Cuminaldehyde
Basic information
- CAS
122-03-2- Standard SMILES
CC(C)c1ccc(C=O)cc1- InChIKey
WTWBUQJHJGUZCY-UHFFFAOYSA-N- Molecular formula
- C10H12O
- Average molar mass
- 148.2 g/mol
- Monoisotopic mass
- 148.088815
Overview
Cuminaldehyde is 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. It has a role as an insecticide, a volatile oil component and a plant metabolite. It derives from a hydride of a cumene.
Names & identifiers
- Preferred name
- Cuminaldehyde
- IUPAC
- 4-propan-2-ylbenzaldehyde
- English name
- Cuminaldehyde
- Molecular formula
- C10H12O
- Molecular weight
- 148.2
Names & synonyms
4-isopropylbenzaldehydecuminaldehyde122-03-2cuminic aldehydecumaldehydecuminalp-cumic aldehydeCumic aldehydeCuminyl aldehydeBenzaldehyde, 4-(1-methylethyl)-P-ISOPROPYLBENZALDEHYDEp-Isopropylbenzenecarboxaldehyde
Show more names
OIL4-(1-methylethyl)-BenzaldehydeFEMA 2341ISOPROPYLBENZALDEHYDE
4-(1-Methylethyl)benzaldehydeP-isopropyl benzaldehyde4-(Propan-2-Yl)Benzaldehyde4-propan-2-ylbenzaldehydeFEMA No. 2341DTXSID9021974O0893NC35FNSC-4886
Database identifiers
- CAS
122-03-2- PubChem CID
- 326
- DTXSID
DTXSID9021974- ChEMBL
CHEMBL161577- ChEBI
CHEBI:28671- UNII
- O0893NC35F
- EC Number
- 204-516-9
- Nikkaji
- J5.347C
Properties
Computed structural properties
- XLogP
- 2.7
- Topological polar surface area
- 17.1 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 1
- Rotatable bonds
- 2
- Heavy atoms
- 11
- Formal charge
- 0
- Complexity
- 121
Experimental & physicochemical properties
Chemical ClassesOther Classes -> Benzaldehydes
SpringerMaterials PropertiesCoriolis coupling
Fragrances
Fragrance substance (Cuminaldehyde) -> IFRA amendment 49
Fragrance Ingredient (Cuminic aldehyde) -> IFRA transparency List
LogP3.170
Food AdditivesFLAVORING AGENT OR ADJUVANT -> FDA Substance added to food
Density0.973-0.981
Flavoring AgentsEU Flavoring substances
Solubility
282 mg/L @ 20 °C (exp)
insoluble in water; soluble in organic solvents, oils
miscible at room temperature (in ethanol)
Boiling Point
235.5 °C
235-236 °C
Refractive Index
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
This chemical does not meet GHS hazard criteria for < 0.1% (1 of 1792) of reports.
Warning
H302 (99.9%): Harmful if swallowed [Warning Acute toxicity, oral]
P261, P264, P270, P272, P280, P301+P317, P302+P352, P321, P330, P333+P317, P362+P364, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 1792 reports by companies from 12 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Warning
Hazard information
Regulatory Information
Chemical: Benzaldehyde, 4-(1-methylethyl)-
Commission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012)
Benzaldehyde, 4-(1-methylethyl)- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Benzaldehyde, 4-(1-methylethyl)- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)
REACH registered substance: 4-isopropylbenzaldehyde (EC: 204-516-9)
4-Isopropylbenzaldehyde: Does not have an individual approval but may be used under an appropriate group standard
Hazards Summary
Causes somnolence, ulceration or bleeding from the stomach, and other liver changes in oral lethal-dose studies of rats; [RTECS] Fragrance ingredient with positive human patch test results (3 of 179 patients), but insufficient data to classify as established contact allergen in humans; [EC: SCCS] Safe when used as a flavoring agent in food; [JECFA] A skin and strong eye irritant; Harmful by ingestion; [Alfa Aesar MSDS] Search for (122-03-2[EC/RN Number]) AND (allergic OR dermatitis OR sensitizer OR sensitization): no results; [PubMed]
Hazard Classes and Categories
Chemistry & industry
Pharmacology
Cellular LocationsExtracellular
Uses & manufacturing
UsesOccurs naturally in eucalyptus, myrrh, cumin, and other oils; Used in perfumes; [Merck Index] Used as a flavoring agent; [FDA] Used to make large scale and fine chemicals; [ECHA REACH Registrations]
U.S. Production2020: 8,816 lb
IFRA Fragrance Standards
Cuminaldehyde
Benzaldehyde, 4-(1-methylethyl)-; Cumaldehyde; Cuminal; Cuminic aldehyde; 4-Isopropylbenzaldehyde; p-Isopropylbenzaldehyde; 4-Isopropylbenzenecarboxaldehyde
IFRA_STD_024.pdf
49
IFRA 51st Amendment - Guidance for the use of IFRA Standards
Restriction: This material should be used only in the limited quantity as stated in the Standard
Use Classification
Fragrance Ingredients
Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes
Flavoring Agents -> JECFA Flavorings Index
Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes
Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes
Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes
General Manufacturing InformationBenzaldehyde, 4-(1-methylethyl)-: ACTIVE
Restriction Limits in the Finished Product (%)
0.085 [Products applied to the lips]
0.025 [Products applied to the axillae]
0.51 [Products applied to the face/body using fingertips]
0.47 [Products related to fine fragrances]
0.12 [Products applied to the body using the hands (palms), primarily leave-on (Body lotion)]
0.12 [Products applied to the face using the hands (palms), primarily leave-on (Face moisturizer)]
Related reactions
81 records
Compound notes
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