Dinocap
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Dinocap
structure -
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CAS No:
39300-45-3
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Formula:
C18H24N2O6
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Chemical Name:
Dinocap
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Synonyms:
2-Butenoic acid,2(or 4)-isooctyl-4,6(or 2,6)-dinitrophenyl ester;Karathane;Dinocap;Crotothane;Mildex;Carathane;DPC;DPC (pesticide);Karathane 25;Caprane;Karathane FN 57;Karathane LC;Dicap;12684-10-5;57131-13-2;57526-97-3;1135443-31-0
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CAS No:
Description
Dinocap is a dark oily liquid. Nearly insoluble in water. Used as a fungicide and acaricide.|DARK BROWN LIQUID.
Dinocap is a dark oily liquid. Nearly insoluble in water. Used as a fungicide and acaricide.|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.
Dinocap Basic Attributes
364.39
364.16300
254-408-0
0881
3082|2902
DTXSID7021732|DTXSID3040352|DTXSID90274056
Dark brown liquid
29161900
Characteristics
117.94000
5.78980
Dark oily liquid.
1.10 g/cm3 @ Temp: 20 °C
138-140 °C @ Press: 0.05 Torr
173.9ºC
1.54
Practically insoluble in water
Keep in a cool, dry, dark location in a tightly sealed container or cylinder. Keep away from incompatible materials, ignition sources and untrained individuals. Secure and label area. Protect containers/cylinders from physical damage.
Vapor pressure = 5.3 nPa (4.0X10-8 mm Hg) @ 20 °C; 75 nPa (5.6X10-10 mm Hg) @ 25 °C|4.0X10-8 mm Hg @ 20-25 °C|Vapor pressure at 20 °C: negligible
Oral-Rat LD50: 1102 mg/kg; Oral-Mouse LD50: 49.5 mg/kg
Combustion produces toxic nitrogen oxide gas
pKa = 12.7
Incompatible with oil, oil based sprays, and lime-sulfur mixtures.|Very low vapor pressure.|Rapidly decomposed by light. Decomposes >32 °C. Stable in acidic media. Hydrolysis of ester group occurs in alkaline media.
Nearly insoluble in water. Hydrolysis of the ester group occurs with alkaline pHs.
Esters, Sulfate Esters, Phosphate Esters, Thiophosphate Esters, and Borate Esters
A dinitrophenyl derivative.
2-(1-Methylheptyl)-4,6-dinitrophenyl crotonate (Meptyldinocap)|D*: Other compounds that may form peroxides|Bretherick's|A pressure explosion occured while a tanker of material was being unloaded. See Bretherick's.|Anon., CISHC Chem. Safety Summ., 1978, 49, 2
Safety Information
I
6.1(a)
UN 3082
61-20/22-38-43-48/22-50/53-22-20
53-45-60-61
GQ5775000
T;N,N,T
The warehouse is ventilated, low temperature and dry; stored and transported separately from food materials
P201-P261-P273-P280-P308 + P313-P501
H302 + H332-H315-H317-H360D-H373-H410
SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices.|This fungicide and miticide is chemically similar to the other dinitrophenol derivatives (binapacryl, dinitrocresol, dinoseb, dinobuton, and dinitrocyclohexylphenol). Hydrolysis produces the corresponding dinitrophenol derivative which is more toxic than the original product. Recommendable method: Incineration. Not recommendable: Hydrolysis. Peer-review: Incinerate at high temp with adequate scrubbing equipment for removal of NO(x). (Peer-review conclusions of an IRPTC expert consultation (May 1985))
Compatible with most other fungicides & insecticides but do not use with oil-base sprays or with lime sulfur.
