2,6-Dichlorobenzamide Chemical Properties

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 Information

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)

MSDS

• Language:English Provider:2,6-Dichlorobenzamide
• Language:English Provider:ACROS
• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

2,6-Dichlorobenzamide Usage And Synthesis

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).

2,6-Dichlorobenzamide(2008-58-4)Related Product Information

• Benzamide
• 2,6-Dichlorobenzoic acid
• 2,6-Dichlorobenzonitrile
• Chlorantraniliprole
• 2,6-DICHLORO-4-(TRIFLUOROMETHYL)BENZAMIDE
• 2,3-DICHLOROBENZAMIDE
• N-(4-Amino-5-chloro-2-hydroxyphenyl)-3,4-dichlorobenzamide
• Methyl 2-amino-4-(((2,5-dichlorophenyl)amino)carbonyl)benzoate
• 2,4-DICHLOROBENZAMIDE
• 3,4-DICHLOROBENZAMIDE
• 2,3-DICHLOROBENZAMIDE
• ALDRIN
• METHYL N-(2,6-DICHLOROBENZOYL)-(METHYLTHIO)METHANIMIDOTHIOATE
• ETHYL 2-[(2,6-DICHLOROBENZOYL)AMINO]ACETATE
• 2,6-Dichlorobenzamide
• [3,5-BIS(DIMETHYLAMINO)-1H-1,2,4-TRIAZOL-1-YL](2,6-DICHLOROPHENYL)METHANONE
• N1-(2,3,5,6-TETRACHLOROPHENYL)-2,6-DICHLOROBENZAMIDE
• 2,6-DICHLORO-N'-[4-(TRIFLUOROMETHOXY)PHENYL]BENZENECARBOHYDRAZIDE