79232-29-4

Basic information

• Product Name: alliacol A
• Synonyms: alliacol A;(1aR,2R,7aS)-2α,9,9-Trimethyl-4aβ-hydroxy-5-methylene-2,3,4,4a,5,6,9,9aα-octahydro-8H-oxireno[1,7a]indeno[3a,4-b]furan-6-one;(1aR,2R,7aS,9aR)-3,4,4a,5,9,9a-Hexahydro-4aβ-hydroxy-2,9,9-trimethyl-5-methylene-2H,8H-oxireno[1,7a]indeno[3a,4-b]furan-6-one;Alliacolide II
• CAS NO: 79232-29-4
• Molecular Formula: C15H20O4
• Molecular Weight: 264.3169
• Mol File: 79232-29-4.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 451.9°C at 760 mmHg
• Flash Point: 171.4°C
• Appearance: /
• Density: 1.28g/cm³
• Vapor Pressure: 4.58E-10mmHg at 25°C
• Refractive Index: 1.574
• CAS DataBase Reference: alliacol A(CAS DataBase Reference)
• NIST Chemistry Reference: alliacol A(79232-29-4)
• EPA Substance Registry System: alliacol A(79232-29-4)

Safety Data

• Hazardous Substances Data: 79232-29-4(Hazardous Substances Data)

Usage

InChI:InChI=1/C15H20O4/c1-8-5-6-13(17)9(2)10(16)18-14(13)7-12(3,4)11-15(8,14)19-11/h8,11,17H,2,5-7H2,1,3-4H3

Upstream product

• 122689-71-8 (3aR,9aS)-3a-Hydroxy-6,8,8-trimethyl-3-methylene-3a,4,5,6,8,9-hexahydro-3H-indeno[3a,4-b]furan-2-one 
• 122689-67-2 (1RS,7RS)-2,3,4,5,6,7-Hexahydro-1-hydroxy-2,2,7-trimethyl-1H-inden-4-one 
• 122689-68-3 Methanesulfonic acid (1R,7R)-2,2,7-trimethyl-4-oxo-2,3,4,5,6,7-hexahydro-1H-inden-1-yl ester 
• 115025-14-4 (1RS,7RS)-1-Acetoxy-2,3,4,5,6,7-hexahydro-2,2,7-trimethyl-1H-inden-4-one 
• 33797-51-2 eschenmoser's salt 
• 79232-31-8 (+/-)-12-noralliacolide 
• 930-30-3 cyclopent-2-enone 

Downstream Products

• 66389-08-0 (+/-)-alliacolide 

Relevant articles and documents

Structures of Some New Sesquiterpenoid Metabolites of Marasmius alliaceus

The sesquiterpenoids, alliacolide II (alliacol A)(2), 12-hydroxydehydroalliacolide (alliacol B) (3), 12-noralliacolide (5), 11- and 12-hydroxyalliacolide (6) and (7), respectively, and alliacolide (8) have been isolated from Marasmius alliaceus and their structures established by a combination of their spectra and chemistry.

TOTAL SYNTHESIS OF (+/-)-12-NORALLIACOLIDE, (+/-)-ALLIACOL A AND (+/-)-ALLIACOLIDE

The title compounds were prepared via a "one-pot" γ-lactone annulation sequence in which dilithium acetate functions as a bis-nucleophile, first at carbonyl and then at hindered allylic sulfonate centers (SN' orientation).