Safrole

Safrole^[1]
Names
	Preferred IUPAC name 5-(Prop-2-en-1-yl)-2H-1,3-benzodioxole
	Other names 5-(2-Propenyl)-1,3-benzodioxole; 5-Allylbenzo[d][1,3]dioxole; 3,4-Methylenedioxyphenyl-2-propene
Identifiers
CAS Number	94-59-7 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:8994 ;
ChEMBL	ChEMBL242273 ;
ChemSpider	13848731 ;
ECHA InfoCard	100.002.133
EC Number	202-345-4;
KEGG	C10490 ;
PubChem CID	5144;
RTECS number	CY2800000;
UNII	RSB34337V9 ;
UN number	3082
CompTox Dashboard (EPA)	DTXSID0021254 ;
	InChI InChI=1S/C10H10O2/c1-2-3-8-4-5-9-10(6-8)12-7-11-9/h2,4-6H,1,3,7H2 Key: ZMQAAUBTXCXRIC-UHFFFAOYSA-N ; InChI=1/C10H10O2/c1-2-3-8-4-5-9-10(6-8)12-7-11-9/h2,4-6H,1,3,7H2 Key: ZMQAAUBTXCXRIC-UHFFFAOYAD;
	SMILES C=CCc1ccc2OCOc2c1;
Properties
Chemical formula	C10H10O2
Molar mass	162.188 g·mol−1
Density	1.096 g/cm3
Melting point	11 °C (52 °F; 284 K)
Boiling point	232 to 234 °C (450 to 453 °F; 505 to 507 K)
Magnetic susceptibility (χ)	−97.5×10−6 cm3/mol
Hazards
	GHS labelling:
Pictograms
Signal word	Danger
Hazard statements	H302, H341, H350
Precautionary statements	P201, P281, P308+P313
Legal status	BR: Class D1 (Drug precursors);
	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

Safrole is an organic compound with the formula CH₂O₂C₆H₃CH₂CH=CH₂. It is a colorless oily liquid, although impure samples can appear yellow. A member of the phenylpropanoid family of natural products, it is found in sassafras plants, among others. Small amounts are found in a wide variety of plants, where it functions as a natural antifeedant.^[3] Ocotea pretiosa,^[4] which grows in Brazil, and Sassafras albidum,^[3] which grows in eastern North America, are the main natural sources of safrole. It has a characteristic "sweet-shop" aroma.

It is a precursor in the synthesis of the insecticide synergist piperonyl butoxide, the fragrance piperonal via isosafrole, and the empathogenic/entactogenic substance MDMA.

^ Merck Index (11th ed.). 8287.
^ Anvisa (2023-03-31). "RDC Nº 784 - Listas de Substâncias Entorpecentes, Psicotrópicas, Precursoras e Outras sob Controle Especial" [Collegiate Board Resolution No. 784 - Lists of Narcotic, Psychotropic, Precursor, and Other Substances under Special Control] (in Brazilian Portuguese). Diário Oficial da União (published 2023-04-04). Archived from the original on 2023-08-03. Retrieved 2023-08-15.
^ ^a ^b Kamdem, Donatien; Gage, Douglas (2007). "Chemical Composition of Essential Oil from the Root Bark of Sassafras albidum". Planta Medica. 61 (6): 574–5. doi:10.1055/s-2006-959379. PMID 8824955.
^ Hickey, Michael J. (1948). "Investigation of the chemical constituents of Brazilian sassafras oil". Journal of Organic Chemistry. 13 (3): 443–6. doi:10.1021/jo01161a020. PMID 18863852.

[1] Merck Index (11th ed.). 8287.

[2] Anvisa (2023-03-31). "RDC Nº 784 - Listas de Substâncias Entorpecentes, Psicotrópicas, Precursoras e Outras sob Controle Especial" [Collegiate Board Resolution No. 784 - Lists of Narcotic, Psychotropic, Precursor, and Other Substances under Special Control] (in Brazilian Portuguese). Diário Oficial da União (published 2023-04-04). Archived from the original on 2023-08-03. Retrieved 2023-08-15.

[Chemical_Composition_of_Essential_O-3] Kamdem, Donatien; Gage, Douglas (2007). "Chemical Composition of Essential Oil from the Root Bark of Sassafras albidum". Planta Medica. 61 (6): 574–5. doi:10.1055/s-2006-959379. PMID 8824955.

[ReferenceA-4] Hickey, Michael J. (1948). "Investigation of the chemical constituents of Brazilian sassafras oil". Journal of Organic Chemistry. 13 (3): 443–6. doi:10.1021/jo01161a020. PMID 18863852.

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