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Cypromid

HCID 17693
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Basic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
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Basic information

CAS
2759-71-9
Standard SMILES
O=C(Nc1ccc(Cl)c(Cl)c1)C1CC1
InChIKey
PLQDLOBGKJCDSZ-UHFFFAOYSA-N
Molecular formula
C10H9Cl2NO
Average molar mass
230.09 g/mol
Monoisotopic mass
229.0061193

Overview

Cypromid is an anilide.

Names & identifiers

Preferred name
Cypromid
IUPAC
N-(3,4-dichlorophenyl)cyclopropanecarboxamide
English name
3',4'-DICHLOROCYCLOPROPANECARBOXANILIDE
Molecular formula
C10H9Cl2NO
Molecular weight
230.09

Names & synonyms

CYPROMIDN-(3,4-Dichlorophenyl)cyclopropanecarboxamideCypromid [ANSI]Caswell No. 272DTXSID3041827HSDB 1556EPA Pesticide Chemical Code 026101BRN 2368673UNII-1243H370PQCypromid [ANSI:ISO]CYPROMID [HSDB]CYPROMID [ISO]
Show more names
S-6000ClobberCipromidCypronidCypromides-6000[qr]cipromid[qr]trans-4-(2-Chlorocyclopropyl)anisolTRANS-4-(2-CHLOROCYCLOPROPYL) ANISOLE
1243H370PQDTXCID1021827Cypromid (ANSI)Cypromid (ANSI:ISO)N-(3,4-Dichlorophenyl)cyclopropanecarboxyamideRefChem:1301603',4'DichlorocyclopropanecarboxanilideUSEPA/OPP Pesticide Code: 026101

Database identifiers

CAS
2759-71-9
PubChem CID
17693
DTXSID
DTXSID3041827
ChEMBL
CHEMBL1711119

Properties

Computed structural properties

XLogP
3.8
Topological polar surface area
29.1 Ų
Hydrogen bond donors
1
Hydrogen bond acceptors
1
Rotatable bonds
2
Heavy atoms
14
Formal charge
0
Complexity
230

Experimental & physicochemical properties

SpringerMaterials PropertiesFusion temperature
PesticidesPesticides -> Herbicides, Anilide
LogP · 2 items

log Kow = 3.83

3.83

Solubility · 2 items

3 g/100mL in benzene

In water, > 0.01 g/100mL

DecompositionWhen heated to decomposition it emits very toxic fumes of /hydrogen chloride and nitrogen oxides/.
Vapor Pressure · 2 items

0.00000369 [mmHg]

3.7X10-6 mm Hg at 25 °C /Estimated/

Henry's Law ConstantHenry's Law constant: 2.6X10-3 atm cu m/mole at 25 °C /Estimated/
Other Experimental PropertiesHydroxyl radical reaction rate constant: 2.8X10-12 cu cm/mole-sec at 25 °C /Estimated/

Physicochemical properties

Safety & regulation

Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.

Hazard information

Hazards SummaryA mild irritant; [HSDB]
Skin, Eye, and Respiratory IrritationsMildly irritating.

Safety & protection

Disposal Methods · 1 item

SRP: The most favorable course of action is to use an alternative chemical product with less inherent propensity for occupational exposure or environmental contamination. Recycle any unused portion of the material for its approved use or return it to the manufacturer or supplier. Ultimate disposal of the chemical must consider: the material's impact on air quality; potential migration in soil or water; effects on animal, aquatic, and plant life; and conformance with environmental and public health regulations.

Preventive Measures · 1 item

SRP: The scientific literature for the use of contact lenses in industry is conflicting. The benefit or detrimental effects of wearing contact lenses depend not only upon the substance, but also on factors including the form of the substance, characteristics and duration of the exposure, the uses of other eye protection equipment, and the hygiene of the lenses. However, there may be individual substances whose irritating or corrosive properties are such that the wearing of contact lenses would be harmful to the eye. In those specific cases, contact lenses should not be worn. In any event, the usual eye protection equipment should be worn even when contact lenses are in place.

Toxicology

Ecotoxicity ValuesLD50 Cloeon dipterum (Mayfly) >40 ppm/3 hr, 6 hr; 30 ppm/24 hr; 20 ppm/48 hr /formualted product/
Environmental Fate · 3 items

Chemistry & industry

Uses & manufacturing

Uses · 5 items

Used as post-emergence herbicide for corn and onions; Discontinued by Gulf Oil Chemicals Co.; [HSDB]

No longer registered as a pesticide for use in the US; [HSDB]

Farming (Pesticides) [Category: Industry]

For cypromid (USEPA/OPP Pesticide Code: 026101) there are 0 labels match. /SRP: Not registered for current use in the U.S., but approved pesticide uses may change periodically and so federal, state and local authorities must be consulted for currently approved uses./

Herbicide /SRP 2005: Former use/

U.S. ProductionProduction discontinued by Gulf Oil Chemicals Co.
General Manufacturing Information · 2 items

Production discontinued by Gulf Oil Chemicals Co.

