13-09052. Sulforaphen [Archived]

Nomenclature

CAS number: 592-95-0
4-Isothiocyanato-1-(methylsulfinyl)-1-butene; isothiocyanic acid 4-(methylsulfinyl)-3-butenyl ester; raphanin.
C6H9NOS2; mol wt 175.27.
C 41.12%, H 5.18%, N 7.99%, O 9.13%, S 36.59%.

Description and references

From seeds of radish, Raphanus sativus L., Cruciferae: Ivanovics, Horvath, Nature 160, 297 (1947); Proc. Soc. Exp. Biol. Med. 66, 625 (1947). Identity with raphanin: Koczka, Ivanovics, C.A. 44, 5538c (1950). Structure: Schmid, Karrer, Helv. Chim. Acta 31, 1017 (1948). Synthesis of (±)-form: Balenovic et al., Tetrahedron 22, 2139 (1966).

Chemical structure

Properties

Liquid. bp0.015 125-130°. [α]D19 107° (c = 1.37 in chloroform); [α]D14 136° (c = 1.38 in alcohol). Sol in water, methanol, chloroform; moderately sol in ether; practically insol in petr ether.

Status

This monograph has been retired and is no longer subject to revision or update.