09-17-02 11:03
No 357332
SWIM noticed that Piperonal is called Heliotropin in the flavoring industry... Could it be possible that this is the major component of the readily available Oil of Heliotrope ?
SWIM was just wondering, couldn't find any analysis data anywhere...
// Dex
(Hive Bee)
09-17-02 15:20
No 357429
from MERCK INDEX:
Title: Piperonal.
CAS Registry number: [120-57-0]
CAS name(s): 1,3-Benzodioxole-5-carboxaldehyde Additional name(s): 3,4-(methylenedioxy)benzaldehyde; heliotropin ; piperonyl al dehyde; dioxymethyleneprotocatechuic aldehyde
Molecular formula: C 8 H 6 O 3
Molecular weight: 150.13.
Percent Composition: C 64.00%, H 4.03%, O 31.97%.
Literature references: Prepn: Blair, Patent US2916499 (1959 to Welsbach Corp.); Holum, J. Org. Chem. 26, 4814 (1961); Feugeas, Bull. Soc. Chim. France 1964, 1892 (../rhodium/pdf /benzodioxole
Properties: Colorless, lustrous crystals, mp 37degrees . Heliotrope odor. bp approximately263degrees ; bp 0.5 88degrees . Sol in 500 parts water; freely sol in alcohol, ether. Keep in cool place protected from light. LD 50 orally in rats: 2700 mg/kg (Hagan).
Boiling point: bp approximately 263degrees; bp 0.5 88degrees
Melting Point: 37degrees
USE: In perfumery, in cherry and vanilla flavors, in organic syntheses.
THERAP CAT: Has been used as pediculicide.
50g cost ~11€, it is heavily watched and regulated!
ORGY
for german speaking bees:
more information on chemistry and all (very good) at:
http://www.omikron-online.de/cyberchem/a
(Chief Bee)
09-17-02 16:13
No 357444
U.S. pat. 2,916,499: Ozonization of isosafrole to give piperonal in 93% yield.
J. Org. Chem. 26, 4814 (1961): Oxidation of piperonylalcohol to piperonal in 85% yield using CrO3 in Pyridine.
(Stranger)
09-17-02 18:21
No 357518
2,916,499:
(Chief Bee)
09-17-02 18:27
No 357520
Huh?
(Old P2P Cook)
09-17-02 19:38
No 357537
Oil of heliotrope may or may not contain piperonal. Most Oil of Heliotrope will be compounded rather than being from a single natural source so the composition will depend on the fragrance chemist who determined the formula.
Here is a heliotrope compound formula from Perfumes, Cosmetics & Soaps, Volume 2 by W.A. Poucher.
20 Geraniol, Java
20 Sweet orange
250 Heliotropin
20 Anisic aldehyde
10 Rose otto
10 Musk xylene
20 Peru balsam
150 Vanillin
500 Diethyl phthalate
------
1000
(Newbee)
09-18-02 08:51
No 357679
Would it be worth a try to order a liter and (blindly) try to distill it out?
// Dex
(Stranger)
09-19-02 17:38
No 358305
US2916499
Process for producing aromatic carbonyl compounds and peroxide compounds
maybe i misunderstood but
maybe somebody changed something. i dunno.
(Chief Bee)
09-19-02 19:41
No 358366
Jimwig: The patent number is correct, the synthesis of piperonal from isosafrole is mentioned in the middle of column three, page two of the patent.