| Identification | More | [Name]
FLUCYTHRINATE | [CAS]
70124-77-5 | [Synonyms]
ALPHA-CYANO-3-PHENOXYBENZYL 4-DIFLUOROMETHOXY-ALPHA-ISOPROPYLPHENYLACETATE
CYBOLT
CYTHRIN
FLUCYTHRINATE
FLUCYTRINAT
FLUENT
PAY-OFF
(+-)-cyano(3-phenoxyphenyl)methyl(+)-4-(difluoromethoxy)-alpha-(1-methylethy
(+-)-cyano-(3-phenoxyphenyl)methyl(+)-4-(difluoromethoxy)-alpha-(methylethyl)
(rs)-alpha-cyano-3-phenoxybenzyl(s)-2-(4-difluoromethoxyphenyl)-3-methylbutyr
(rs)-alpha-cyano-3-phenoxybenzyl(s)-2-(4-difluoromethoxyphenyl)-3-methylbutyra
(rs)-cyano-(3-phenoxyphenyl)methyl(s)-4-(difluoromethoxy)-alpha-(1-methylethy
(rs)-cyano-(3-phenoxyphenyl)methyl(s)-4-(difluoromethoxy)-alpha-(1-methylethyl
)-benzeneacetate
4-(difluoromethoxy)-alpha-(1-methylethyl)-benzeneaceticacicyano(3-phenoxy
4-(difluoromethoxy)-alpha-(1-methylethyl)benzeneaceticacid,cyano(3-phenoxyphe
4-(difluoromethoxy)-alpha-(1-methylethyl)benzeneaceticacidcyano(3-phenoxy-ph
ac222705
ac-222705
benzeneacetate | [EINECS(EC#)]
274-322-7 | [Molecular Formula]
C26H23F2NO4 | [MDL Number]
MFCD00137383 | [Molecular Weight]
451.46 | [MOL File]
70124-77-5.mol |
| Chemical Properties | Back Directory | [Melting point ]
<25℃ | [Boiling point ]
108℃ (0.35mmHg) | [density ]
1.189 g/cm3 (22℃) | [vapor pressure ]
1.2×10-6 Pa (25 °C) | [refractive index ]
1.541 (589.3 nm 25℃) | [Fp ]
-18 °C | [storage temp. ]
APPROX 4°C
| [form ]
neat | [Water Solubility ]
0.5 mg l-1 (22 °C) | [Specific Gravity]
1.189 (22℃) | [BRN ]
2195795 | [Major Application]
agriculture | [InChI]
1S/C26H23F2NO4/c1-17(2)24(18-11-13-21(14-12-18)32-26(27)28)25(30)33-23(16-29)19-7-6-10-22(15-19)31-20-8-4-3-5-9-20/h3-15,17,23-24,26H,1-2H3 | [InChIKey]
GBIHOLCMZGAKNG-UHFFFAOYSA-N | [SMILES]
CC(C)C(C(=O)OC(C#N)c1cccc(Oc2ccccc2)c1)c3ccc(OC(F)F)cc3 | [CAS DataBase Reference]
70124-77-5(CAS DataBase Reference) | [EPA Substance Registry System]
Flucythrinate (70124-77-5) |
| Safety Data | Back Directory | [Hazard Codes ]
T,N,Xn,F | [Risk Statements ]
R20/21:Harmful by inhalation and in contact with skin .
R25:Toxic if swallowed.
R50/53:Very Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment .
R67:Vapors may cause drowsiness and dizziness.
R65:Harmful: May cause lung damage if swallowed.
R38:Irritating to the skin.
R11:Highly Flammable. | [Safety Statements ]
S36/37:Wear suitable protective clothing and gloves .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
S60:This material and/or its container must be disposed of as hazardous waste .
S61:Avoid release to the environment. Refer to special instructions safety data sheet .
S62:If swallowed, do not induce vomiting: seek medical advice immediately and show this container or label . | [RIDADR ]
UN 2810 6.1/PG 3 | [WGK Germany ]
3 | [RTECS ]
CY1578620 | [HS Code ]
29269090 | [Storage Class]
3 - Flammable liquids | [Hazard Classifications]
Aquatic Acute 1
Aquatic Chronic 1
Asp. Tox. 1
Flam. Liq. 2
Skin Irrit. 2
STOT SE 3 | [Hazardous Substances Data]
70124-77-5(Hazardous Substances Data) | [Toxicity]
LC50 (96-hour) for rainbow trout 0.32 μg/L, bluegill sun?sh 0.71 μg/L, channel cat?sh 0.51 μg/L, sheepshead minnow 1.6 μg/L (Hartley and Kidd, 1987), estuarine mysid 0.008 μg/L, pink shrimp 0.22 μg/L and sheepshead minnow 1.1 μg/L (Schimmel et al., 1983); acute oral LD50 for male and female rats is 81 and 67 mg/kg, respectively (Hartley and Kidd, 1987). |
| Hazard Information | Back Directory | [Uses]
Flucythrinate controls a wide range of insects on cotton, fruit trees,
vines, citrus, bananas, pineapples, olives, coffee, cocoa, hops, vegetables,
soyabeans, cereals, alfalfa, sugar beet, sunflowers and tobacco. | [Uses]
Insecticide. | [Uses]
Nonsystemic insecticide. | [General Description]
Flucythrinate belongs to the class of synthetic pyrethroids, primarily used to control Heliothis spp. in cotton and other insect pests in agricultural crops. | [Agricultural Uses]
Insecticide, Acaricide: Not approved for use in EU countries. Not currently registered in the U.S. Flucythrinate is a synthetic pyrethroid used to control pests in apples, cabbage, head lettuce, pears, corn and cotton, but it was used primarily on cotton.
| [Trade name]
AASTAR®[C]; CYBOLT®; CYTHRIN®;
FUCHING JUJR®; GUARDIAN®[C]; PAYOFF®[C];
STOCK GUARD®; TOMAHAWK® | [Pharmacology]
Flucythrinate
is the (S)-2-(4-difluoromethoxyphenyl)-3-methylbutyrate
analog of fenvalerate, partially resolved. Its insecticide
action is approximately two times higher compared
with fenvalerate (138,142). | [Environmental Fate]
Surface Water. The half-life of ?ucythrinate in an estuarine environment is 34 days (Schimmel et al., 1983).
Chemical/Physical. Hydrolyzes in aqueous solutions forming acetic acid and other compounds.
| [Metabolic pathway]
Flucythrinate is an analogue of fenvalerate and would be expected to
have a similar fate. | [Degradation]
Flucythrinate is a stable compound but it is readily hydrolysed at alkaline
pH to afford 2-(4-difluoromethoxyphenyl)-3-methylbutyric acid (2),
3PBAl(3) and cyanide ion. Its DT50 values at 27 °C are 52 days (pH 5) and
6.3 days (pH 9). It undergoes aqueous and soil surface photolysis with
DT50 values of 1-4 days and <2 days, respectively. The products formed
under aqueous conditions were 2 and 3. Compound 3 was oxidised to
3PBA (4) and reduced to 3PBAlc (5). The α-carbamoyl (amide) derivative
(6) of 3PBAlc was also detected. On soil surfaces, products were similar
with the exceptions that 3PBA was not formed and the α-amide (7) and
a-carboxy derivative (8) were formed. These are usually considered to be
products of thermal degradation (Dureja and Chattopadhyay, 1995). |
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