USEPA; Ambient Water Quality Criteria Doc: Nitrophenols (1980) EPA 440/5-80-063
Excerpt from ERG Guide 171 [Substances (Low to Moderate Hazard)]: Some may burn but none ignite readily. Containers may explode when heated. Some may be transported hot. For UN3508, be aware of possible short circuiting as this product is transported in a charged state. (ERG, 2016)|Combustible. Gives off irritating or toxic fumes (or gases) in a fire.
|Danger|H302: Harmful if swallowed [Warning Acute toxicity, oral]|P201, P202, P260, P261, P264, P270, P271, P272, P273, P280, P281, P301+P312, P302+P352, P304+P312, P304+P340, P308+P313, P312, P314, P321, P330, P332+P313, P333+P313, P362, P363, P391, P405, and P501|H302 (98.81%): Harmful if swallowed [Warning Acute toxicity, oral]|Aggregated GHS information provided by 252 companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.|H226 (59.14%): Flammable liquid and vapor [Warning Flammable liquids]|P201, P202, P210, P233, P240, P241, P242, P243, P260, P261, P264, P270, P271, P272, P273, P280, P281, P301+P312, P302+P352, P303+P361+P353, P304+P312, P304+P340, P308+P313, P312, P314, P321, P330, P332+P313, P333+P313, P362, P363, P370+P378, P391, P403+P235, P405, and P501|Aggregated GHS information provided by 93 companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.|P201, P202, P260, P261, P264, P270, P271, P272, P280, P281, P284, P301+P312, P302+P352, P304+P340, P308+P313, P310, P314, P320, P321, P330, P332+P313, P333+P313, P362, P363, P403+P233, P405, and P501|H227: Combustible liquid [Warning Flammable liquids]|P201, P202, P210, P260, P261, P264, P270, P271, P272, P280, P281, P284, P301+P312, P302+P352, P304+P340, P308+P313, P310, P314, P320, P321, P330, P332+P313, P333+P313, P362, P363, P370+P378, P403+P233, P403+P235, P405, and P501
Excerpt from ERG Guide 171 [Substances (Low to Moderate Hazard)]: SMALL FIRE: Dry chemical, CO2, water spray or regular foam. LARGE FIRE: Water spray, fog or regular foam. Do not scatter spilled material with high-pressure water streams. Move containers from fire area if you can do it without risk. Dike fire-control water for later disposal. FIRE INVOLVING TANKS: Cool containers with flooding quantities of water until well after fire is out. Withdraw immediately in case of rising sound from venting safety devices or discoloration of tank. ALWAYS stay away from tanks engulfed in fire. (ERG, 2016)|Use water spray, powder, foam, carbon dioxide. In case of fire: keep drums, etc., cool by spraying with water.
Excerpt from ERG Guide 171 [Substances (Low to Moderate Hazard)]: As an immediate precautionary measure, isolate spill or leak area in all directions for at least 50 meters (150 feet) for liquids and at least 25 meters (75 feet) for solids. SPILL: Increase, in the downwind direction, as necessary, the isolation distance shown above. FIRE: If tank, rail car or tank truck is involved in a fire, ISOLATE for 800 meters (1/2 mile) in all directions; also, consider initial evacuation for 800 meters (1/2 mile) in all directions. (ERG, 2016)
Excerpt from ERG Guide 171 [Substances (Low to Moderate Hazard)]: Do not touch or walk through spilled material. Stop leak if you can do it without risk. Prevent dust cloud. Avoid inhalation of asbestos dust. SMALL DRY SPILL: With clean shovel, place material into clean, dry container and cover loosely; move containers from spill area. SMALL SPILL: Pick up with sand or other non-combustible absorbent material and place into containers for later disposal. LARGE SPILL: Dike far ahead of liquid spill for later disposal. Cover powder spill with plastic sheet or tarp to minimize spreading. Prevent entry into waterways, sewers, basements or confined areas. (ERG, 2016)
Excerpt from ERG Guide 171 [Substances (Low to Moderate Hazard)]: Wear positive pressure self-contained breathing apparatus (SCBA). Structural firefighters' protective clothing will only provide limited protection. (ERG, 2016)
Irritating to skin. /Octyl isomers of 2,4-dintro-6-octylphenyl & 2,6-dinitro-4-octylphenyl crotonate/
Personal protection: filter respirator for organic gases and particulates adapted to the airborne concentration of the substance. Collect leaking and spilled liquid in sealable containers as far as possible. Absorb remaining liquid in sand or inert absorbent. Then store and dispose of according to local regulations. Do NOT let this chemical enter the environment.
