Cuminaldehyde
Synonym(s):4-Isopropylbenzaldehyde
- CAS NO.:122-03-2
- Empirical Formula: C10H12O
- Molecular Weight: 148.2
- MDL number: MFCD00006953
- EINECS: 204-516-9
- SAFETY DATA SHEET (SDS)
- Update Date: 2024-05-13 18:00:15
What is Cuminaldehyde?
Description
November is flavor and aroma month!
Cuminaldehyde, an aromatic aldehyde, gets its name from one of its main natural sources: the cumin plant (Cuminum cyminum) that grows in countries from Turkey across to India. In addition to cumin, cuminaldehyde is found in the essential oils of eucalyptus, myrrh, and cassia.
In small amounts, cuminaldehyde has a pleasant, herbal aroma; however, it also has an acrid, burning taste. As the hazard information table shows, direct exposure can have some unpleasant consequences.
Cumin has been used as a flavoring agent for centuries; cuminaldehyde has been in the chemical literature since at least the 1880s. In volume 2 (1880) of the Journal of the American Chemical Society (then called the American Chemical Journal), an abstract of an article about derivatives of stilbene (1,2-diphenylethylene) describes a reaction between “cumic aldehyde” and phenylacetic acid to form isopropylstilbene.
Almost 70 years later, Nathan N. Crounse at the Hilton-Davis Chemical Co. (Cincinnati) reported a synthesis of cuminaldehyde that uses the high-pressure Gattermann–Koch reaction to formylate cumene (isopropylbenzene) with carbon monoxide. The aldehyde can also be prepared by the reduction of p-isopropylbenzoyl chloride.
Today, most commercial cuminaldehyde is synthetic. It is sold as an ingredient for flavoring agents, perfumes, and other aroma-containing products. It also has several purported medicinal uses (e.g., against pain, inflammation, nausea, and skin conditions), but the effects are largely anecdotal. A derivative, cuminaldehyde thiosemicarbazone1, has been studied for activity against the hepatitis C virus and colon cancer.
A final note: Cumin is the main flavor ingredient in taco sauce. The next time you go out for Taco Tuesday, you have cuminaldehyde to thank.
1. CAS Reg. No. 3811-20-9.
The Uses of Cuminaldehyde
Cuminaldehyde 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.
Properties of Cuminaldehyde
Boiling point: | 235-236 °C(lit.) |
Density | 0.977 g/mL at 25 °C(lit.) |
Flash point: | 200 °F |
storage temp. | Inert atmosphere,2-8°C |
solubility | ethanol: soluble1mL/4ML, clear, colorless (70%) |
form | Liquid |
appearance | colorless to yellow liquid |
color | Clear colorless to yellow |
Water Solubility | insoluble |
Sensitive | Air Sensitive |
Safety information for Cuminaldehyde
Signal word | Warning |
Pictogram(s) |
Exclamation Mark Irritant GHS07 |
GHS Hazard Statements |
H302:Acute toxicity,oral |
Precautionary Statement Codes |
P264:Wash hands thoroughly after handling. P264:Wash skin thouroughly after handling. P270:Do not eat, drink or smoke when using this product. P301+P312:IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell. P501:Dispose of contents/container to..… |
Computed Descriptors for Cuminaldehyde
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JSK Chemicals
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