2,6-Dichlorobenzamide Property

Melting point:

196-199 °C(lit.)

Boiling point:

266.5±30.0 °C(Predicted)

Density 

1.2860 (rough estimate)

refractive index 

1.5500 (estimate)

storage temp. 

-20°C Freezer

solubility 

Acetone (Slightly), Methanol (Slightly)

form 

Crystalline Powder

pka

14.73±0.50(Predicted)

color 

White to brown-gray

Water Solubility 

2.7g/L(22.5 ºC)

BRN 

1869103

CAS DataBase Reference

2008-58-4(CAS DataBase Reference)

NIST Chemistry Reference

Benzamide, 2,6-dichloro-(2008-58-4)

EPA Substance Registry System

2,6-Dichlorobenzamide (2008-58-4)

Safety

Hazard Codes 

Xi

Safety Statements 

24/25

WGK Germany 

3

Hazard Note 

Irritant

HS Code 

29242998

Hazardous Substances Data

2008-58-4(Hazardous Substances Data)

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

2,6-Dichlorobenzamide Chemical Properties,Usage,Production

Chemical Properties

white to brown-grey crystalline powder

Uses

2,6-Dichlorobenzamide is the persistent metabolite of herbicide 2,6-Dichlorobenzonitrile (D431945).

Definition

ChEBI: A member of the class of benzamides that is benzamide substituted by chloro groups at positions 2 and 6.

Metabolic pathway

Oral doses of DCB are excreted by rats as DCB, two monohydroxy-DCBs, 2-chloro-5-hydroxy-6- (methylthio)benzamide, and 2-chloro-5-hydroxy-6-[S- (N-acetyl)-cysteinyl]benzamide. Biliary excretion (33% of the dose), enterohepatic circulation, and intestinal microfloral metabolism are involved in the formation of 2-chloro-5-hydroxy-6-(methylthio)benzamide. The major route for the metabolism of DCB is the conjugation with glutathione in a process involving phenyl ring hydroxylation at the ortho position to the S-glutathionyl moiety. Two mechanisms can be processed for the formation of hydroxylated metabolites resulting from the epoxidation at the 2- and 3-positions of the phenyl ring (for the proposed mechanisms: see the text).