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39300-45-3

39300-45-3 Structure

39300-45-3 Structure
IdentificationMore
[Name]

Dinocap
[CAS]

39300-45-3
[Synonyms]

2-(1-METHYLHEPTYL)-4,6-DINITROPHENYL CROTONATE
2-METHYLHEPTYL-4,6-DINITROPHENYL CROTONATE
2(OR 4)-ISO-OCTYL-4,6-(OR 2,6)-DINITROPHENYL 2-BUTENOATE
CR1639(R)
CROTOTHANE
CROTOTHANE(R)
DINOCAP
DPC
ISOCOTHANE(R)
KARATHAN
KARATHANE
KARATHANE(R)
MILDEX(R)
SIALITE
(6-(1-methyl-heptyl)-2,3-dinitro-phenyl)-crotonat
(6-(1-methyl-heptyl)-2,4-dinitro-fenyl)-crotonaat
(6-(1-metil-epitl)-2,4-dinitro-fenil)-crotonato
2-(1-methylheptyl)-4,6-dinitrofenylesterkyselinykrotonove
2-(1-methylheptyl)-4,6-dinitro-phenocrotonate(ester)
2,4-dinitro-6-(1-methylheptyl)-phenylcrotonat
[EINECS(EC#)]

254-408-0
[Molecular Formula]

C18H24N2O6
[MDL Number]

MFCD00054268
[Molecular Weight]

364.39
[MOL File]

39300-45-3.mol
Chemical PropertiesBack Directory
[Boiling point ]

138-140°C
[density ]

1.10
[refractive index ]

1.5700 (estimate)
[form ]

Liquid
[Water Solubility ]

practically insoluble
[Merck ]

13,3316
[CAS DataBase Reference]

39300-45-3(CAS DataBase Reference)
[EPA Substance Registry System]

39300-45-3(EPA Substance)
Safety DataBack Directory
[Hazard Codes ]

T;N,N,T
[Risk Statements ]

R61:May cause harm to the unborn child.
R20/22:Harmful by inhalation and if swallowed .
R38:Irritating to the skin.
R43:May cause sensitization by skin contact.
R48/22:Harmful: danger of serious damage to health by prolonged exposure if swallowed .
R50/53:Very Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment .
R22:Harmful if swallowed.
R20:Harmful by inhalation.
[Safety Statements ]

S53:Avoid exposure-obtain special instruction before use .
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 .
[RIDADR ]

UN 3082
[RTECS ]

GQ5775000
[HazardClass ]

6.1(a)
[PackingGroup ]

I
[HS Code ]

29161900
[Safety Profile]

Poison by ingestion and intravenous routes. An experimental teratogen. Other experimental reproductive effects. Mutation data reported. Questionable carcinogen with experimental neoplastigenic data. See NITRATES. When heated to decomposition it emits toxic fumes of NOx.
[Hazardous Substances Data]

39300-45-3(Hazardous Substances Data)
[Toxicity]

LD50 in male rats (mg/kg): 23 i.v.; 980 orally (Larson)
Hazard InformationBack Directory
[General Description]

Dark oily liquid. Nearly insoluble in water. Used as a fungicide and acaricide.
[Reactivity Profile]

A dinitrophenyl derivative.
[Air & Water Reactions]

Nearly insoluble in water. Hydrolysis of the ester group occurs with alkaline pHs.
[Description]

Dinocap is shown in both the 2,4-dinitro and 2,6-dinitro configurations with 1-methylheptyl and 1-ethylhexyl chains, respectively, but may also have a 1-propylpentyl configuration for the “octyl” chain. It is a dark brown liquid with a bp = 138 to 140 ?C, vp = 5.3×10?6 mPa, a Kow LogP = 4.54, and is almost insoluble (<0.1 mgL?1) in water (5).
[Uses]

Acaricide; fungicide.
[Definition]

ChEBI: 2,4-dinitro-6-(octan-2-yl)phenyl (E)-but-2-enoate is an enoate ester obtained by formal condensation of the carboxy group of 3-methylacrylic acid with the phenolic hydroxy group of 2,4-dinitro-6-(octan-2-yl)phenol. It is a C-nitro compound and an enoate ester.
[Agricultural Uses]

Fungicide, Acaricide: Dinocap is a foliar fungicide/miticide used to control powdery mildew. It is applied to limit mites in apples and grapes crops outside the U.S., mainly in Europe, the Middle East and northern Africa. It is also used to control powdery mildew on fruit, vegetables and ornamentals. DAS, the registrant of dinocap, intends to support tolerances for dinocap residues in/on apples and grapes to permit legal importation of these commodities into the U.S. Not approved for use in EU countries. Not currently registered in the U.S. There are 17 global suppliers.
[Trade name]

ACTUAL DINOCAP®; ARATHANE®; CAPRANE®; CR 1639®; CEKUCAP® 25 WP; CROTOTHANE®; DICAP®; DIKAR®; EZENOAN®; ISCOTHANE®; ISOCOTHANE®; KARATHANE®[C]; KARATHANE® WD[C]; KARATHENE®[C]; MILDANE®; MILDEX®
[Toxicity evaluation]

Dinocap shows moderate acute toxicity to mammals (acute oral LD50 in rats of 1,000 to 5,000 mg/kg) with moderate dermal irritation but substantial eye irritation in rabbits (Rohm & Haas MSDS C&P MSDS reference listing; MDL MSDS database listing). Dinocap is teratogenic to mice and hamsters at 10 to 100 mg/kg/day (48–51), although no evidence of teratogenic effects were seen in rabbits (Rohm & Haas MSDS C&P MSDS reference listing). Dinocap is classified as “toxic” to fish but is listed as “nontoxic” to bees (52).
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

2-Butenoic acid 2-isooctyl-4,6-dinitrophenyl ester(39300-45-3).msds
Well-known Reagent Company Product InformationBack Directory
[Sigma Aldrich]

39300-45-3(sigmaaldrich)
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