Provision to contain effluent from fire extinguishing. Separated from food and feedstuffs. See Chemical Dangers. Cool. Well closed.
No indication can be given about the rate at which a harmful concentration of this substance in the air is reached on evaporation at 20 °C.
The substance is irritating to the skin.
Repeated or prolonged contact may cause skin sensitization. Animal tests show that this substance possibly causes malformations in human babies.
NO open flames.
STRICT HYGIENE! AVOID ALL CONTACT! AVOID EXPOSURE OF ADOLESCENTS AND CHILDREN!
Use ventilation, local exhaust or breathing protection.
Protective gloves. Protective clothing.
Wear safety goggles.
The following concentrations of dinocap, in ug/100 sq cm, were found in the following locations in a spray study of a tractor cab: cab window (outside) 6.5-9.4, hand rail (outside) 14.7, door handle (outside) 7.2, cab window (inside) 3.5 - 6.1, steering wheel 12.5, instrument panel 6.6, ignition switch 4.5, and arm rest(1).
Toxicity
highly toxic
LD50 RAT INTRAVENOUS 23 MG/KG|LD50 RAT ORAL 980 MG/KG /TECHNICAL/|LD50 Rat male oral 950 mg/kg.|LD50 Rat female oral 1190 mg/kg.|For more Non-Human Toxicity Values (Complete) data for DINOCAP (9 total), please visit the HSDB record page.
Dinocap will be released to the environment in its use to control powdery mildew disease and certain species of mites on fruits, grapevines, vegetables and ornamentals for which purpose it is applied as a foliar spray(1-4). It may also be released during its manufacture, transport, storage, and formulation. Although 13,904 pounds of dinocap is used annually according to a 1992 report, production has been discontinued and stocks are being depleted(5). Dinocap is a mixture of dinitro(octyl)phenyl crotonate isomers, but chiefly 2-(1-methylheptyl)-4,6- dinitrophenyl crotonate, as well as sterioisomers(1).
TERRESTRIAL FATE: If released in soil, dinocap would tightly bind to soil. The fraction of soil-bound dinocap appears to increase with time. Under normal conditions for use, dinocap's persistence in soil is 2-4 wks(1). Metabolites do not accumulate in the soil. In one lab study using fresh farm soil at 25 °C, 32% of dinocap was mineralized in 98 days(2).|AQUATIC FATE: If released in water, dinocap wound bind tightly to sediment and particulate matter in the water column. In alkaline water, it may undergo chemical hydrolysis. Its estimated half-lives are 129 and 12.9 days at pH 8 and 9, respectively(1,SRC). Dinocap biodegrades in soil and therefore biodegradation in water may occur. Dinocap is estimated to be nonvolatilie from water(SRC).|ATMOSPHERIC FATE: Dinocap, whose vapor pressure is 4.0X10-8 mm Hg at 20 °C(3), should exist in the atmosphere primarily as an aerosol(2) and be removed by gravitational settling. Vapor-phase dinocap reacts with photochemically-produced hydroxyl radicals and ozone in the atmosphere, with half-lives of 9.3-10.3 hrs and 1.0-2.0 days, respectively(1,SRC).
