Cyclamen Aldehyde

Cyclamen Aldehyde

Product Introduction

cyclamen aldehyde Basic information
Odor
Product Name: cyclamen aldehyde
Synonyms: (R,S)-p-Isopropyl-α-methylhydro-cinnamaldehyde;P-ISOPROPYL-A-METHYLHYDROCINNAMALDEHYDE;CYCLAMEN ALDEHYDE;FEMA 2743;2-METHYL-3-(P-ISOPROPYLPHENYL)PROPION- &;3-(4-ISOPROPYLPHENYL)ISOBUTYRALDEHYDE;4-ISOPROPYL-ALPHA-METHYLHYDROCINNAMALDEHYDE;A-METHYL-P-ISOPROPYLHYDROCINNAMIC ALDEHYDE
CAS: 103-95-7
MF: C13H18O
MW: 190.28
EINECS: 203-161-7
Product Categories: Pharmaceutical Raw Materials;Alphabetical Listings;Flavors and Fragrances;M-N
Mol File: 103-95-7.mol
cyclamen aldehyde Structure
 
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
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 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 Information
Provider Language
SigmaAldrich English
 
cyclamen aldehyde Usage And Synthesis
Odor Diffusive and powerful floral-green floral-stem-like odor with pronounced vegetable, Cucumber-Melon-like notes. Overall resembling the odor of Lindenblossom.
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 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.
Uses Cyclamal, is an ingredient in perfume. It can also be used in the synthesis of Cyclamen Alcohol (C987655).
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.
 
cyclamen aldehyde Preparation Products And Raw materials
Raw materials Potassium hydroxide-->Sodium ethoxide-->Diethyl malonate-->Isobutyraldehyde-->Titanium tetrachloride-->trans-Cinnamic acid-->tert-Butylbenzene-->trans-Cinnamaldehyde-->Lily aldehyde-->Tropine-->PUMICE STONE-->Cuminaldehyde-->2-Methylpropanedioic acid-->4-isopropyl-alpha-methylcinnamaldehyde-->3-o-cumenyl-2-methylpropionaldehyde-->2-METHYL-2-PROPENE-1,1-DIOL DIACETATE-->(Methoxymethyl)triphenylphosphonium chloride-->Propionyl chloride

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