139-40-2 Usage
Chemical Properties
2,4-Bis(isopropylamino)-6-chloro-1,3,5-triazine is a colorless crystalline solid or powder.
Uses
Different sources of media describe the Uses of 139-40-2 differently. You can refer to the following data:
1. 2,4-Bis(isopropylamino)-6-chloro-1,3,5-triazine is used to control annual grasses and broad-leaved weeds in milo and sweet sorghum.
2. Herbicide.
Definition
Generic name for a
preemergence herbicide containing 80% 2-chloro-
4,6-bis(isopropylamino)-s-triazine.
Agricultural Uses
Herbicide: Atrazine, simazine, and propazine and their common chlorinated degradates have a common mechanism of toxicity. They have similar applications. Propazine is used for control of broadleaf weeds and annual grasses in sweet sorghum. It is applied as a spray at the time of planting or immediately following planting, but prior to weed or sorghum emergence. It is also used as a post-emergence selective herbicide on carrots, celery and fennel. Not approved for use in EU countries. Some formulations are U.S. EPA restricted Use Pesticides (RUPs).
Trade name
GEIGY? 30,028; GESAMIL?; MAXX90?; MILOCEP?; MILOGARD?[C]; MILO-PRO?; PLANTULIN?; PRIMATOL P?; PROPAZIN?; PROPINEX?; PROZINEX?
Safety Profile
Moderately toxic by
ingestion. Moderate eye irritation.
Questionable carcinogen with experimental
tumorigenic data. When heated to
decomposition it emits toxic fumes of NOx
and Cl-.
Potential Exposure
A potential danger to those involved
in the manufacture, formulation and application of this tri-
azine pre-emergence selective herbicide used to control
annual broadleaf weeds and grasses.
Carcinogenicity
Oral gavage of 46.4 mg/kg to
two strains of mice from 7 through 28 days of age, followed
by feeding of 102 ppm for up to 18 months, produced no
increase in tumors. Subcutaneous injection of a single
1000 mg/kg dose in mice of the same two strains that were
observed for 18 months produced no carcinogenic
response. Rats were given 0, 3, 100, or 1000 ppm of
propazine in the diet for 2 years. At 1000 ppm, there was a
significant decrease in body weight in both sexes and an
increase in mammary tumors in females.
Environmental Fate
Soil. Undergoes microbial degradation in soil forming hydroxypropazine (Harris,
1967). Dealkylation of both substituted amino groups is presumably followed by ring
opening and decomposition (Hartley and Kidd, 1987). Under laboratory conditions, the
half-lives of propazine in a Hatzenbühl soil (pH 4.8) and Neuhofen soil (pH 6.5) at 22°C
were 62 and 127 days, respectively (Burkhard and Guth, 1981).
Groundwater. According to the U.S. EPA (1986) propazine has a high potential to
leach to groundwater.
Photolytic. Irradiation of propazine in methanol afforded prometone (2-methoxy-4,6-
bis(isopropylamino-s-triazine). Photodegradation of propazine in methanol did not occur
when irradiated at wavelengths >300 nm (Pape and Zabik, 1970).
Chemical/Physical. In aqueous solutions, propazine is converted exclusively to hydroxypropazine (2-hydroxy-4,6-bisisopropylamino)-s-triazine by UV light (λ = 253.7 nm)
(Pape and Zabik, 1970). In acidic aqueous soil-free systems, propazine hydrolysis is pH
dependent and follows first-order kinetics. At 23.5°C, the estimated hydrolysis half-lives
at pH 2.0, 3.0, 4.0 and 5.0 are 9, 36, 141 and 550 days, respectively. The rate of hydrolysis
was also found to increase and decrease in the presence of organic matter and calcium
salts, respectively (Nearpass, 1972).
Shipping
UN2763 Triazine pesticides, solid, toxic, Hazard
Class: 6.1; Labels: 6.1-Poisonous materials.
Check Digit Verification of cas no
The CAS Registry Mumber 139-40-2 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 1,3 and 9 respectively; the second part has 2 digits, 4 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 139-40:
(5*1)+(4*3)+(3*9)+(2*4)+(1*0)=52
52 % 10 = 2
So 139-40-2 is a valid CAS Registry Number.
InChI:InChI=1/C9H16ClN5/c1-5(2)11-8-13-7(10)14-9(15-8)12-6(3)4/h5-6H,1-4H3,(H2,11,12,13,14,15)
139-40-2Relevant articles and documents
CYCLOOLEFIN SUBSTITUTED HETEROAROMATIC COMPOUNDS AND THEIR USE
-
Page/Page column 37, (2019/04/10)
Compounds of formula (I) or a pharmaceutically acceptable salt thereof, and/or solvates, racemic mixtures, enantiomers, diasteromers, and tautomers thereof, wherein A, R1, R2, R3, R3', R4, R4', R5, R6, R7, R8, m, and n are as defined in the detailed description. (I)
Continuous production method of multi-kettle serial triazine herbicide
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Paragraph 0120-0126, (2019/05/04)
The invention relates to a continuous production method of a multi-kettle serial triazine herbicide. A metered cyanuric chloride solution is pre-cooled and mixed with alkylamine R1 in a mixer to entera first-stage reaction kettle, continuous discharging is conducted, after a heat exchanger is passed, the cyanuric chloride solution is neutralized with alkali in the mixer and enters a first-stage neutralization kettle, after a reaction is completed, the cyanuric chloride solution passes through a continuous water separator and the heat exchanger and is mixed with alkylamine R2 in the mixer to enter a second-stage reaction kettle, the continuous discharging is conducted, after the cyanuric chloride solution passes through the heat exchanger, the cyanuric chloride solution is mixed with the alkali in the mixer to enter a second-stage neutralization kettle, after the neutralization, a aqueous phase is separated by a continuous layerer, a solvent is removed, and drying is conducted to obtain a triazine product. The production method has the advantages of high productivity, good production stability, high efficiency, high product quality and the like, is particularly suitable for technical transformation of existing production enterprises, has a low transformation cost, basically does not add novel reaction equipment, and is easily mastered by existing enterprises.
Evaluation and Optimisation of the Reagent Addition Sequence during the Synthesis of Atrazine (6-Chloro-N2-ethyl-N4-isopropyl-1,3, 5-triazine-2,4-diamine) Using Reaction Calorimetry
Barton, Benita,Gouws, Shawn,Schaefer, Melissa C.,Zeelie, Bernard
, p. 1071 - 1076 (2013/09/05)
The sequence of reagent addition and associated heats of reaction during the synthesis of the important herbicide atrazine (6-chloro-N 2-ethyl-N4-isopropyl-1,3,5-triazine-2,4-diamine) from cyanuric chloride, isopropylamine, and ethylamine have been investigated by means of calorimetric and analytical methods. Sodium hydroxide was used as proton scavenger in this procedure. The best addition sequence found was the concurrent addition of amine and NaOH, keeping the amine in slight excess at all times. Using this feed sequence, the reaction becomes feed-controlled, and provided that a proper level of mixing can be maintained in the reactor, a high degree of control over reaction selectivity is obtained.
