Rotenon

Rotenone Struktur
83-79-4
CAS-Nr.
83-79-4
Bezeichnung:
Rotenon
Englisch Name:
Rotenone
Synonyma:
Rotenon;(1)Benzopyrano(3,4-b)furo(2,3-h)(1)benzopyran-6(6aH)-one, 1,2,12,12a-tetrahydro-2-alpha-iospropenyl-8,9-dimethoxy-;CUBE;gerane;Pyrethrum powder;(2R,6aS,12aS)-8,9-Dimethoxy-2-(prop-1-en-2-yl)-1,2,12,12a-tetrahydrochromeno[3,4-b]furo[2,3-h]chromen-6(6aH)-one;nekoe;Nusyn;canex;Cubor
CBNumber:
CB6397762
Summenformel:
C23H22O6
Molgewicht:
394.42
MOL-Datei:
83-79-4.mol

Rotenon Eigenschaften

Schmelzpunkt:
159-164 °C (lit.)
Siedepunkt:
210-220 °C/0.5 mmHg (lit.)
alpha 
-115 º (C=1.4 IN CHLOROFORM)
Dichte
1.1917 (rough estimate)
Brechungsindex
1.4593 (estimate)
storage temp. 
Keep in dark place,Inert atmosphere,Room temperature
Löslichkeit
insoluble in EtOH; insoluble in H2O; ≥77.6 mg/mL in DMSO
Wasserlöslichkeit
15 mg l-1 (100 °C)
Aggregatzustand
White to off-white solid
Farbe
White to Light yellow to Light orange
Merck 
14,8271
BRN 
6773081
Stabilität:
Stable, but light and air sensitive. Combustible. Incompatible with oxidizing agents, especially in the presence of alkalies.
InChIKey
JUVIOZPCNVVQFO-HBGVWJBISA-N
NIST chemische Informationen
Rotenone(83-79-4)
EPA chemische Informationen
Rotenone (83-79-4)
Sicherheit
  • Risiko- und Sicherheitserklärung
  • Gefahreninformationscode (GHS)
Kennzeichnung gefährlicher T,N
R-Sätze: 25-36/37/38-50/53
S-Sätze: 22-24/25-36-45-60-61
RIDADR  UN 2811 6.1/PG 3
WGK Germany  3
RTECS-Nr. DJ2800000
HazardClass  6.1(b)
PackingGroup  III
HS Code  29329990
Giftige Stoffe Daten 83-79-4(Hazardous Substances Data)
Toxizität LD50 i.p. in mice: 2.8 mg/kg (Fukami); in rats (mg/kg): 132 orally; 6 i.v. (Soloway)
IDLA 2,500 mg/m3
Bildanzeige (GHS) GHS hazard pictogramsGHS hazard pictograms
Alarmwort Achtung
Gefahrenhinweise
Code Gefahrenhinweise Gefahrenklasse Abteilung Alarmwort Symbol P-Code
H315 Verursacht Hautreizungen. Hautreizung Kategorie 2 Warnung GHS hazard pictogramssrc="/GHS07.jpg" width="20" height="20" /> P264, P280, P302+P352, P321,P332+P313, P362
H319 Verursacht schwere Augenreizung. Schwere Augenreizung Kategorie 2 Warnung GHS hazard pictogramssrc="/GHS07.jpg" width="20" height="20" /> P264, P280, P305+P351+P338,P337+P313P
H335 Kann die Atemwege reizen. Spezifische Zielorgan-Toxizität (einmalige Exposition) Kategorie 3 (Atemwegsreizung) Warnung GHS hazard pictogramssrc="/GHS07.jpg" width="20" height="20" />
H410 Sehr giftig für Wasserorganismen mit langfristiger Wirkung. Langfristig (chronisch) gewässergefährdend Kategorie 1 Warnung GHS hazard pictogramssrc="/GHS09.jpg" width="20" height="20" /> P273, P391, P501
Sicherheit
P260 Dampf/Aerosol/Nebel nicht einatmen.
P264 Nach Gebrauch gründlich waschen.
P264 Nach Gebrauch gründlich waschen.
P273 Freisetzung in die Umwelt vermeiden.
P302+P352 BEI BERÜHRUNG MIT DER HAUT: Mit viel Wasser/... (Hersteller kann, falls zweckmäßig, ein Reinigungsmittel angeben oder, wenn Wasser eindeutig ungeeignet ist, ein alternatives Mittel empfehlen) waschen.
P305+P351+P338 BEI KONTAKT MIT DEN AUGEN: Einige Minuten lang behutsam mit Wasser spülen. Eventuell vorhandene Kontaktlinsen nach Möglichkeit entfernen. Weiter spülen.

