Cuminaldehyde

Cuminaldehyde^[1]
Names
	Preferred IUPAC name 4-Isopropylbenzaldehyde
	Systematic IUPAC name 4-(1-Methylethyl)benzenecarbaldehyde
	Other names p-Isopropylbenzaldehyde; 4-(1-Methylethyl)benzaldehyde; Cuminal; Cumaldehyde
Identifiers
CAS Number	122-03-2 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:28671 ;
ChEMBL	ChEMBL161577 ;
ChemSpider	21106431 ;
ECHA InfoCard	100.004.107
EC Number	204-516-9;
KEGG	C06577 ;
PubChem CID	326;
RTECS number	CU7000000;
UNII	O0893NC35F ;
CompTox Dashboard (EPA)	DTXSID9021974 ;
	InChI InChI=1S/C10H12O/c1-8(2)10-5-3-9(7-11)4-6-10/h3-8H,1-2H3 Key: WTWBUQJHJGUZCY-UHFFFAOYSA-N ; InChI=1/C10H12O/c1-8(2)10-5-3-9(7-11)4-6-10/h3-8H,1-2H3 Key: WTWBUQJHJGUZCY-UHFFFAOYAP;
	SMILES CC(C)c1ccc(C=O)cc1;
Properties
Chemical formula	C10H12O
Molar mass	148.205 g·mol−1
Appearance	Colorless oil
Density	0.978 g/cm3
Boiling point	235.5 °C (455.9 °F; 508.6 K)
Solubility in water	Insoluble
Hazards
	GHS labelling:
Pictograms
Signal word	Warning
Hazard statements	H302, H317
Precautionary statements	P261, P264, P270, P272, P280, P301+P312, P302+P352, P321, P330, P333+P313, P363, P501
NFPA 704 (fire diamond)	1 2
Flash point	93 °C (199 °F; 366 K)
Related compounds
Related compounds	Benzaldehyde; Cumene; Cuminol
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

Cuminaldehyde (4-isopropylbenzaldehyde) is a natural organic compound with the molecular formula C₁₀H₁₂O. It is a benzaldehyde with an isopropyl group substituted in the 4-position.

Uses and occurrence

Cuminaldehyde is a precursor to another commercially important fragrance, cyclamen aldehyde.^[2]

Cuminaldehyde has been investigated for inhibition of the fibrillation of alpha-synuclein,^[3]

Cuminaldehyde can be prepared synthetically by the reduction of 4-isopropylbenzoyl chloride or by the formylation of cumene.

References

^ Merck Index, 11th Edition, 2623
^ Panten, Johannes; Surburg, Horst (2016). "Flavors and Fragrances, 3. Aromatic and Heterocyclic Compounds". Ullmann's Encyclopedia of Industrial Chemistry. pp. 1–45. doi:10.1002/14356007.t11_t02. ISBN 978-3-527-30673-2.
^ Morshedi D; Aliakbari F; Tayaranian-Marvian, Fassihi; Pan-Montojo, Pérez-Sánchez (Sep 2015). "Cuminaldehyde as the Major Component of Cuminum cyminum, a Natural Aldehyde with Inhibitory Effect on Alpha-Synuclein Fibrillation and Cytotoxicity". Journal of Food Science. 80 (10): H2336–H2345. doi:10.1111/1750-3841.13016. PMID 26351865.

[Merck-1] Merck Index, 11th Edition, 2623

[Ullmann-2] Panten, Johannes; Surburg, Horst (2016). "Flavors and Fragrances, 3. Aromatic and Heterocyclic Compounds". Ullmann's Encyclopedia of Industrial Chemistry. pp. 1–45. doi:10.1002/14356007.t11_t02. ISBN 978-3-527-30673-2.

[3] Morshedi D; Aliakbari F; Tayaranian-Marvian, Fassihi; Pan-Montojo, Pérez-Sánchez (Sep 2015). "Cuminaldehyde as the Major Component of Cuminum cyminum, a Natural Aldehyde with Inhibitory Effect on Alpha-Synuclein Fibrillation and Cytotoxicity". Journal of Food Science. 80 (10): H2336–H2345. doi:10.1111/1750-3841.13016. PMID 26351865.

[1]