ChemicalBook--->CAS DataBase List--->16118-49-3

16118-49-3

16118-49-3 Structure

16118-49-3 Structure
IdentificationBack Directory
[Name]

CARBETAMIDE
[CAS]

16118-49-3
[Synonyms]

Liquide
RP 11561
LEGURAME
11,561rp
Arbetamex
leguramepm
carbetamex
carbetamid
Legurame[R]
CARBETAMIDE
carbethamide
CarbetaMide 0
Carbetamex[R]
Legruame P. M.
Carbetamide 13C6
CARBETAMID STANDARD
Carbetamide Standard
Carbetamide Solution, 100ppm
d-n-ethylacetamidecarbanilate
Carbetamide Solution, 1000ppm
Carbetamide @100 μg/mL in MeOH
carbetamide (bsi,iso,ansi,wssa)
Carbetamide@1000 μg/mL in Methanol
D-N-Ethylactamide carbanilate ester
d-n-ethyllactamidecarbanilate(ester)
n-ethyl-,carbanilate(ester),d-lactamid
CARBETAMIDE PESTANAL, 250 MG ((R)-(-)-1-
Carbetamide Solution in Methanol, 100μg/mL
2-phenyl-carbamoyloxy-n-aethyl-propionamid
(phenylcarbamoyloxy)-2-n-ethylpropionamide
d-(-)-1-(ethylcarbamoyl)ethylphenylcarbamate
D-N-ETHYL-2-(PHENYLCARBAMOYLOXY) PROPIONAMIDE
N-Ethyl-2-((phenylaminocarbonyl)oxy)propanamide
(R)-(-)-1-(Ethylcarbamoyl)ethyl phenylcarbamate
(2R)-(-)-1-(Ethylcarbamoyl)ethyl phenylcarbamate
(1-ethylcarbamoyl)ethylester,d-(-)-carbanilicaci
(r)-(-)-1-(ethylcarbamoyl)ethyl n-phenylcarbamate
(R)-1-(ethylaMino)-1-oxopropan-2-yl phenylcarbaMate
(r)-n-ethyl-2-(((phenylamino)carbonyl)oxy)propanamide
(2R)-N-Ethyl-2-[[(phenylamino)carbonyl]oxy]propanamide
Propanamide, N-ethyl-2-[[(phenylamino)carbonyl]oxy]-, (2R)-
Carbetamide, (2R)-1-(Ethylamino)-1-oxopropan-2-yl phenylcarbamate
Carbetamide, (2R)-(-)-1-(Ethylamino)-1-oxoprop-2-yl phenylcarbamate
CarbetamideQ: What is Carbetamide Q: What is the CAS Number of Carbetamide
[EINECS(EC#)]

240-286-6
[Molecular Formula]

C12H16N2O3
[MDL Number]

MFCD00135093
[MOL File]

16118-49-3.mol
[Molecular Weight]

236.27
Chemical PropertiesBack Directory
[Appearance]

Carbetamide is a colorless, crystalline powder, or solid.
[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)
[form ]

neat
[pka]

13.22±0.70(Predicted)
[Water Solubility ]

3.5g/L(20 ºC)
[BRN ]

8318291
[Henry's Law Constant]

1.1×100 mol/(m3Pa) at 25℃, Barcelo and Hennion (1997)
[Major Application]

agriculture
environmental
[InChI]

1S/C12H16N2O3/c1-3-13-11(15)9(2)17-12(16)14-10-7-5-4-6-8-10/h4-9H,3H2,1-2H3,(H,13,15)(H,14,16)/t9-/m1/s1
[InChIKey]

AMRQXHFXNZFDCH-SECBINFHSA-N
[SMILES]

CCNC(=O)[C@@H](C)OC(=O)Nc1ccccc1
[LogP]

1.520 (est)
[EPA Substance Registry System]

Carbetamide (16118-49-3)
Hazard InformationBack Directory
[Chemical Properties]

Carbetamide is a colorless, crystalline powder, or solid.
[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
[First aid]

Speed in removing material from eyes and skin is of extreme importance. Eyes: Eye contact can cause dangerous amounts of these chemicals to be quickly absorbed through the mucous membrane into the bloodstream. Immediately and gently flush eyes with plenty of warm or cold water (NO hot water) for at least 15 minutes, occasionally lifting the upper and lower eyelids. Get medical aid immediately. Skin: Get medical aid. Dermal contact can cause dangerous amounts of these chemicals to be absorbed into the bloodstream. Wearing the appropriate PPE equipment and respirator for carbamate pesticides, immediately flush skin with plenty of soap and water for at least 15 minutes while removing contaminated clothing and shoes. Shampoo hair promptly if contaminated; protect eyes.
[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.
[Description]

Carbetamide is pre-and post-emergence carbanilate herbicide. It is highly soluble in water and is relatively volatile. It is moderately toxic to mammals and has a high potential for bioaccumulation. It is a potential carcinogen. Carbetamide has a moderate toxicity to birds, fish, aquatic invertebrates and earthworms. It shows a low toxicity to honeybees, aquatic plants and algae.
[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.
[Uses]

Carbetamide is used in the determination of pesticides.
[Production Methods]

Carbetamide is produced commercially through a relatively straightforward chemical synthesis. An aniline derivative is reacted with ethyl chloroformate to form an ethylcarbamoyl intermediate. This intermediate is then coupled with acetic acid derivatives to form the full carbetamide molecule.
[Mechanism of action]

Selective absorbed by roots with some residual activity. Mitosis inhibitor.
[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.
[Pesticide Type]

Herbicide
Safety DataBack Directory
[Hazard Codes ]

Xi
[WGK Germany ]

2
[RTECS ]

FD8900000
[HS Code ]

29242990
[Storage Class]

6.1C - Combustible acute toxic Cat.3
toxic compounds or compounds which causing chronic effects
[Hazard Classifications]

Acute Tox. 4 Oral
Aquatic Chronic 2
Carc. 2
Repr. 1B
[Toxicity]

dog,LD50,oral,900mg/kg (900mg/kg),Guide to the Chemicals Used in Crop Protection. Vol. 6, Pg. 80, 1973.
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Methyl propionate-->Phenyl isocyanate-->Propionamide-->L(+)-Lactic acid
Spectrum DetailBack Directory
[Spectrum Detail]

CARBETAMIDE(16118-49-3)1HNMR
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