CARBETAMIDE Chemical Properties

Melting point:

>110°C

Boiling point:

378.73°C (rough estimate)

Density 

1.174

refractive index 

1.5460 (estimate)

storage temp. 

0-6°C

solubility 

Chloroform (Slightly), Methanol (Slightly)

pka

13.22±0.70(Predicted)

Water Solubility 

3.5g/L(20 ºC)

BRN 

8318291

LogP

1.520 (est)

EPA Substance Registry System

Carbetamide (16118-49-3)

Safety Information

Hazard Codes 

Xi

WGK Germany 

2

RTECS 

FD8900000

HS Code 

29242990

Toxicity

dog,LD50,oral,900mg/kg (900mg/kg),Guide to the Chemicals Used in Crop Protection. Vol. 6, Pg. 80, 1973.

CARBETAMIDE Usage And Synthesis

Chemical Properties

Carbetamide is a colorless, crystalline powder, or solid.

Uses

Carbetamide is used in the determination of pesticides.

Definition

ChEBI: A carbamate ester obtained by the formal condensation of phenylcarbamic acid with the hydroxy group of N-ethyl-2-hydroxypropanamide.

Potential Exposure

Carbamate herbicide used to kill unwanted plants

Metabolic pathway

Photodegradation of carbetamide in solution with UV irradiation in the presence of UV ? H2O2 and ? TiO2 primarily occurs at the o- and p-positions, but not at the m-position of the phenyl ring, and the preferential photoproduct isolated is ortho-hydroxylated carbetamide. 5-Methyl-3-phenyl-oxazolidine dione is isolated only in the presence of TiO2. The cyclization may result from radical coupling with the dissolved oxygen. N-De-ethylation of the ethylcarbamoyl group and hydroxylation on the carbamoyloxy linkage occur to yield free amine of carbetamide and lactamide analogs. It is interesting to note that formulated carbetamide is phototransformed to N-ethyllactamide- 4-aminobenzoate as a major product via the rearrangement reaction similar to the Photo-Fries reaction. The degradation kinetics of carbetamide and its potential metabolites are measured at different temperatures in both unsterilized and sterilized alkaline soil.
The chemical degradation of carbetamide importantly gives N-phenyl-3-methyloxazolidine-2,5- dione which results in 2-(phenylcarbamoyloxy)- propionic acid and N-phenyl-2-hydroxypropionamide and the aniline in the soil. The purely biological degradation of this compound cannot clearly yield degradation products that are different from those by chemical degradation in non-sterilized soils.

Shipping

UN2757 Carbamate pesticides, solid, toxic, Hazard Class: 6.1; Labels: 6.1-Poisonous materials. UN 2811 Toxic solids, organic, n.o.s., Hazard Class: 6.1; Labels: 6.1-Poisonous materials, Technical Name Required

Incompatibilities

Slowly hydrolyzes in water, releasing ammonia and forming acetate salts. Carbamates are incompatible with reducing agents, strong acids, oxidizing acids, peroxides, and bases. Contact with active metals or nitrides cause the release of flammable, and potentially explosive, hydrogen gas. Amides react with azo and diazo compounds to generate toxic gases. Flammable gases are formed by the reaction of organic amides with strong reducing agents such as hydrideds and active metals. Amides are very weak bases (weaker than water). Mixing amides with dehydrating agents such as phosphorus pentoxide or thionyl chloride generates the corresponding nitrile. The combustion of these compounds generates mixed oxides of nitrogen (NOx). This compound is decomposed by strong base or acid.

Waste Disposal

Do not discharge into drains or sewers. Dispose of waste material as hazardous waste using a licensed disposal contractor to an approved land fill. Consult with environmental regulatory agencies for guidance on acceptable disposal practices. Incineration with effluent gas scrubbing is recommended. Containers must be disposed of properly by following package label directions or by contacting your local or federal environmental control agency, or by contacting your regional EPA office.

CARBETAMIDE(16118-49-3)Related Product Information

• Propionamide
• CARBETAMIDE D5 (PHENYL D5)
• Propham
• CARBETAMIDE