Basic information Physicochemical properties Toxicity Mechanism of action Applicable crops Prevention and control object Usage method Preparation method Analysis method Safety Related Supplier
Chlorpropham Chemical Properties
- Melting point:41°C
- Boiling point:247°C
- Density 1.18
- refractive index nD20 1.5388
- Flash point:247°C
- storage temp. APPROX 4°C
- form crystalline
- color light tan
- Water Solubility 0.009 g/100 ml very poor
- Decomposition 247 ºC
- Merck 14,2187
- BRN 2211397
- Exposure limitsAn experimental carcinogen and neoplastigen
- Stability:Stable. Incompatible with strong acids, strong bases, strong oxidizing agents.
- CAS DataBase Reference101-21-3(CAS DataBase Reference)
- NIST Chemistry ReferenceChlorpropham(101-21-3)
- EPA Substance Registry SystemChlorpropham (101-21-3)
Chlorpropham Usage And Synthesis
- Physicochemical propertiesA solid with low melting point of 41.4 ℃. The density is d30 1.180 and the refractive index is nD20 (after cooling) 1.5395.At 25 C, the solubility in the water is 89mg/L, and the degree of melting in the oil is medium (10% in the kerosene). It can be mixed with the lower alcohols, aromatics and most organic solvents. The purity of the industrial product is 98.5%, and the melting point is 38.5 ~ 40℃. Stable at lower than 100 C, but slowly hydrolyzed in acid and alkaline medium.
- ToxicityThe acute oral administration of LD50 is 5 ~ 7.5g/kg in rats, and the acute oral administration is 5g/kg in rabbits. The drug had no toxic effect on rabbit skin for 20 hours or 2g/ kg feed for rats and dogs for 2 years. The acute oral administration is LD50>2g/kg for wild ducks. The TLm (48 hours) of goldfish and carp (48 hours) is 10 ~ 40mg/L.
- Mechanism of actionMitotic inhibitor, in many perennial crops and some annual crops, it can be used alone or with other herbicides as pre-emergent selective weed removal. It is a plant growth regulator as well as a herbicide. It inhibits the activity of beta amylase, inhibits the synthesis of RNA and protein, interferes with oxidative phosphorylation and photosynthesis, and destroys cell division. Chloraniline is volatile. The steam can be absorbed by the bud in order to suppress weed bud growth. The residual effect in soil was longer than that of aniline, and the selectivity for some crops was smaller than that of aniline. In addition, it also regulates the growth of plants. It is used to inhibit the germination of potatoes during storage, flower and fruit thinning etc..
- Applicable cropsAlfalfa, wheat, corn, soybean, sunflower, potato, sugar beet, rice, carrots, spinach, onions, etc..
- Prevention and control objectAnnual grasses and certain broadleaf weeds including ryegrass, barnyard grass, bluegrass, purslane, chickweed and Tusizi etc. annual grasses and certain broadleaf weeds.
- Usage methodThe amount of effective components is 2.24 ~ 4.5kg per hectare per hectare below 16 C in pre seedling soil treatment. Double the amount above 24 centigrade and mix soil after application. The post seedling treatment is 1.2 ~ 3.5kg. For the post seedling treatment, the activity of herbicide is poor. But it can control amaranth and Polygonum, chickweed and purslane in the seedling. As a growth regulator, it is used to inhibit the germination of potatoes.
- Preparation methodIt can be made by reaction of inter - Chloroaniline and isopropyl chloroformate or isopropanol and ISO - chlorophenyl isocyanate
- Analysis methodDetermine the CO2 produced by acidolysis.
(1) The H2SO4 is hydrolyzed of 1:1 by the extraction of two hydrogen methane, and the alkali is obtained. The 3- hydrogen aniline is vaporized and the colorimetric determination is carried out by the hypochlorite - phenol method.
(2) Infrared spectroscopy.
- Chemical Propertiesbeige to brown solid
- UsesHerbicide; plant growth regulator.
- UsesPreemergent and postemergent herbicide used to regulate plant growth and control of weeds in carrot, onion, garlic and other crops
- DefinitionChEBI: A carbamate ester that is the isopropyl ester of 3-chlorophenylcarbamic acid.
- General DescriptionBrown chunky solid.
- Air & Water ReactionsInsoluble in water.
- Reactivity ProfileChlorpropham is a carbamate ester. Carbamates are chemically similar to, but more reactive than amides. Like amides they form polymers such as polyurethane resins. Carbamates are incompatible with strong acids and bases, and especially incompatible with strong reducing agents such as hydrides. Flammable gaseous hydrogen is produced by the combination of active metals or nitrides with carbamates. Strongly oxidizing acids, peroxides, and hydroperoxides are incompatible with carbamates.
- HazardToxic by ingestion.