The ester linkage of dinocap is susceptable to base-catalyzed hydrolysis. The estimated half-lives resulting from chemical hydrolysis are 3.5 yr, 129 days, and 12.9 days at pH 7, 8, and 9, respectively(4). Dinocap has a vapor pressure of 4.0X10-8 mm Hg at 20 °C(3) and therefore in the atmosphere, it should exist primarily as an aerosol(2) and be removed by gravitational settling. Vapor-phase dinocap reacts with photochemically-produced hydroxyl radicals in the atmosphere with a rate constant of 37.5X10-12 and 41.3X10-12 cu cm/molecule-s, for the cis and trans isomers, respectively(1). Assuming a hydroxyl radical concn of 5X10+5 radicals/cu cm, the half-life of dinocap in the atmosphere as a result of this reaction would be 9.3-10.3 hrs(SRC). Dinocap has an olefinic bond in its crotanate moiety and will therefore react with atmospheric ozone with estimated rate constants of 0.569X10-17 and 1.14X10-17 cu cm/molec-sec for the cis and trans isomers, respectively(1). Assumming an ozone concn of 7X10+11 molec/cu cm, the respective half-lives are 2.0 and 1.0 days(SRC).
Using a Kow of 34,4000(1), one would estimate a BCF of 1,700 for dinocap using a recommended regression equation(2,SRC). This would indicate that dinocap would bioconcentrate in aquatic organisms(SRC).
The Koc for dinocap estimated from molecular structure is 44,000(1). According to a suggested classification scheme(2), this estimated Koc suggests that dinocep would be immobile in soil(SRC). The overall mean relative retention time, Rf, in Hagerstown silty clay loam using soil thin layer chromatography (TLC) and bioassay methodology were 0.13 and 0.02(3). Desorption and solvent extraction studies of dinocap in soil showed that the fraction of dinocap-bound residues increased with time and were high in organically-amended soil(4).
The Henry's Law constant for dinocap calculated from its water solubility, 4 mg/L(1) and vapor pressure, 4X10-8 mm Hg at 20 °C(1), is 4.79X10-9 atm-cu-m/mol(SRC). Chemicals with such low values of the Henry's Law constant are nonvolatile from water(2).
GROUND WATER: No dinocap was found in the 103 farm wells surveyed in Ontario 1986, or the 76 wells surveyed in 1987(1). Only one farm of those tested reported using this pesticide in 1986 and 1987.
During FDA's regulatory monitoring of domestic and imported adult food eaten by infants and children between FY 1985 and 1991 (10,000 samples), dinocap was only found in 1 out of 2739 samples of plain milk, at trace levels(1). It was not detected in any of the 27 market baskets of infant foods and adult foods eaten by infants and children during this time period(1). Dinocap was found in FDAs Total Adult Diet Study in FY82-86(2). The number of the 3744 samples containing dinocep was not reported, indicating an incidence level of <2%.
No dinocap was found in the milk of cows given 14C-dinocap in their diet(1). During FDA's regulatory monitoring of domestic and imported adult food eaten by infants and children between FY 1985 and 1991, dinocap was found in 1 out of 2739 samples of plain milk, at trace levels (<0.01 ppm)(1).
Exposure to dinocap will be primarily occupational via inhalation and dermal contact. The general population may be exposed by ingestion of fruits and vegetables containing residues of the fungicide. (SRC)|A worker exposure study conducted in California estimated dermal and inhalation exposure to dinocap ranging from 0.49 mg/kg/day to 0.028 mg/kg/day, depending on the type of protective clothing worn(2). After spraying a vineyard with a tractor-drawn twin-boom tower sprayer, the surfaces of the trailer had 3.5-14.7 ug/100 sq cm of dinocap(1). The operator's hands were contaminated with 81.1 ug/100 sq cm of the fungicide. Skin contact with dinocap- contaminated surfaces during extended periods of time will undoubtedly enhance dermal absorption of the pesticide(1).
