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HomeProduct name listTerbacil

Terbacil

Synonym(s):3-tert-Butyl-5-chloro-6-methyluracil

  • CAS NO.:5902-51-2
  • Empirical Formula: C9H13ClN2O2
  • Molecular Weight: 216.66
  • MDL number: MFCD00055344
  • EINECS: 227-595-1
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2023-05-25 10:25:51
Terbacil Structural

What is Terbacil?

Chemical properties

Colorless crystals. Mp 175C. Soluble in dimethylacetamide and cyclohexanone; partially soluble in xylene and butyl acetate.

The Uses of Terbacil

Terbacil is also absorbed by plant roots and inhibits photosynthesis. It is used for the selective control of many annual and some perennial weeds in apples, citrus, peaches, and sugarcane. Application rates range from 0.5 to 8 kg/ha.

The Uses of Terbacil

Herbicide.

The Uses of Terbacil

Nonselective herbicide used to control herbaceous and woody plants on noncrop land.

Definition

ChEBI: Terbacil is an organohalogen compound and a member of pyrimidines.

General Description

Colorless crystals. Non corrosive. Used as an herbicide.

Air & Water Reactions

Water soluble.

Reactivity Profile

A uracil derivative.

Agricultural Uses

Herbicide: Terbacil is a selective herbicide that treats a broad spectrum of broadleaf weeds and grasses. It is formulated as a wettable powder and is applied by aircraft or ground equipment on terrestrial food and feed crops (e.g., apples, mint/peppermint/spearmint, sugarcane, and ornamentals), forestry [e.g., cottonwood (forest/shelterbelt)], terrestrialfood (e.g., asparagus, blackberry, boysenberry, dewberry, loganberry, peach, raspberry, youngberry and strawberry), and terrestrial feed (e.g., alfalfa, sainfoin (hay and fodder), and forage). Not approved for use in EU countries. Registered for use in the U.S.

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-oxa
Photolytic. 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.

Properties of Terbacil

Melting point: 175-177°
Density  1.3400
refractive index  1.5388 (estimate)
storage temp.  0-6°C
form  Solid
pka 8.79±0.40(Predicted)
color  Off-white
Water Solubility  0.71g/L(25 ºC)
Merck  13,9230
BRN  643054
NIST Chemistry Reference Terbacil(5902-51-2)
EPA Substance Registry System Terbacil (5902-51-2)

Safety information for Terbacil

Signal word Warning
Pictogram(s)
ghs
Exclamation Mark
Irritant
GHS07
GHS Hazard Statements H302:Acute toxicity,oral
Precautionary Statement Codes P264:Wash hands thoroughly after handling.
P264:Wash skin thouroughly after handling.
P270:Do not eat, drink or smoke when using this product.
P501:Dispose of contents/container to..…

Computed Descriptors for Terbacil

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