Cuminaldehyde

Cuminaldehyde Basic information
Product Name:Cuminaldehyde
Synonyms:4-(1-methylethyl)-benzaldehyd;4-(1-Methylethyl)benzaldehyde;4-(1-methylethyl)-Benzaldehyde;FEMA 2341;ISOPROPYLBENZALDEHYDE;LABOTEST-BB LT00933375;4-ISOPROPYLBENZALDEHYDE;4-CUMINOL
CAS:122-03-2
MF:C10H12O
MW:148.2
EINECS:204-516-9
Product Categories:Aromatic Aldehydes & Derivatives (substituted);Benzene derivatives;bc0001
Mol File:122-03-2.mol
Cuminaldehyde Structure
Cuminaldehyde Chemical Properties
Melting point 97 °C
Boiling point 235-236 °C(lit.)
density 0.977 g/mL at 25 °C(lit.)
FEMA 2341 | CUMINALDEHYDE
refractive index n20/D 1.529(lit.)
Fp 200 °F
storage temp. Inert atmosphere,2-8°C
solubility ethanol: soluble1mL/4ML, clear, colorless (70%)
form Liquid
color Clear colorless to yellow
Odorat 10.00 % in dipropylene glycol. spicy cumin green herbal
Odor Typespicy
Water Solubility insoluble
Sensitive Air Sensitive
Merck 14,2621
JECFA Number868
BRN 636547
LogP3.17
CAS DataBase Reference122-03-2(CAS DataBase Reference)
NIST Chemistry ReferenceBenzaldehyde, 4-(1-methylethyl)-(122-03-2)
EPA Substance Registry SystemCuminaldehyde (122-03-2)
Safety Information
Hazard Codes Xn,Xi
Risk Statements 22-36/37/38
Safety Statements 26-36-37/39
WGK Germany 2
RTECS CU7000000
TSCA Yes
HS Code 29122900
ToxicityLD50 orally in rats: 1390 mg/kg (Jenner)
MSDS Information
ProviderLanguage
4-Isopropylbenzaldehyde English
ACROS English
SigmaAldrich English
ALFA English
Cuminaldehyde Usage And Synthesis
Chemical Propertiesclear colorless to yellow liquid
Chemical PropertiesCuminaldehyde has a strong, pungent, cumin-like odor and similar taste.
OccurrenceReported in a large number of essential oils, cumin, Acacia farnesiana, cinnamon, bitter orange, Mexican lime, Eucalyptus globulus, rue, boldus, Artemisia hausiliensis and others. Also reported in lemon and mandarin peel oil, cinnamon bark, anise, clove bud, cumin seed, turmeric, parsley, calabash nutmeg (Monodora myristica Dunal), angelica root, thyme, beef, brandy, grape and mastic gum fruit oil.
UsesCuminaldehyde is a flavoring agent that is a liquid, colorless to yellow in appearance, with a strong pungent odor resembling cumin oil. It is insoluble in water and soluble in alcohol and ether. It is obtained from cumin oil. It is also termed p-, cumaldehyde, and cuminal.
UsesCuminaldehyde has been used to study larvicidal and adulticidal toxicity of monoterpenes against Culex pipiens. It has been used in evaluation of chemical composition, antimicrobial and antioxidant activities of essential oil and various extracts of Eucalyptus gilii.
DefinitionChEBI: A member of the class of benzaldehydes that is benzaldehyde substituted by an isopropyl group at position 4. It is a component of essential oils from Cumin and exhibits insecticidal activities.
PreparationFrom p-isopropylbenzyl chloride and hexamethylenetetramine (Arctander, 1969).
Taste threshold valuesTaste characteristics at 10 ppm: spicy with green cumin and herbal nuances.
General DescriptionCuminaldehyde is a constituent of cumin oil that exhibits strong antifungal and antibacterial activities.
Biochem/physiol ActionsCuminaldehyde increases the insulin secretion in streptozotocin-induced diabetic rats. It suppresses melanin formation in cultured murine B16-F10 melanoma cells.
Safety ProfileModerately toxic by ingestion and skin contact. A skin irritant. Combustible liquid. When heated to decomposition it emits acrid smoke and irritating fumes. See also ALDEHYDES.
SynthesisPrepared synthetically by heating p-isopropyl benzoyl chloride with an aqueous or alcoholic hexamethylenetetraamine solution.
Purification MethodsA likely impurity is the benzoic acid. Check the IR for the presence of OH from CO2H, and the CO frequencies. If the acid is present, then dissolve the aldehyde in Et2O, wash it with 10% NaHCO3 until effervescence ceases, then with brine, dry over CaCl2, evaporate and distil the residual oil, preferably under vacuum. It is almost insoluble in H2O, but soluble in EtOH and Et2O. The thiosemicarbazone has m 147o after recrystallisation from aqueous EtOH, MeOH or *C6H6. [Crounse J Am Chem Soc 71 1263 1949, Bernstein et al. J Am Chem Soc 73 906 1951, Gensler & Berman J Am Chem Soc 80 4949 1958, Beilstein 7 H 318, 7 II 347, 7 III 1095, 7 IV 723.]
Chloromethyl isopropyl carbonate 4'-Isopropylacetophenone 4-Isopropylphenol 2,4,6-TRIISOPROPYLBENZOYL CHLORIDE 4-Isopropylaniline 4-tert-Butylbenzoic acid 2-(P-TERT-BUTYLBENZOYL)ACRYLIC ACID 4-TERT-BUTYLBENZOPHENONE 4'-tert-Butyl-4-chlorobutyrophenone ISOPROPYLHYDRAZINE HYDROCHLORIDE 3,4,5-Trimethoxybenzaldehyde 4-tert-Butylbenzoyl chloride Methyl 4-tert-butylbenzoate 2,4,6-TRIISOPROPYLBENZOIC ACID Lithium diisopropylamide Veratraldehyde 4-tert-Butylbenzhydrazide Cuminaldehyde

Email:[email protected] [email protected]
Copyright © 2024 Mywellwork.com All rights reserved.