Rotenon Chemische Eigenschaften,Einsatz,Produktion Methoden

ERSCHEINUNGSBILD

FARBLOSE KRISTALLE.

CHEMISCHE GEFAHREN

Zersetzung beim Verbrennen unter Bildung reizender Rauche.

ARBEITSPLATZGRENZWERTE

TLV: 5 mg/m?(als TWA); Krebskategorie A4 (nicht klassifizierbar als krebserzeugend für den Menschen); (ACGIH 2005).
MAK: IIb (nicht festgelegt, aber Informationen vorhanden) Hautresorption; (DFG 2005).

AUFNAHMEWEGE

Aufnahme in den Körper durch Inhalation und durch Verschlucken.

INHALATIONSGEFAHREN

Verdampfung bei 20°C vernachlässigbar; eine gesundheitsschädliche Partikelkonzentration in der Luft kann jedoch schnell erreicht werden.

WIRKUNGEN BEI KURZZEITEXPOSITION

WIRKUNGEN BEI KURZZEITEXPOSITION:
Die Substanz reizt die Augen, die Haut und die Atemwege. Möglich sind Auswirkungen auf das Zentralnervensystem mit nachfolgenden Krämpfen und Atemdepression.

WIRKUNGEN NACH WIEDERHOLTER ODER LANGZEITEXPOSITION

Wiederholter oder andauernder Hautkontakt kann Dermatitis hervorrufen. Möglich sind Auswirkungen auf Nierenund Leber.

LECKAGE

Verschüttetes Material in luftdichten Behältern sammeln; falls erforderlich durch Anfeuchten Staubentwicklung verhindern. Reste sorgfältig sammeln. An sicheren Ort bringen. Persönliche Schutzausrüstung: Atemschutzgerät, P3-Filter für giftige Partikel. NICHT in die Umwelt gelangen lassen.

R-Sätze Betriebsanweisung:

R25:Giftig beim Verschlucken.
R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.
R50/53:Sehr giftig für Wasserorganismen, kann in Gewässern längerfristig schädliche Wirkungen haben.

S-Sätze Betriebsanweisung:

S22:Staub nicht einatmen.
S24/25:Berührung mit den Augen und der Haut vermeiden.
S36:DE: Bei der Arbeit geeignete Schutzkleidung tragen.
S45:Bei Unfall oder Unwohlsein sofort Arzt zuziehen (wenn möglich, dieses Etikett vorzeigen).
S60:Dieses Produkt und sein Behälter sind als gefährlicher Abfall zu entsorgen.
S61:Freisetzung in die Umwelt vermeiden. Besondere Anweisungen einholen/Sicherheitsdatenblatt zu Rate ziehen.

Beschreibung

The principal source of rotenone is the tuber root of Derris elliptica; however, it is also extracted from the roots of Derris mallaccensis, Lonchocarpus utilis, and Lonchocarpus uruca. Rotenone is both a stomach and contact poison for arthropods. Its fast knockdown action is attributed to decreasing the availability of nicotinamide adenine dinucleotide to serve as a cofactor in various biochemical pathways including the Krebs cycle, thereby inhibiting the mitochondrial respiratory enzymes.

Chemische Eigenschaften

Rotenone is a colorless to red odorless crystalline solid; a white crystalline solid when pure; oxidation will cause yellowing to bright red coloring. Odorless.
Rotenone
Rotenone is related to isoflavonoid compounds derived from the roots of Derris spp., Lonchocarpus spp., and Tephrosia spp., found primarily in Southeast Asia, South America, and East Africa. The isolated compound is an odorless, colorless to red crystalline solid. It is insoluble in water and has a very low vapor pressure (U.S. EPA, 2007; HSDB, 2012a).

Verwenden

Rotenone is an broad spectrum insecticide that occurs naturally in seeds and stems of several plants. Rotenone was first registered in 1947 and is currently used exclusively to kill fish (U.S. EPA, 2007). In 2006, registrants voluntarily canceled all livestock, residential and home owner uses, domestic pet uses, and all other uses except for piscicide uses. Currently the main uses include fish management strategies to remove nonnative fish species from lakes, ponds, or streams and in catfish aquaculture prior to stocking ponds with with fry to remove undesirable fish species (U.S. EPA, 2006d).
Rotenone has been historically used by native people to paralyze fish for capture and consumption. Outside the United States, the compound is still used to control insects in fruit and vegetable cultivation and for control of fire ants and mosquito larvae in pond water (HSDB, 2012a).

