Back Rotenona Catalan Rotenon Czech Rotenon German Ροτενόνη Greek Rotenona Spanish روتنون Persian Rotenoni Finnish Roténone French रोटेनॉन Hindi Rotenon ID

Rotenone

Rotenone
Skeletal formula of rotenone
Space-filling model of the rotenone molecule
Names
IUPAC name
(5′′R)-4′,5′-Dimethoxy-5′′-(prop-1-en-2-yl)-4′′,5′′-dihydrofuro[2′′,3′′:7,8]rotenan-4-one
Systematic IUPAC name
(2R,6aS,12aS)-8,9-Dimethoxy-2-(prop-1-en-2-yl)-1,2,12,12a-tetrahydro[1]benzopyrano[3,4-b]furo[2,3-h][1]benzopyran-6(6aH)-one
Other names
Tubatoxin, Paraderil
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.001.365 Edit this at Wikidata
KEGG
MeSH Rotenone
UNII
  • InChI=1/C23H22O6/c1-11(2)16-8-14-15(28-16)6-5-12-22(24)21-13-7-18(25-3)19(26-4)9-17(13)27-10-20(21)29-23(12)14/h5-7,9,16,20-21H,1,8,10H2,2-4H3/t16-,20-,21+/m1/s1
  • CC(=C)[C@H]1Cc2c(O1)ccc3c2O[C@@H]4COc5cc(OC)c(OC)cc5[C@@H]4C3=O
Properties
C23H22O6
Molar mass 394.423 g·mol−1
Appearance Colorless to red crystalline solid[1]
Odor odorless[1]
Density 1.27 g/cm3 @ 20 °C
Melting point 165 to 166 °C (329 to 331 °F; 438 to 439 K)
Boiling point 210 to 220 °C (410 to 428 °F; 483 to 493 K) at 0.5 mmHg
Solubility Soluble in ether and acetone, slightly soluble in ethanol
Vapor pressure <0.00004 mmHg (20°C)[1]
Hazards
Lethal dose or concentration (LD, LC):
60 mg/kg (oral, rat)
132 mg/kg (oral, rat)
25 mg/kg (oral, rat)
2.8 mg/kg (oral, mouse)[2]
NIOSH (US health exposure limits):
PEL (Permissible)
 TWA 5 mg/m3[1]
REL (Recommended)
 TWA 5 mg/m3[1]
IDLH (Immediate danger)
 2500 mg/m3[1]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)

Rotenone is an odorless, colorless, crystalline isoflavone . It occurs naturally in the seeds and stems of several plants, such as the jicama vine, and in the roots of several other members of the Fabaceae. It was the first-described member of the family of chemical compounds known as rotenoids. Rotenone was used in the past as a broad-spectrum insecticide, and is still used as a piscicide to remove alien fish species,[3]

  1. ^ a b c d e f NIOSH Pocket Guide to Chemical Hazards. "#0548". National Institute for Occupational Safety and Health (NIOSH).
  2. ^ "Rotenone". Immediately Dangerous to Life or Health Concentrations (IDLH). National Institute for Occupational Safety and Health (NIOSH).
  3. ^ Cite error: The named reference :1 was invoked but never defined (see the help page).
From Wikipedia, the free encyclopedia · View on Wikipedia

Developed by Tubidy