25059-80-7

Basic information

• Product Name: Benazolin-ethyl
• Synonyms: 4-chloro-2-oxo-3(2h)-benzothiazoleaceticaciethylester;4-chloro-2-oxo-3-benzothiazolineaceticaciethylester;ethyl4-chloro-2-oxo-3(2h)-benzothiazoleacetate;3-N-ETHOXYCARBONYLMETHYL-4-CHLORO-BENZOTHIAZOL-2-ONE;4-CHLORO-2-OXO-3(2H)-BENZOTHIAZOLEACETIC ACID ETHYL ESTER;4-chloro-2-oxo-benzothiazoleacetic acid ethyl ester;7-chloro-2-oxo-3(2h)-benzothiazoleacetic acid ethyl ester;BENAZOLIN-ETHYL
• CAS NO: 25059-80-7
• Molecular Formula: C₁₁H₁₀ClNO₃S
• Molecular Weight: 271.72
• EINECS: 246-591-0
• Product Categories: HERBICIDE;NULL
• Mol File: 25059-80-7.mol
• Article Data: 2

Chemical Properties

• Melting Point: 79°C
• Boiling Point: 408.1 °C at 760 mmHg
• Flash Point: 200.6 °C
• Appearance: /
• Density: 1.418 g/cm³
• Vapor Pressure: 7.16E-07mmHg at 25°C
• Refractive Index: 1.608
• PKA: -2.57±0.20(Predicted)
• BRN: 753659
• CAS DataBase Reference: Benazolin-ethyl(CAS DataBase Reference)
• NIST Chemistry Reference: Benazolin-ethyl(25059-80-7)
• EPA Substance Registry System: Benazolin-ethyl(25059-80-7)

Safety Data

• Hazard Codes: N
• Statements: 51/53
• Safety Statements: 61
• RIDADR: UN 3077 9/PG 3
• WGK Germany: 2
• RTECS: DL0880000
• Hazardous Substances Data: 25059-80-7(Hazardous Substances Data)

Usage

Uses

Agricultural chemical.

Definition

ChEBI: The ethyl ester of benazolin. It is used as a post-emergence herbicide used (generally as a salt or ester) for the control of annual weeds in wheat and oilseed rape. It is not approved for use with the European Union.

Hazard

Moderately toxic by ingestion and skin contact.

InChI:InChI=1/C11H10ClNO3S/c1-2-16-9(14)6-13-10-7(12)4-3-5-8(10)17-11(13)15/h3-5H,2,6H2,1H3

Synthetic route

C11H11Cl2NO3S → 4-chloro-N-(ethoxycarbonylmethyl)-2(3H)-benzothiazolone (25059-80-7)

Conditions	Yield
With sulfuric acid In toluene a) RT, 30 min, b) 20 deg C, 5 h; Yield given;

ethyl 2-((2-chlorophenyl)amino)acetate (2522-00-1) → 4-chloro-N-(ethoxycarbonylmethyl)-2(3H)-benzothiazolone (25059-80-7)

Conditions	Yield
Multi-step reaction with 2 steps 1: N,N-dimethylaniline / toluene / 1 h / 0 °C 2: H2SO4 / toluene / a) RT, 30 min, b) 20 deg C, 5 h View Scheme

Upstream product

• 2522-00-1 ethyl 2-((2-chlorophenyl)amino)acetate 

Relevant articles and documents

An improved method for preparation of N-alkyl-2(3H)- benzothiazolone analogs

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