Definition

ChEBI: A member of the class of rotenones that consists of 1,2,12,12a-tetrahydrochromeno[3,4-b]furo[2,3-h]chromen-6(6aH)-one substituted at position 2 by a prop-1-en-2-yl group and at positions 8 and 9 by methoxy group (the 2R,6aS,12aS-isomer). A non-systemic insecticide, it is the principal insecticidal constituent of derris (the dried rhizome and root of Derris elliptica).

Allgemeine Beschreibung

Colorless to brownish crystals or a white to brownish-white crystalline powder. Has neither odor nor taste.

Air & Water Reaktionen

ROTENONE decomposes upon exposure to light or air. Insoluble in water.

Reaktivität anzeigen

ROTENONE is readily oxidized in the presence of alkalis. ROTENONE is incompatible with oxidizers. .

Hazard

Toxic by ingestion, overexposure can be fatal, irritant to skin, eyes and upper respiratory tract. Central nervous system impairment. Ques- tionable carcinogen.

Health Hazard

Rotenone is an irritant and affects the nervous system, causing convulsions.

Brandgefahr

Flash point data for ROTENONE are not available; however, ROTENONE is probably combustible.

Landwirtschaftliche Anwendung

Insecticide, Acaracide, Veterinary medicine: The use of rotenone as a pesticide to kill invasive fish species is currently the only allowable use of this pesticide. Rotenone is a selective, nonspecific botanical insecticide with some acaricidal properties, and has been used in agriculture to control insects on vine fruit, flowers and vegetables. Registered for use in the U.S.A U.S. EPA restricted Use Pesticide (RUP) due to acute inhalation, acute oral, and aquatic toxicity. Agricultural and residential uses and all food uses were voluntarily cancelled in 2006[83]. In 2006, registrants requested voluntarily cancellation of all livestock, residential and home owner uses, domestic pet uses, and all other uses except for pesticide uses. In 2011 the use of this pesticide chemical was linked to Parkinson’s disease. Not listed for use in EU countries.

Handelsname

ACME® Rotenone; AROL GORDON DUST®; BARBASCO®; BONIDE CUKE AND MELON DUST®; CENOL GARDEN DUST®; CHEM FISH®; CHEM-MITE®; CUBE®; CUBE EXTRACT®; CUBEPULVER®; CUBEROL®; CUBE ROOT®; CUBOR®; CUREX FLEA DUSTER®; DACTINOL®; DERIL®; DERRIN®; DERRIS®; DRI-KIL®; ENT-133®; EXTRAX®; FISH-TOX®; GREEN CROSS WARBLE POWDER®; HAIARI®; LIQUID DERRIS®; MEXIDE®; NICOULINE®; NOXFIRE®; NOXFISH®; PARADERIL®; POWDER AND ROOT®; PRENTOX®; PRO-NOX FISH®; RO-KO®; RONONE®; ROTACIDE®; ROTEFIVE®; ROTEFOUR®; ROTESSENOL®; SINID®; TOX-R®; TUBATOXIN®

Biologische Aktivität

Mitochondrial electron transport chain inhibitor (IC 50 = 1.7 - 2.2 μ M at complex I). Inhibits NADH oxidation by cardiac sarcoplasmic reticulum (IC 50 = 3.4 nM). Commonly used pesticide and induces Parkinsonism in animal models. Cell-permeable and brain penetrant.

mögliche Exposition

A potential danger to those involved in extraction from derris root, formulation or application of this insecticide. Rotenone is used as a pharmaceutical and veterinary drug.

Carcinogenicity

In human lymphocyte culture assays rotenone did not increase the frequency of chromosomal aberrations or sister chromatid exchanges but did cause an increase in the frequency of binucleated micronuclei and a delay in cell cycle.

Environmental Fate

Rotenone released to the atmosphere will exist as particulates due to the extremely low vapor pressure. Particulate-phase rotenone will be removed from the atmosphere by wet and dry deposition and may be degraded by direct photolysis. It is mobile to moderately mobile in soil and sediment and volatilization from soil surfaces is not expected to occur to any extent. If released to water, rotenone generally degrades quickly through abiotic (hydrolytic and photolytic) mechanisms, with half-lives of a few days to several weeks or longer depending on water temperature (U.S. EPA, 2007; HSDB, 2012a).
Rotenone has a relatively low potential for bioconcentration in aquatic organisms (Bioconcentration Factor (BCF) < 30X) (U.S. EPA, 2007).

Stoffwechselwegen

By hepatic microsomal incubations from rainbow trout with 14C-rotenone, three major and several minor metabolites of rotenone are observed, the major ones being identified as rotenolone and two epimeric forms of 6' ,7' -dihydroxyrotenone.

Versand/Shipping

UN2811 Toxic solids, organic, n.o.s., Hazard Class: 6.1; Labels: 6.1-Poisonous materials, Technical Name Required. UN2588 Pesticides, solid, toxic, Hazard Class: 6.1; Labels: 6.1-Poisonous materials, Technical Name Required.

