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Benazolin

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Benazolin Basic information

Product Name:
Benazolin
Synonyms:
  • (4-chloro-2-oxobenzothiazol-3-yl)-aceticaci
  • 4-chloro-2-oxo-3(2h)-benzothiazoleaceticaci
  • 4-chloro-2-oxo-3-benzothiazolineaceticaci
  • 4-chloro-2-oxo-3-benzothiazolineaceticacid
  • 4-chloro-2-oxobenzothiazol-3-ylaceticacid
  • ben-30
  • benasalox
  • benazalox
CAS:
3813-05-6
MF:
C9H6ClNO3S
MW:
243.67
EINECS:
223-297-0
Mol File:
3813-05-6.mol
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Benazolin Chemical Properties

Melting point:
192-196°C
Boiling point:
468.4±55.0 °C(Predicted)
Density 
1.3274 (rough estimate)
refractive index 
1.6300 (estimate)
Flash point:
100 °C
storage temp. 
0-6°C
pka
3.50±0.10(Predicted)
color 
White, crystalline solid
Water Solubility 
0.6g/L(20 ºC)
CAS DataBase Reference
3813-05-6(CAS DataBase Reference)
EPA Substance Registry System
Benazolin (3813-05-6)
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Safety Information

Hazard Codes 
Xi;N,N,Xi
Risk Statements 
36/38-52/53
Safety Statements 
22-61
RIDADR 
UN 3077
RTECS 
AF9700000
HS Code 
29342000
Toxicity
LD50 orl-rat: 3000 mg/kg 85ARAE 2,26,77
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Benazolin Usage And Synthesis

Uses

Benazolin is a selective systemic herbicide developed in the 1960s that has growth-regulatory action in susceptible plants. Structurally, it is a benzothiazolacetic acid and is unrelated to the four major groups of synthetic auxins discussed thus far. Benazolin controls a range of annual broadleaf weeds in alfalfa (Medicago sativa), canola (Brassica spp.), cereals, clover (Trifolium spp.), corn (Zea mays), grassland, and flax (Linum usitatissimum), and it has a relatively low persistence in the environment.

Definition

ChEBI: A member of the class of benzothiazoles that is 4-chloro-1,3-benzothiazol-2(3H)-one which is substituted on the nitrogen by a carboxymethyl group and at position 4 by chlorine. A post-emergence herbicide used (generally as a salt or este ) for the control of annual weeds in wheat and oilseed rape. It is not approved for use with the European Union.

Safety Profile

Moderately toxic by ingestion. Anherbicide. When heated to decomposition it emits toxicfumes of SOx, Cl-, and NOx.

Metabolism

Because benazolin is not degraded by light and is not readily volatilized, the most important factors affecting its persistence in the environment are microbial breakdown and leaching. However, because the microbial breakdown is so rapid, significant leaching may not occur unless the rainfall within a few days of application is large.

Toxicity evaluation

Benazolin is primarily excreted in the urine as N-[2-chloro-6-(methylsulfinyl)phenyl]glycine and N-[N-[2-chloro-6-(methylthio)phenyl]glycinyl]aniline. Acid-labile conjugates of benazolin acid and N-[2-chloro- 6-(methylthio)phenylglycine] are also formed in small amounts. The acute oral LD50 for rat and mice are >5000 mg/kg and >4000 mg/kg, respectively. See Table 21 for a list of toxicological data for benazolin.

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