- Fire HazardFlash point data for Chlorpropham are not available, however Chlorpropham is probably combustible.
- Agricultural UsesHerbicide, Plant growth regulator: Chlorpropham is a plant growth regulator that is used primarily in the U.S. to inhibit post-harvest potato sprouting. Other uses include pre-emergence control of grass weeds in alfalfa, beans, blueberries, cane berries, carrots, cranberries, ladino clover, garlic, seed grass, onions, spinach, sugar beets, tomatoes, safflower, soybeans, gladioli and woody nursery stock. It is used to control suckers in tobacco
- Trade nameATLAS® CIPC 40; BEET-KLEEN® (with Fenuron® and isopropyl carbanilate); BUDNIP®; CAMPBELL’S® CIPC 40%; CHLORO IPC®; ELBANIL®; FASCO® WY-HOE; FURLOE®; FURLOE® 4EC; JACK WILSON® CHLORO 51 (OIL); LIRO METOXON®; MIRVALE®; MORCRAN® (with n-1-naphthylphthalamic acid); MSS® CICP; NEXOVAL®; PREVENOL® 56; PREVENTOL®; PREVENTOL® 56; PREWEED®; RESIDUREN®; RESIDUREN® EXTRA; SPROUT NIP®; SPROUT-NIP® EC; SPUDNIC®; SPUD-NIE®; STOPGERME®-S; TATERPEX®; TRIPEC® (with carbamic acid, phenyl-, 1-methylethyl ester); TRIHERBICIDE® CIPC; UNICROP® CIPC; WAREFOG®; Y3®
- Environmental FateSoil. Hydrolyzes in soil forming 3-chloroaniline (Bartha, 1971; Hartley and Kidd,
1987; Smith, 1988; Rajagopal et al., 1989). In soil, Pseudomonas striata Chester, a
Flavobacterium sp., an Agrobacterium sp. and an Achromobacter sp. readily degraded
chlorpropham to 3-chloroaniline and 2-propanol. Subsequent degradation by enzymatic
hydrolysis yielded carbon dioxide, chloride ions and unidentified compounds (Kaufman,
1967; Rajagopal et al., 1989). Hydrolysis products that may form in soil and in microbial
cultures include N-phenyl-3-chlorocarbamic acid, 3-chloroaniline, 2-amino-4-chlorophenol, monoisopropyl carbonate, 2-propanol, carbon dioxide and condensation products
(Rajagopal et al., 1989). The reported half-lives in soil at 15 and 29°C are 65 and 30 days,
respectively (Hartley and Kidd, 1987)
Plant. Chlorpropham is rapidly metabolized in plants (Ashton and Monaco, 1991). Metabolites identified in soybean plants include isopropyl-N-4-hydroxy-3-chlorophenylcarbamate, 1-hydroxy-2-propyl-3′-chlorocarbanilate and isopropyl-N-5-chloro-2-hy
Photolytic. The photodegradation rate of chlorpropham in aqueous solution was enhanced in the presence of a surfactant (TMN-10) (Tanaka et al., 1981). In a later study, Tanaka et al. (1985) studied the photolysis of chlorpropham (50 mg/L) in aque
Chemical/Physical. Emits toxic phosgene fumes when heated to decomposition (Sax and Lewis, 1987). In a 0.50 N sodium hydroxide solution at 20°C, chlorpropham was hydrolyzed to aniline derivatives. The half-life of this reaction was 3.5 days (El-Dib and Aly, 1976). Simple hydrolysis leads to the formation of 3-chlorophenylcarbamic acid and 2-propanol. The acid is very unstable and is spontaneously converted to 3-chloroaniline and carbon dioxide (Still and Herrett, 1976)
Chlorpropham Preparation Products And Raw materials
- VINCLOZOLIN 1,3-Butanediol, 1-(p-fluorophenyl)-2-methyl-4,4,4-trifluoro-3-(trifluo romethyl)-, 3,4-dichlorocarbanilate Dichlozolinate 2-(((3,5-dichlorophenyl)carbamoyl)oxy)-2-methyl-3-butenoic acid Dichlozoline 1-(7-METHOXY-1-BENZOFURAN-2-YL)ETHYL N-(3-CHLOROPHENYL)CARBAMATE 2,4-Oxazolidinedione, 3-(3,5-dichlorophenyl)-5-methyl-5-oxiranyl- 1,3-DICHLORO-2-PROPYL-N-(M-CHLOROPHENYL)CARBAMATE 2,4-Dichloroaniline Allyl chloroformate 2,5-Dichloroaniline ISOPROPYL LAURATE Isopropyl chloroformate Formic acid isopropyl ester 2-Chloroaniline 3,4-Dichloroaniline DIALLYL ISOPHTHALATE Chlorpropham
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