Inkompatibilitäten

Incompatible with oxidizers (chlorates, nitrates, peroxides, permanganates, perchlorates, chlorine, bromine, fluorine, etc.); contact may cause fires or explo- sions. Keep away from alkaline materials, strong bases, strong acids, oxoacids, epoxides, and alkalies.

Waste disposal

Rotenone is decomposed by light and alkali to less insecticidal products. It is readily detoxified by the action of light and air. It is also detoxified by heating; 2 hours @ 100 ? C results in 76% decomposition. Oxidation products are probably nontoxic. Incineration has been recommended as a disposal procedure. Burial with lime would also present minimal danger to the environ- ment . In accordance with 40CFR165, follow recommen- dations for the disposal of pesticides and pesticide containers. Must be disposed properly by following pack- age label directions or by contacting your local or federal environmental control agency, or by contacting your regional EPA office.

Rotenon Upstream-Materialien And Downstream Produkte

Upstream-Materialien

Downstream Produkte


Rotenon Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

Global( 342)Lieferanten
Firmenname Telefon E-Mail Land Produktkatalog Edge Rate
Shaanxi Haibo Biotechnology Co., Ltd
+undefined18602966907
qinhe02@xaltbio.com China 1000 58
Hebei Jingbo New Material Technology Co., Ltd
+8619931165850
hbjbtech@163.com China 1000 58
Chongqing Zhihe Biopharmaceutical Co., Ltd.
+86-18580541567 +86-17782035140
sales@zhswyy.com China 338 58
Hangzhou FandaChem Co.,Ltd.
008657128800458; +8615858145714
fandachem@gmail.com China 9348 55
ATK CHEMICAL COMPANY LIMITED
+undefined-21-51877795
ivan@atkchemical.com China 32480 60
career henan chemical co
+86-0371-86658258
sales@coreychem.com China 29914 58
Shaanxi Yikanglong Biotechnology Co., Ltd.
17791478691
yklbiotech@163.com CHINA 296 58
SHANDONG ZHI SHANG CHEMICAL CO.LTD
+86 18953170293
sales@sdzschem.com China 2931 58
Chengdu Biopurify Phytochemicals Ltd.
+8618080483897
sales@biopurify.com China 3424 58
Accela ChemBio Inc.
(+1)-858-699-3322
info@accelachem.com United States 19965 58

83-79-4(Rotenon)Verwandte Suche:


  • derris(insecticide)
  • derrisextract,e.c.(2.5%)
  • Dri-kil
  • ENT 133
  • ent133
  • ethenyl)[1]benzopyrano[3,4-b]furo[2,3-h]benzopyran-6(6ah)-one
  • Extrax
  • Fish-Tox
  • Foliafume
  • foliafumee.c.
  • FS derris
  • Green cross warble
  • Green Cross Warble Powder
  • greencrosswarblepowder
  • Haiari
  • Hydrogenated rotenone
  • Liquid Derris
  • liquidderris
  • Mexide
  • NCI-C55210
  • nekoe
  • Nicouline
  • Noxfish
  • Nusyn
  • Nusyn-noxfish
  • o-8,9-dimethoxy-2-(1-methylethenyl)-,[2r-(2.alpha.,6a.alpha.,12a.alpha)]
  • Paraderil
  • Pb-nox
  • Powder and root
  • powderandroot
  • prentoxsynpren-fish
  • Pro-nox fish
  • pro-noxfish
  • ro[2,3-h][1]benzopyran-6(6ah)-one
  • Ronone
  • Rotacide
  • rotacidee.c.
  • Rotefive
  • Rotefour
  • Rotenona
  • rotenona[spanish]
  • Rotenone, hydrogenated
  • rotenox5ec
  • Rotessenol
  • Rotocide
  • Synpren
  • Tubotoxin
  • tubotoxine
  • uro[2,3-h][1]benzopyran-6(6ah)-one
  • CUBEROOT
  • DERRIS
  • CHEM SECT
  • 1,2,12,12A-TETRAHYDRO-2-ISOPROPENYL-8,9-DIMETHOXY-[1]BENZO-PYRANO-[3,4-B]FURO[2,3-B] [1]BENZOPYRAN-6[6ALL]-ONE
  • 1,2,12,12A-TETRAHYDRO-2-ISOPROPENYL-8,9-DIMETHOXY[1]BENZOPYRANO[3,4-BIFURO[2,3-H][1]BENZOPYRAN-6-ONE
  • SYNPREN FISH
  • PROTEX(R)
  • NOXFIRE
  • PRENFISH
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