Formerly in experimental use for post-emergence control of seeding weeds & Grass in corn & onions.

Applications · 2 items

DescriptionCypromid is an obsolete herbicide. It is moderately soluble in water but other data relevant to its environmental fate is unavailable. No data is available regarding its ecotoxicology. Cypromid has a low oral mammalian toxicity and is an irritant.

UsesCypromid is a herbicide.

Upstream & downstream products

Upstream raw materials

Cyclopropanecarbonyl Chloride3,4-Dichloroaniline

Suppliers3 total

上海杰股生物科技有限公司

Related reactions

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Compound notes

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On this pageBasic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
ChEBI
CHEBI:82176
UNII
1243H370PQ
Nikkaji
J7.908A
Melting point
127 · 127-129 °C
Boiling point
402.7 · 402.7±35.0 °C(Predicted)
Density
1.2791 · 1.2791 (rough estimate)
refractive index
1.55 · 1.5500 (estimate)
pka
13.33 · 13.33±0.70(Predicted)
Henry's Law Constant
3.8 · 3.8×103 mol/(m3Pa) at 25℃, HSDB (2015)
FDA UNII
1243 H370PQ · 1243H370PQ
EPA Substance Registry System
Cypromid (2759-71-9)
Hazardous Substances Data
2759 · 2759-71-9(Hazardous Substances Data)

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 2,900(SRC), determined from a log Kow of 3.83(2) and a regression-derived equation(3), indicates that cypromid is expected to have slight mobility in soil(SRC). Volatilization of cypromid from moist soil surfaces is not expected to be an important fate process(SRC) given an estimated Henry's Law constant of 2.6X10-9 atm-cu m/mole(SRC), using a fragment constant estimation method(4). Cypromid is not expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 3.7X10-6 mm Hg(SRC), determined from a fragment constant method(5). Biodegradation data were not available(SRC, 2005).

AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 2,900(SRC), determined from a log Kow of 3.83(2) and a regression-derived equation(3), indicates that cypromid is not expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is not expected(3) based upon an estimated Henry's Law constant of 2.6X10-9 atm-cu m/mole(SRC), developed using a fragment constant estimation method(4). According to a classification scheme(5), an estimated BCF of 480(SRC), from its log Kow(2) and a regression-derived equation(6), suggests the potential for bioconcentration in aquatic organisms is high(SRC). Hydrolysis is not expected to be an important environmental fate process since cypromid lacks functional groups that hydrolyze under environmental conditions. Biodegradation data were not available(SRC, 2005).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), cypromid, which has an estimated vapor pressure of 3.7X10-6 mm Hg at 25 °C(SRC), determined from a fragment constant method(2), will exist in both the vapor and particulate phases in the ambient atmosphere. Vapor-phase cypromid is degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicals(SRC); the half-life for this reaction in air is estimated to be 5.8(SRC), calculated from its rate constant of 2.8X10-12 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(3). Particulate-phase cypromid may be removed from the air by wet and dry deposition(SRC). Cypromid does not contain chromophores that absorb at wavelengths >290 nm and therefore would not be expected to be susceptible to direct photolysis by sunlight(SRC).

Ecotoxicity Excerpts/AQUATIC SPECIES/ Toxicity to Bufo Bufo japonicus was determined. The stage of development had little effect on toxicity.
Soil Adsorption/Mobility · 1 item

The Koc of cypromid is estimated as 2,900(SRC), using a log Kow of 3.83(1) and a regression-derived equation(2). According to a classification scheme(3), this estimated Koc value suggests that cypromid is expected to have slight mobility in soil.

Artificial Pollution SourcesCypromid's former production and use as a herbicide(1) resulted in its direct release to the environment(SRC).
Environmental Bioconcentration · 1 item

An estimated BCF of 480 was calculated for cypromid(SRC), using a log Kow of 3.83(1) and a regression-derived equation(2). According to a classification scheme(3), this BCF suggests the potential for bioconcentration in aquatic organisms is high(SRC).

Volatilization from Water/Soil · 1 item

The Henry's Law constant for cypromid is estimated as 2.6X10-9 atm-cu m/mole(SRC) using a fragment constant estimation method(1). This Henry's Law constant indicates that cypromid is expected to be essentially nonvolatile from water surfaces(2). Cypromid's Henry's Law constant indicates that volatilization from moist soil surfaces will not occur(SRC). Cypromid is not expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 3.7X10-6 mm Hg(SRC), determined from a fragment constant method(3).