Drug Information
Blood levels of the dinitrophenols rise rapidly following absorption suggesting that the dinitrophenol isomers are transported by the blood, regardless of the mode of absorption. /Dinitrophenols/|Dinitro compounds are absorbed with ease via the lungs, the gut and the intact skin. Cutaneous absorption is greater when the substance is applied in oily, rather than in aqueous solution. /Dinitro compounds/
Other clinical effects include methemoglobinemia in ruminants, which is due to the conversion of dinitro compounds to diamino metabolites in the rumen and their absorption by the host ... . /Dinitro compounds/
/Dinitrophenols/ ... are uncouplers of oxidative phosphorylation & incr the oxidative metabolism & heat production in the body. /Dinitrophenols/|Dinitro compounds stimulate tissue respiration while at the same time impairing adenosine triphosphate (ATP) synthesis. This uncoupling of oxidative phosphorylation results in the conversion of energy into heat rather than its storage in the high-energy phosphate bond of ATP. This hyperthermia-inducing effect of dinitro compounds means that their toxicity, which is greater at high temperature, is markedly influenced by environmental factors. /Dinitro compounds/
TECHNICAL MATERIAL CONTAINS ... 10% OF OTHER NITROPHENOLS, CHIEFLY, 2,4-DINITRO-6-(1-METHYL-N-HEPTYL)PHENOL.
Excerpt from ERG Guide 171 [Substances (Low to Moderate Hazard)]: Inhalation of material may be harmful. Contact may cause burns to skin and eyes. Inhalation of Asbestos dust may have a damaging effect on the lungs. Fire may produce irritating, corrosive and/or toxic gases. Some liquids produce vapors that may cause dizziness or suffocation. Runoff from fire control may cause pollution. (ERG, 2016)|Teratogens
Excerpt from ERG Guide 171 [Substances (Low to Moderate Hazard)]: Ensure that medical personnel are aware of the material(s) involved and take precautions to protect themselves. Move victim to fresh air. Call 911 or emergency medical service. Give artificial respiration if victim is not breathing. Administer oxygen if breathing is difficult. Remove and isolate contaminated clothing and shoes. In case of contact with substance, immediately flush skin or eyes with running water for at least 20 minutes. (ERG, 2016)
Fresh air, rest. Artificial respiration may be needed. Refer for medical attention.
Remove contaminated clothes. Rinse and then wash skin with water and soap. Refer for medical attention .
First rinse with plenty of water for several minutes (remove contact lenses if easily possible), then refer for medical attention.
Treatment of poisoning ... is largely non-specific. Sedatives must be used with care ... In man, respiratory stress is greatly relieved by the administration of oxygen. /Dinitro compounds/|VET: The animal should be kept in as cool an environment as possible, sedatives (barbiturates) may be given to keep it quiet and water and/or glucose saline may be used .. to combat dehydration due to sweating. /Dinitro compounds/|1) WASH CONTAMINATED SKIN & HAIR PROMPTLY WITH SOAP & WATER, OR WITH WATER ALONE IF SOAP IS NOT AVAILABLE. 2) FLUSH CHEMICAL FROM EYES WITH COPIOUS AMT OF CLEAN WATER. 3) IN...SYSTEMIC POISONING: A) REDUCE ELEVATED BODY TEMP BY PHYSICAL MEANS. ADMIN SPONGE BATHS & COVER VICTIM WITH LOW-TEMP BLANKETS. /NITROPHENOLIC HERBICIDES/|3A) IN FULLY CONSCIOUS PT, ADMIN COLD, SUGAR-CONTAINING LIQ BY MOUTH AS TOLERATED. B) ADMIN OXYGEN CONTINUOUSLY BY MASK TO MINIMIZE TISSUE ANOXIA. C) UNLESS THERE ARE MANIFESTATIONS OF CEREBRAL EDEMA, ADMIN IV FLUIDS AT MAX TOLERATED RATES TO ENHANCE URINARY EXCRETION OF TOXICANT & TO SUPPORT PHYSIOLOGIC MECHANISMS FOR HEAT LOSS. IN THE PRESENCE OF CEREBRAL EDEMA, IV FLUIDS MUST BE ADMIN VERY CAUTIOUSLY TO AVOID INCR THE CEREBRAL INJURY. /NITROPHENOLIC HERBICIDES/|For more Antidote and Emergency Treatment (Complete) data for DINOCAP (11 total), please visit the HSDB record page.
