Rotenone

  • 1,2,12,12a-Tetrahydro-2-alpha-isopropenyl-8,9-dimethoxy(1)benzopyrano(3,4-b)furo(2,3-H)(1)benzopyran-6(6AH)-one
  • (2R,6aS,12aS)-1,2,6,6a,12,12a-Hexahydro-2-isopropenyl-8,9-dimethoxychromeno[3,4-b]furo[2,3-h]chromen-6-one
Formula
C23H22O6
Structure
Description
Colorless to brownish crystals or a white to brownish-white crystalline powder. Has neither odor nor taste.
Uses
Control of aphids, thrips, psyllids, moths, beetles, spider mites, etc in fruit and vegetable cultivation. Insecticidal control of premises. Control of fire ants. Control of lice, ticks, and warble flies on animals. Also used to control fish populations in fish management.

Registry Numbers and Inventories.
CAS
83-79-4
EC (EINECS/ELINCS)
201-501-9
EC Index Number
650-005-00-2
EC Class
Toxic; Irritant; Dangerous for the Environment
RTECS
DJ2800000
RTECS class
Agricultural Chemical and Pesticide; Tumorigen; Mutagen; Reproductive Effector; Human Data; Natural Product; Primary Irritant
UN (DOT)
2922
Merck
12,8427
Beilstein/Gmelin
99068
Beilstein Reference
5-19-10-00581
EPA OPP
71003
Swiss Giftliste 1
G-2835
Canada DSL/NDSL
DSL
Austrailia AICS
Listed
New Zealand
Listed

Properties.
Formula
C23H22O6
Formula mass
394.42
Melting point, °C
161
Boiling point, °C
501
Vapor pressure, mmHg
0.0008
Critical temperature
693
Critical pressure
16.5
Density
1.27 g/cm3 (20 C)
Solubility in water
Insoluble
Partition coefficient, pKow
2.90

Hazards and Protection.
Storage
Store in a tightly closed container. Store in a cool, dry, well-ventilated area away from incompatible substances. Do not expose to air. Store protected from light. Store under an inert atmosphere.
Handling
Wash thoroughly after handling. Remove contaminated clothing and wash before reuse. Minimize dust generation and accumulation. Do not breathe dust, vapor, mist, or gas. Do not get in eyes, on skin, or on clothing. Do not ingest or inhale. Store protected from light. Handle under an inert atmosphere. Store protected from air. Use only in a chemical fume hood.
Protection
Eyes: Wear appropriate protective eyeglasses or chemical safety goggles as described by OSHA's eye and face protection regulations in 29 CFR 1910.133 or European Standard EN166. Skin: Wear appropriate protective gloves to prevent skin exposure. Clothing: Wear appropriate protective clothing to prevent skin exposure.
Respirators
A respiratory protection program that meets OSHA's 29 CFR 1910.134 and ANSI Z88.2 requirements or European Standard EN 149 must be followed whenever workplace conditions warrant a respirator's use.
Small spills/leaks
Vacuum or sweep up material and place into a suitable disposal container. Avoid generating dusty conditions. Provide ventilation. Place under an inert atmosphere.
Stability
Stable under normal temperatures and pressures.
Incompatibilities
Strong oxidizing agents, alkalis, air.
Decomposition
Carbon monoxide, irritating and toxic fumes and gases, carbon dioxide.

Fire.
Fire fighting
Wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear. During a fire, irritating and highly toxic gases may be generated by thermal decomposition or combustion. Extinguishing media: Use extinguishing media most appropriate for the surrounding fire. In case of fire use water spray, dry chemical, carbon dioxide, or chemical foam.
Fire potential
This material is probably combustible.
Hazards
Contact with metals may evolve flammable hydrogen gas.
Combustion products
Fire may produce irritating, corrosive and/or toxic gases.
Health
2
 
Flammability
0
 
 
Reactivity
0
 

Health.
Exposure limit(s)
TLV: ppm; 5 mg/m3 (ACGIH 1991-1992). OSHA PEL: TWA 5 mg/m3 NIOSH REL: TWA 5 mg/m3 NIOSH IDLH: 2500 mg/m3
Poison_Class
3
Exposure effects
Prolonged or repeated skin contact may cause dermatitis. Prolonged or repeated eye contact may cause conjunctivitis. May cause liver and kidney damage. May cause reproductive and fetal effects. Laboratory experiments have resulted in mutagenic effects. Exposure to large doses may cause central nervous system depression.
   Ingestion
Harmful if swallowed. Ingestion may cause irritation of the digestive tract with abdominal pain, vomiting, diarrhea, numbness of the oral mucous membrane, slow or irregular pulse, incoordination, and muscle tremors
   Inhalation
Causes respiratory tract irritation. Inhalation of large amounts may cause respiratory stimulation, followed by respiratory depression, convulsions and possible death due to respiratory paralysis. This product is more toxic when inhaled than when ingested.
   Skin
Causes skin irritation.
   Eyes
Causes eye irritation.

First aid
 
   Ingestion
Do NOT induce vomiting. If victim is conscious and alert, give 2-4 cupfuls of milk or water. Never give anything by mouth to an unconscious person. Get medical aid immediately. Wash mouth out with water.
   Inhalation
Get medical aid immediately. Remove from exposure to fresh air immediately. If breathing is difficult, give oxygen. DO NOT use mouth-to-mouth respiration. If breathing has ceased apply artificial respiration using oxygen and a suitable mechanical device such as a bag and a mask.
   Skin
Get medical aid. Immediately flush skin with plenty of soap and water for at least 15 minutes while removing contaminated clothing and shoes. Wash clothing before reuse.
   Eyes
Immediately flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. Get medical aid.

Transport.
UN number
2922
Response guide
Hazard class
8
Packing Group
I; II; III