The Vespiary

The Hive => Chemicals & Equipment => Topic started by: Rhodium on October 06, 2003, 08:38:00 PM

Title: Piper affinis hisp.: Safrole (18%) + Sarisan (75%)
Post by: Rhodium on October 06, 2003, 08:38:00 PM

Sarisan from leaves of Piper affinis hispidinervum C. DC (long pepper)

Flavour and Fragrance Journal 16(2), pp 113-115 (2001) (https://www.thevespiary.org/rhodium/Rhodium/pdf/sarisan.piper.affinis.pdf)

(https://www.thevespiary.org/rhodium/Rhodium/pdf/sarisan.piper.affinis.pdf) (retrieved by Ziqquratu)
DOI:

10.1002/ffj.957 (http://dx.doi.org/10.1002/ffj.957)

Abstract

The essential oil obtained from the leaves of Piper affinis hispidinervum C. DC was analysed by GC- MS. Sixteen substances were identified, corresponding to 98.9% of the oil. The major component (74.3%) was sarisan (1-allyl-2-methoxy-4,5-methylenedioxybenzene), identified by NMR spectroscopy. Safrole (18.4%) was also found in the oil.

Sarisan (an MMDA-2 precursor, mentioned as "asaricin" in Pihkal) is a relatively rare substance.

Title: Rhode, what's the point that you're trying to...
Post by: abuse on October 08, 2003, 01:30:00 AM

Rhode, what's the point that you're trying to emphasize from this article? The fact that long pepper can contain up to 18% safrole, or, that sarisan is similar to safrole? (at least it looks similar to safrole, but I'm no chemist :-P)

abuse

Title: Sarisan (6-methoxy-safrole), a MMDA-2 precursor
Post by: Rhodium on October 08, 2003, 02:35:00 AM

I wanted to tell people about yet another safrole source, but mainly I wanted to inform about the existance of the relatively rare phenylpropanoid sarisan (6-methoxy-safrole), which is a precursor to MMDA-2, one of the "essential amphetamines", as Shulgin calls them (as they are derived from essential oil components). However, Shulgin uses the alternative name "asaricin" in Pihkal instead of sarisan.

Edit: The propenylbenzene corresponding to sarisan/asaricin is carpacin, which is discussed further in

Post 247833 (missing)

(Rhodium: "Carpacin isolation & Physical Data", Chemistry Discourse) and

Post 325672 (https://www.thevespiary.org/talk/index.php?topic=11985.msg32567200#msg32567200)

(Trypstar: "MMDA-2: Carpacin from sesamol", Novel Discourse)

Sarisan is also found in several other oils:

Post 324027 (https://www.thevespiary.org/talk/index.php?topic=6025.msg32402700#msg32402700)

(3base: "MMDA-2: sarisan in beilschmiedia miersii leaf oil", Chemicals & Equipment)

Post 324777 (https://www.thevespiary.org/talk/index.php?topic=11341.msg32477700#msg32477700)

(3base: "ashanti pepper oil: myristicin, sarisan", Novel Discourse)

Post 354928 (https://www.thevespiary.org/talk/index.php?topic=12163.msg35492800#msg35492800)

(3base: "MMDA-2 precursor form long pepper leaf oil", Novel Discourse)

Post 380239 (https://www.thevespiary.org/talk/index.php?topic=11563.msg38023900#msg38023900)

(3base: "isoelemicin,sarisan,isomyristicin in lovage roots", Novel Discourse)