Most nitrophenols and nitrocresols are well absorbed from the gastrointestinal tract, across the skin, and by the lung when fine droplets are inhaled. Fatal poisonings have occurred as a result of dermal contamination. Except in a few sensitive individuals, they are only moderately irritating to the skin and mucous membranes. /Nitrophenolic and nitrocresolic herbicides/|Nitrophenols and nitrocresols are toxic to the liver, kidney, and nervous system system. The basic mechanism of toxicity is stimulation of oxidative metabolism in cell mitrochondria, by interferece with the normal coupling of carbohydrate oxidation to phosphorylation (ADP to ATP). The nitrophenols are more active as uncouplers than chlorophenols. Increased oxidative metabolism leads to hyperthermia, tachycardia, and dehydration, and in time, depletes carbohydrate and fat stores. Most severe occupational poisonings from absorption of these compounds have occurred in workers laboring in hot environments. Hyperthermia and direct action on the brain cause cerebal edema, manifest clinically as a toxic psychosis and sometimes convulsions. Liver parenchyma and renal tubules show degenerative changes. Albuminuria, pyuria, hematuria, and azotemia are signs of renal injury. /Nitrophenolic and nitrocresolic herbicides/|Nitrophenols and nitrocresols undergo some biotransformation in humans, chiefly reduction (one nitro group to an amino group) and conjugation at the phenolic site. Although nitrophenols and metabolites appear consistently in the urine of poisoned individuals, hepatic excretion is probably the main route of disposition. Elimination is slow: residence half-life in humans is 5-14 days. Blood and tissue concentrations tend to increase progressively if an individual is substantially exposed on successive days. /Nitrophenolic and nitrocresolic herbicides/|Cataracts occur in laboratory animals given nitrophenols, and have occurred in humans, both as a result of ill-advised medicinal use and as a consequence of occupational exposure. Cataract formation is sometimes accompanied by glaucoma. /Nitrophenolic and nitrocresolic herbicides/|For more Human Toxicity Excerpts (Complete) data for DINOCAP (8 total), please visit the HSDB record page.
2-(1-methylheptyl)-4,6-dinitrophenyl-(2E)-2-butanoate
The substance can be absorbed into the body by inhalation of its aerosol and by ingestion.
Laboured breathing. See Ingestion.
Pain. Redness.
Dinocap Use and Manufacturing
By nitration of caprylphenol in methylene chloride, removal of solvent and reaction of residue with crotonyl chloride in pyridine. Benzene and dilute hydrochloric acid added and the organic layer concentrated ...
Acaricide; fungicide.
(1975) 2.27X10+8 GRAMS (CONSUMPTION)|(1977) PROBABLY GREATER THAN 2.27X10+6 GRAMS
AS A FUNGICIDE, 80% IS USED ON APPLES, AND 20% FOR OTHER DECIDUOUS FRUITS (1975)|Of the 13904 pounds of 2-(1-methylheptyl)-4,6-dinitrophenyl crotonate used in crop production, the usage according to crop is: apples, 7170 pounds; citrus, 349 pounds; grapes, 4229 pounds; pears, 2028 pounds; pumkins, 10 pounds; watermelon, 118 pounds.
TECHNICAL MATERIAL CONTAINS ABOUT 90% DINOCAP & 10% OF OTHER NITROPHENOLS, CHIEFLY, 2,4-DINITRO-6-(1-METHYL-N-HEPTYL)PHENOL.|The commercial material comprises 2.0-2.5 parts of /2,4-dinitro-6-octylphenols/ (i)-isomers to 1.0 of (ii) /2,6-dinitro-4-octylphenols/. Various workers have shown that compounds of type (i) are more effective as acaricides, and those of type (ii) as fungicides...|KARATHANE IS A MIXTURE OF DINITROOCTYLPHENYL CROTONATES, DINITROOCTYLPHENOLS, & MONONITROOCTYLPHENOLS.|Wettable powder (250, 500 or 830 g active ingredient/kg); wettable powder (50 g 2-(1-methylheptyl)-4,6-dinitrophenol crotonate + 135 g dicofol + 60 g tetradifon/kg /Tedane Combi/; 2-(1-methylheptyl)-4,6-dinitrophenyl crotonate + gamma-hexachlorohexane.|WETTABLE POWDER (KARATHANE WD & MILDEX) 25%; DUST 1%; KARATHANE LC- EMULSIFIABLE CONCENTRATE 50% AI.
