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Your Location：Home>Product Center >> Pesticide API and intermediates >> Carbendazim
  • Carbendazim
Name:Carbendazim
CAS No:10605-21-7

PRODUCT DESCRIPTION

【Name】
carbendazim
【CAS Registry number】
10605-21-7
【Synonyms】
methyl benzimidazol-2-ylcarbamate
Methyl-1H-benzimidazol-2-yl carbamate
Carbendazol
Bavistin
Derosal
Delsene
Methyl 2-benzimidazolecarbamate
1H-Benzimidazole-2-carbamic acid methyl ester
2-Benzimidazolecarbamic acid methyl ester
2-(Carbomethoxyamino)benzimidazole
BCM 
N-(benzimidazlyl-2)methyl carbamate(effective constituent)
【EINECS(EC#)】
234-232-0
【Molecular Formula】
C9H9N3O2 (Products with the same molecular formula)
【Molecular Weight】
191.19
【Inchi】
InChI=1/C9H9N3O2/c1-14-9(13)12-8-10-6-4-2-3-5-7(6)11-8/h2-5H,1H3,(H2,10,11,12,13)
【Canonical SMILES】
COC(=O)NC1=NC2=CC=CC=C2N1
【MOL File】
10605-21-7.mol

Chemical and Physical Properties

【Appearance】
Light gray or beige powder
【Density】
1.421g/cm3
【Melting Point】
302-307℃
【Boiling Point】
409
【Flash Point】
11 °C
【Water】
<0.1 g/100 mL at 21 ºC
【Solubilities】
<0.1 g/100 mL at 21°C in water
【Color/Form】
Light-gray powder.
White solid /Technical Grade/
【Stability】
No data.
【Storage temp】
APPROX 4°C
【Computed Properties】
Molecular Weight:191.18666 [g/mol]
Molecular Formula:C9H9N3O2
XLogP3:1.5
H-Bond Donor:2
H-Bond Acceptor:2
Rotatable Bond Count:2
Tautomer Count:3
Exact Mass:191.069477
MonoIsotopic Mass:191.069477
Topological Polar Surface Area:67
Heavy Atom Count:14
Formal Charge:0
Complexity:222
Isotope Atom Count:0
Defined Atom Stereocenter Count:0
Undefined Atom Stereocenter Count:0
Defined Bond Stereocenter Count:0
Undefined Bond Stereocenter Count:0
Covalently-Bonded Unit Count:1
Feature 3D Acceptor Count:1
Feature 3D Donor Count:2
Feature 3D Ring Count:2
Effective Rotor Count:3
Conformer Sampling RMSD:0.6
CID Conformer Count:2

Safety and Handling

【Hazard Codes】
T:Toxic
【Risk Statements】
R46;R60;R61;R50/53
【Safety Statements 】
S53;S45;S60;S61
【Safety】

Safety Information about?Carbendazim (CAS NO.10605-21-7): 
Hazard Codes:?ToxicT,DangerousN,FlammableF
Risk Statements: 46-60-61-50/53-39/23/24/25-11?
R11: Highly flammable.?
R46: May cause heritable genetic damage.?
R60: May impair fertility.?
R61: May cause harm to the unborn child.?
R50/53: Very toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment. 
R39/23/24/25: Toxic: danger of very serious irreversible effects through inhalation, in contact with skin and if swallowed 
Safety Statements: 53-45-60-61-36/37
S36/37: Wear suitable protective clothing and gloves.?
S45: In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)?
S53: Avoid exposure - obtain special instructions before use.?
S60: This material and its container must be disposed of as hazardous waste.?
S61: Avoid release to the environment. Refer to special instructions / safety data sheets. 
RIDADR: UN 3077 9/PG 3
WGK Germany: 3
RTECS: DD6500000

