5902-51-2 Usage
Description
Terbacil is a selective herbicide that is used for the control of various annual and some perennial weeds in different agricultural crops. It is a colorless crystalline compound with a melting point of 175°C and is soluble in certain solvents like dimethylacetamide and cyclohexanone. Terbacil works by being absorbed through plant roots and inhibiting photosynthesis, leading to the death of the targeted weeds.
Uses
Used in Agricultural Industry:
Terbacil is used as a herbicide for the selective control of many annual and some perennial weeds in various crops such as apples, citrus, peaches, and sugarcane. It is applied at rates ranging from 0.5 to 8 kg/ha to effectively manage the growth of unwanted plants and improve crop yield.
Used in Terrestrial Food and Feed Crops:
Terbacil is used as a herbicide for terrestrial food and feed crops, including apples, mint/peppermint/spearmint, sugarcane, and ornamentals. It helps in controlling broadleaf weeds and grasses, ensuring a healthy growth of the desired crops.
Used in Forestry:
In forestry, Terbacil is used as a herbicide for the control of weeds in cottonwood (forest/shelterbelt) areas. This helps in maintaining the health and growth of the forest trees by reducing competition from unwanted plants.
Used in Terrestrial Food Crops:
Terbacil is also used in terrestrial food crops such as asparagus, blackberry, boysenberry, dewberry, loganberry, peach, raspberry, youngberry, and strawberry. It is applied to control weeds and promote the growth of these fruit-bearing plants.
Used in Terrestrial Feed Crops:
The herbicide is also utilized in terrestrial feed crops like alfalfa, sainfoin (hay and fodder), and forage. By controlling weeds, Terbacil ensures better growth and yield of these feed crops, which are essential for livestock nutrition.
Air & Water Reactions
Water soluble.
Reactivity Profile
A uracil derivative.
Trade name
COMPOUND? 732; DuPontTM? 732;
EXPERIMENTAL HERBICIDE 732; GEONTER?;
SINBAR?; TURBSVIL?; ZOBAR?[C]
Environmental Fate
Soil. In microbially active soils, tebuthiuron is degraded via demethylation. The average
half-life in soil 12–15 months in areas receiving 60 inches of rainfall a year (Humburg et
al., 1989).Groundwater. According to the U.S. EPA (1986) terbacil has a high potential to leach
to groundwater.Plant. The major degradation products of [2-14C]terbacil identified in alfalfa using a
mass spectrometer were (% of applied amount): 3-tert-butyl-5-chloro-6-hydroxymethyluracil
(11.9) and 6-chloro-2,3-dihydro-7-(hydroxymethyl)-3,3-dimethyl-5H-oxaPhotolytic. Acher et al. (1981) studied the dye-sensitized photolysis of terbacil in
aerated aqueous solutions over a wide pH range. After a 2-hour exposure to sunlight,
terbacil in aqueous solution (pH range 3.0–9.2) in the presence of methylene blue (3 ppm)
or riboflavin (10 ppm), decomposed to 3-tert-5-butyl-5-acetyl-5-hydroxyhydantoin.
Deacylation was observed under alkaline conditions (pH 8.0 or 9.2) affording 3-tert-5-
hydroxyhydantoin. In neutral or acidic conditions (pH 6.8 or 3.0) containing riboflavin, a
mono-N-dealkylated terbacil dimer and an unidentified water-soluble product formed.
Product formation, the relative amounts of products formed and the rate of photolysis
were found to be all dependent upon pH, sensitizer, temperature and time (Acher et al.,
1981).Chemical/Physical. Stable in water (Worthing and Hance, 1991).
Metabolic pathway
When rats are administered terbacil orally, the primary
biotransformation products of terbacil in the urine are
derived from hydroxylation of the 6-methyl group and
are identified as the aglycone, glucuronide, and
sulfate. The other conjugated metabolite is the
mercapturic acid conjugate of the 6-methyl substituent.
Minor metabolites are identified as sulfoxides and
sulfone at the 6-methyl substituent of terbacil.
Check Digit Verification of cas no
The CAS Registry Mumber 5902-51-2 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 5,9,0 and 2 respectively; the second part has 2 digits, 5 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 5902-51:
(6*5)+(5*9)+(4*0)+(3*2)+(2*5)+(1*1)=92
92 % 10 = 2
So 5902-51-2 is a valid CAS Registry Number.
InChI:InChI=1/C9H13ClN2O2/c1-5-6(10)7(13)12(8(14)11-5)9(2,3)4/h1-4H3,(H,11,14)
5902-51-2Relevant articles and documents
Preparation method of herbicide 3-tert-butyl-5-chloro-6-methyluracil
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Paragraph 0010; 0032-0033; 0039-0040, (2019/05/02)
The invention discloses a preparation method of herbicide 3-tert-butyl-5-chloro-6-methyluracil. The method comprises the steps that a compound acetoacetic ester is taken as a raw material to react with an ammonia source to generate 3-amino-2-butenoic acid ethyl ester, the 3-amino-2-butenoic acid ethyl ester is reacted with tert-butylisocyanate to generate an intermediate, and the 3-tert-butyl-5-chloro-6-methyluracil is obtained after chlorination is conducted on the intermediate. The method has the advantages that the obtaining of the raw material is easy, the technology is brief, the method is economical and environmentally friendly, and the method is suitable for industrial production.
HALOGENATION OF URACIL.
Savin,Popova,Semenova,Galeeva,Tyupkin
, p. 1090 - 1091 (2007/10/02)
The author studied the influence of alkali concentration and the chlorination temperature on the yield and quality of the end product. The best results were obtained by chlorination at 10-15 degree in 11% aqueous sodium hydroxide solution.