Nomenclature and development: It was originally thought to be the chemical (IUPAC) 2-(1-methylheptyl)-4,6-dinitrophenyl crotonate ... but is actually a mixture of isomers ... (CA) 2-(1-methylheptyl)-4,6-dinitrophenyl (E)-2-butenoate ... registry number (131-72-6) (single compound) ... /39300-45-3/ (actual dinocap). ENT 24 727. Introduced by Rohm & Haas Co (USP 2 526 660; 2 810 767) as code no `CR-1693'; trade marks `Karathane', formerly `Arathane' (both to Rohm & Haas).|2-(1-Methylheptyl)-4,6-dinitrophenyl crotonate production has been discontinued. Growers are currently using up existing stocks.|IT IS MIXTURE OF 2,4-DINITRO-6-OCTYLPHENYL CROTONATES (II) & 2,6-DINITRO-4-OCTYLPHENYL CROTONATES (I), OCTYL HERE BEING MIXTURE OF 1-METHYLHEPTYL, 1-ETHYLHEXYL & 1-PROPYLPENTYL ISOMERS; IT NORMALLY CONTAINS 4-5 PARTS OF (II) & 2 PARTS OF (I). IT WAS INTRODUCED IN 1946 BY ROHM & HAAS CO UNDER CODE NUMBER 'CR-1639', TRADE MARK 'KARATHANE' (FORMERLY 'ARATHANE') & PROTECTED BY US PATENTS 2526660; 2810767. THE TRADE MARK 'CROTOTHANE' IS REGISTERED BY MAY & BAKER LTD.|COMPATIBLE WITH MOST OTHER FUNGICIDES & INSECTICIDES BUT DO NOT USE WITH OIL-BASE SPRAYS OR WITH LIME SULFUR.|For more General Manufacturing Information (Complete) data for DINOCAP (6 total), please visit the HSDB record page.
FOR THE FORMULATION ANALYSIS OF TECHNICAL KARATHANE, THE SOLN IS ANALYZED BY TEMP-PROGRAMMED GAS-LIQUID CHROMATOGRAPHY.|... EXTRACT WITH MIXED HEXANES & PURIFY BY COLUMN CHROMATOGRAPHY OR BY WASHING WITH SULFURIC ACID. EVAPORATE SOLVENT, DISSOLVE RESIDUE IN N,N-DIMETHYLFORMAMIDE, MEASURE COLOR AT 444 NM.|KARATHANE IS A MIXTURE OF DINITROOCTYLPHENYL CROTONATES, DINITROOCTYLPHENOLS & MONONITROOCTYLPHENOLS. GLC PROCEDURE IS DESCRIBED.|REVERSED-PHASE THIN-LAYER CHROMATOGRAPHY GAVE GOOD SEPARATION OF DINOCAP FROM ITS NITROPHENOL IMPURITIES.|For more Analytic Laboratory Methods (Complete) data for DINOCAP (6 total), please visit the HSDB record page.
Agrochemicals -> Fungicides|Health Hazards -> Teratogens|Fungicides|Environmental transformation -> Pesticides (parent, predecessor)|FUNGICIDES
Meptyldinocap has known environmental transformation products that include 2,4-DNOP.
Computed Properties
Molecular Weight:364.4
XLogP3:6
Hydrogen Bond Acceptor Count:6
Rotatable Bond Count:9
Exact Mass:364.16343649
Monoisotopic Mass:364.16343649
Topological Polar Surface Area:118
Heavy Atom Count:26
Complexity:511
Undefined Atom Stereocenter Count:1
Defined Bond Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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