Hagan, Taylor, Cook & Fitzhugh, 1964). |
| Hazard Information | Back Directory | [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 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. | [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. | [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 | [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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