【Cleanup Methods】
Solid spillage should be picked up with an industrial vacuum cleaner and disposed of in accordance with local regulations.
【Transport】
UN 3077
【Formulations/Preparations】
Acidazim; Amibendazim; Bendazim; Mobeedazim; Carbendate; Cekudazim; Chemzim; Chemcarb; Tartan; Devistin; Dhanustin; Ranger; Carbenex; Agni; Eurozim-50; Fertidazim; Takistin; Benfil; Hilzim; Curacarb; Arrest; Micfun; Attention; Laicar; Carzim; Luxazim-F; Majestin; Mitrosal; Sharp; Pacarzim; Volzim; Carbenzim; Sicostin, Fungy; Protek; Unisol; Vicarben; Zen.
Aqueous suspension, water dispersible granules and a wettable powder.
Discontinued Names: Mastiff; Ponnax; Corbel Triple; Corbel Duo; Bavistin; Bavical; Bavical F; Cosmic; Prodazim; Occidor Plus; Raydor; Delsene; Delsene M; Bolda; Kombat; Masolon; Bravocarb; Azidro; Akozim; Silcarbon; Silear.
Derosal (AgrEvo)
Carbate (Pan Brittanica)
Cekudazim (Cequisa)
... Available in wettable powder formulations or dispersions that contain from 6-70% active ingredient, the balance is either inert ingredients or other fungicides.
USEPA/OPP Pesticide Code 128872; Trade Names: E-965; BAS 3460; Derosal; Kemdazin; U-32.104; Equitdazin; and Pillarstin.
FB642(methyl-2-benzimidazolecarbamate, carbendazim) [Hammond LA et al; J Cancer Res Clin Oncol 127(5): 301-13 (2001)] PubMed Abstract
【Reactivities and Incompatibilities】
Compatible with many other pesticides, but incompatible with alkaline materials.
【Other Preventative Measures】
SRP: Contaminated protective clothing should be segregated in such a manner so that there is no direct personal contact by personnel who handle, dispose, or clean the clothing. Quality assurance to ascertain the completeness of the cleaning procedures should be implemented before the decontaminated protective clothing is returned for reuse by the workers. Contaminated clothing should not be taken home at end of shift, but should remain at employee's place of work for cleaning.
【Specification】

?Carbendazim (CAS NO.10605-21-7) is a carbamate ester-amine. Amines behave as chemical bases. Carbamates are chemically similar to, but more reactive than amides. Like amides they form polymers such as polyurethane resins. Carbamates are incompatible with strong acids and bases, and especially incompatible with strong reducing agents such as hydrides. Flammable gaseous hydrogen is produced by the combination of active metals or nitrides with carbamates. Strongly oxidizing acids, peroxides, and hydroperoxides are incompatible with carbamates.

【Octanol/Water Partition Coefficient】
log Kow = 1.52
【Disposal Methods】
Must be disposed of by special means, e.g., suitable incineration, in accordance with local regulations. [40 CFR 240-280, 300-306, 702-799 (7/1/2002)] Generators of waste (equal to or greater than 100 kg/mo) containing this contaminant, EPA hazardous waste number U372, must conform with USEPA regulations in storage, transportation, treatment and disposal of waste.

Use and Manufacturing

【Use and Manufacturing】
Methods of Manufacturing

Prepn: H.M. Loux, US 3010968 (1961 to DuPont)
Carbendazim is produced by the reaction of o-phenylenediamine with methoxycarbonylcyanamide or with methoxycarbonyl isocyanide dichloride (formed from cyanogen chloride, phosgene, and methanol) in the presence of a base.
【Usage】

Fungicide.