Non-Human Toxicity Excerpts/GENOTOXICITY/ None of herbicides studied appeared to induce point mutations in 1 or more of 4 different microbial systems. Mutagenic rates of herbicide-treated organisms did not significantly differ from spontaneous mutations.
Environmental Abiotic Degradation · 1 item

The rate constant for the vapor-phase reaction of cypromid with photochemically-produced hydroxyl radicals has been estimated as 2.8 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(1). This corresponds to an atmospheric half-life of about 5.8 days at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1). Hydrolysis is not expected to be an important environmental fate process since cypromid lacks functional groups that hydrolyze under environmental conditions. Cypromid does not absorb light at wavelengths >290 nm and would not be expected to be susceptible to direct photolysis by sunlight(SRC).

Probable Routes of Human Exposure · 1 item

Occupational exposure and general population exposure should be low or non-existent since cypromid is no longer produced or used. In the past, cypromid was applied directly to the plants as an herbicide and exposure to this compound was primarily by inhalation and dermal contact. (SRC)

Environmental Fate/Exposure Summary · 1 item

Cypromid's former production and use as a herbicide resulted in its direct release to the environment. If released to air, an estimated vapor pressure of 3.7X10-6 mm Hg at 25 °C indicates cypromid will exist in both the vapor and particulate phases in the ambient atmosphere. Vapor-phase cypromid will be degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicals; the half-life for this reaction in air is estimated to be 5.8 days. Particulate-phase cypromid will be removed from the atmosphere by wet and dry deposition. Cypromid does not absorb light at wavelengths >290 nm and would not be expected to be susceptible to direct photolysis by sunlight. If released to soil, cypromid is expected to have slight mobility based upon an estimated Koc of 2,900. Volatilization from moist soil surfaces is not expected to be an important fate process based upon an estimated Henry's Law constant of 2.6X10-9 atm-cu m/mole. Cypromid is not expected to volatilize from dry soil surfaces based upon its vapor pressure. If released into water, cypromid is expected to adsorb to suspended solids and sediment based upon the estimated Koc. Volatilization from water surfaces is not expected to be an important fate process based upon this compound's estimated Henry's Law constant. An estimated BCF of 480 suggests the potential for bioconcentration in aquatic organisms is high. Hydrolysis is not expected to be an important environmental fate process since cypromid lacks functional groups that hydrolyze under environmental conditions. Occupational exposure and general population exposure should be low or non-existent since cypromid is no longer produced or used. In the past, cypromid was applied directly to the plants as an herbicide and exposure to this compound was primarily by inhalation and dermal contact. (SRC)

Antidote and Emergency Treatment · 2 items

Basic treatment: Establish a patent airway. Suction if necessary. Watch for signs of respiratory insufficiency and assist ventilations if needed. Administer oxygen by nonrebreather mask at 10 to 15 L/min. Monitor for pulmonary edema and treat if necessary ... . Monitor for shock and treat if necessary ... . Anticipate seizures and treat if necessary ... . For eye contamination, flush eyes immediately with water. Irrigate each eye continuously with normal saline during transport ... . Do not use emetics. For ingestion, rinse mouth and administer 5 ml/kg up to 200 ml of water for dilution if the patient can swallow, has a strong gag reflex, and does not drool ... . Cover skin burns with dry sterile dressings after decontamination ... . /Poison A and B/

Advanced treatment: Consider orotracheal or nasotracheal intubation for airway control in the patient who is unconscious, has severe pulmonary edema, or is in respiratory arrest. Positive pressure ventilation techniques with a bag valve mask device may be beneficial. Monitor cardiac rhythm and treat arrhythmias as necessary ... . Start an IV with D5W /SRP: "To keep open", minimal flow rate/. Use lactated Ringer's if signs of hypovolemia are present. Watch for signs of fluid overload. Consider drug therapy for pulmonary edema ... . For hypotension with signs of hypovolemia, administer fluid cautiously. Watch for signs of fluid overload ... . Treat seizures with diazepam (Valium) ... . Use proparacaine hydrochloride to assist eye irrigation ... . /Poison A and B/

Safety data

Hazardous Substances Data
2759-71-9(Hazardous Substances Data)
021-51698675 · [email protected]
珠海奥博凯生物医药技术有限公司400-0628126 · [email protected]
菏泽书颖生物科技有限公司18553078733 · [email protected]

Additional notes

DefinitionChEBI: Cypromid is an anilide.