Biomedical Effects and Toxicity

【Pharmacological Action】
- Substances used in the treatment or control of nematode infestations. They are used also in veterinary practice.
- Chemicals that kill or inhibit the growth of fungi in agricultural applications, on wood, plastics, or other materials, in swimming pools, etc.
- Chemical agents that increase the rate of genetic mutation by interfering with the function of nucleic acids. A clastogen is a specific mutagen that causes breaks in chromosomes.
【Therapeutic Uses】
/Expl Ther/ The results of this present study indicate that FB642 /carbendazim/ increases the degree of apoptosis in all examined tumor cell lines, may induce G2/M uncoupling, may selectively kill p53 abnormal cells, and exhibits antitumor activity in drug- and multidrug-resistant cell lines. The induction of apoptosis by FB642, particularly in p53-deficient cells, its impressive in vivo activity against a broad spectrum of murine and human tumors, as well as an acceptable toxicity profile in animals, make FB642 an excellent candidate for further evaluation in clinical trials in cancer patients. /FB642/ [Hammond LA et al; J Cancer Res Clin Oncol 127(5): 301-13 (2001)]
【Biomedical Effects and Toxicity】
In male rats, following a single oral admin of 3 mg/kg, 66% was eliminated in the urine within 6 hr.

Environmental Fate and Exposure Potential

【Environmental Fate/Exposure Summary】
as of Nov 18, 2002. (3) Augustijin-Beckers PWM et al; Rev Environ Contam Toxicol 137: 1-82 (1994) (4) Budavari S, ed; The Merck Index. 13th ed Whitehouse Station, NJ: Merck and Co Inc p. 300 (2001) (5) Aharonson N et al; Enhanced Biodegradation of Pesticides in the Environment. ACS Symp Ser 426: 113-27 (1990)] **PEER REVIEWED**">TERRESTRIAL FATE: Based on a classification scheme(1) and an experimental Koc value of 350(2), carbendazim is expected to be have moderate mobility in soil(SRC). Volatilization of carbendazim from moist soil surfaces is not expected to be an important fate process(SRC) given a Henry's Law constant estimated as 2.1X10-11 atm-cu m/mole(SRC) based upon its vapor pressure, 7.5X10-10 mm Hg(3), and water solubility, 29 mg/l(4). Carbendazim is not expected to volatilize from dry soil surfaces(SRC) based upon a vapor pressure of 7.5X10-10 mm Hg(3). Measured soil biodegradation rates of 45 percent in 21 days and 45 percent in 14 days suggest that carbendazim is expected to biodegrade slowly under normal conditions(5). However, biodegradation rates of 100 percent in 5 days and 97 percent in 9 days suggest that biodegradation of carbendazim will be enhanced in pretreated soils(5).
as of Nov 18, 2002. (3) Augustijin-Beckers PWM et al; Rev Environ Contam Toxicol 137: 1-82 (1994) (4) Budavari S, ed; The Merck Index. 13th ed Whitehouse Station, NJ: Merck and Co Inc p. 300 (2001) (5) Franke C et al; Chemosphere 29: 1501-14 (1994) (6) Chemicals Inspection and Testing Institute; Biodegradation and bioaccumulation data of existing chemicals based on the CSCL Japan. Japan Chemical Industry Ecology - Toxicology and Information Center. p. 5-9 (1992)] **PEER REVIEWED**">AQUATIC FATE: Based on a classification scheme(1), and an experimental Koc value of 350(2), carbendazim is expected to adsorb very little to suspended solids and sediment(SRC). Volatilization from water surfaces is not expected(SRC) given a Henry's Law constant estimated as 2.1X10-11 atm-cu m/mole(SRC) based upon its vapor pressure, 7.5X10-10 mm Hg(3), and water solubility, 29 mg/l(4). According to a classification scheme(5), experimental BCF values ranging from 0.6 to 3.5(6) suggest the potential for bioconcentration in aquatic organisms is low(SRC). Carbendazim, present at 100 mg/l, reached 0 percent of its theoretical BOD in 4 weeks using an activated sludge inoculum at 30 mg/l and the Japanese MITI test(6). Therefore, biodegradation of carbendazim in an aquatic environment is not expected.
ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), carbendazim, which has a vapor pressure of 7.5X10-10 mm Hg at 20 deg C(2), is expected to exist solely in the particulate phase in the ambient atmosphere. Particulate-phase carbendazim may be removed from the air by wet and dry deposition(SRC).

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