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MECARBAM

MECARBAM Structure
MECARBAM
  • CAS No.2595-54-2
  • Chemical Name:MECARBAM
  • CBNumber:CB9773912
  • Molecular Formula:C10H20NO5PS2
  • Formula Weight:329.37
  • MOL File:2595-54-2.mol
MECARBAM Property
  • Melting point <25℃
  • Boiling point 144°C
  • Density 1.222 g/cm3 (20 ºC)
  • vapor pressure 5×10-5 Pa (20 °C, est.)
  • refractive index 1.5138 (589.3 nm 20℃)
  • Flash point >100 °C
  • storage temp. APPROX 4°C
  • form liquid
  • Water Solubility 850 mg l-1 (est .)
  • pka -2.42±0.70(Predicted)
  • BRN 1888011
  • EWG's Food Scores 1
  • FDA UNII U6N6869C7Z
  • EPA Substance Registry System Mecarbam (2595-54-2)
  • UNSPSC Code 41116107
  • NACRES NA.24
Safety
Hazard and Precautionary Statements (GHS)
  • Symbol(GHS)
  • Signal wordDanger
  • Hazard statements H300+H330-H311-H410
  • Precautionary statements P260-P264-P273-P280-P302+P352+P312-P304+P340+P310
MECARBAM Price More Price(2)
  • Brand: Sigma-Aldrich
  • Product number: 36515
  • Product name : Mecarbam
  • Purity: PESTANAL?, analytical standard
  • Packaging: 100MG
  • Price: ₹5932.1
  • Updated: 2022/06/14
  • Buy: Buy
  • Brand: Sigma-Aldrich(India)
  • Product number: 36515
  • Product name : Mecarbam
  • Purity: PESTANAL?, analytical standard
  • Packaging: 100MG
  • Price: ₹5932.1
  • Updated: 2022/06/14
  • Buy: Buy

MECARBAM Chemical Properties,Usage,Production

  • Description Mecarbam is a pale yellow to light brown oil, bp 144 ?C/0.02 mm Hg. It is slightly soluble in water (<0.1% at 25 ?C) and miscible with most organic solvents except alkanes. Log Kow = 2.6. It is readily hydrolyzed in aqueous media below pH 3.
  • Chemical Properties Yellow oil.
  • Uses Mecarbam is an organothiophosphate acaricides used to control powdery mildew of cucumbers.
  • Uses Mecarbam is an insecticide with some systemic activity which is used to control sucking insects and mites in fruit trees and plant hoppers and leaf miners in rice. Additional uses are the control of whitefly, leafhoppers and thrips on rice and root flies on vegetables.
  • Definition ChEBI: An organic thiophosphate that is O,O-diethyl hydrogen phosphorodithioate in which the hydrogen attached to a sulfur is replaced by a 2-[(ethoxycarbonyl)(methyl)amino]-2-oxoethyl group.
  • Hazard Highly toxic, cholinesterase inhibitor. Use may be restricted.
  • Metabolic pathway Mecarbam in a close chemical analogue of dimethoate and it is photolytically decarboxyethylated to the diethyl analogue of dimethoate. The main route of hydrolytic decomposition in moderately basic solution is via attack on the S-methylene carbon atom rather than on phosphorus or the carbamoyl group, followed by cleavage of the S-C bond yielding O,Odiethyl phosphorodithioate as the main product. Mecarbam oxon has been reported as a metabolite in plants and animals but few detailed studies have been reported on the metabolic or environmental fate of mecarbam.
  • Metabolism In mammals, mecarbam is rapidly metabolized by hydrolysis, oxidative desulfuration to the oxon, and degradation of the carbamoyl moiety. O-Deethylation also takes place to a minor extent. In soil, it persists for 4–6 weeks.
  • Toxicity evaluation Acute oral LD50 for rats is 35–53 mg/kg. Inhalation LC50 (6 h) for rats is 0.7 mg/L air. ADI is 0.002 mg/kg.
  • Degradation The rate of hydrolysis and the nature of the products when mecarbam was dissolved in buffered water at pH values between 2.2 and 10 were reported by Lynch et al. (1981). The analysis of mecarbam and its metabolites was by GC-MS with and without methylation by diazomethane and by TLC co-chromatography with reference materials and included the use of chromogenic sprays to differentiate between phosphorothioates (P=S) and phosphates (P=O) . Mecarbam was stable in acid media but was hydrolysed in alkaline solutions with a half-life of about 44 hours at pH 9.2. The principal product of base hydrolysis was O,O-diethyl phosphorodithoate (2), indicating that mecarbam was mainly hydrolysed by nucleophdic attack on the S-methylene carbon atom followed by cleavage of the S-C bond. There was evidence that O,O-diethyl phosphorodithioate (2) was hydrolysed further to give the des-ethyl compound, O-ethyl phosphorodithioate (3). When mecarbam was hydrolysed under much more basic conditions (0.5 M aqueous potassium hydroxide) the main routes of hydrolysis were attack by OH- on the amido carbon atom followed by cleavage of the C-N bond to give S-carboxymethyl O,Odiethyl phosphorodithioate (4) and attack on the phosphorus atom followed by cleavage of the P-S bond to give O,O-diethyl phosphorothioate (5). Initial hydrolysis on the carboethoxy (carbamoyl) group was not observed and nor was reaction product 2 detected, indicating that initial attack on the phosphorus and carbonyl centres was faster in strongly basic solution (Hudson et al., 1991).
    The main product of photolysis when mecarbam was absorbed on a filter paper and exposed to 254 nm UV light from a mercury vapour lamp was the decarboxyethylated compound O,O-diethyl S-methylcarbamoylmethyl phosphorodithioate (6) (the diethyl analogue of dimethoate). The rate of &us reaction was potentiated by the surface of certain leaves, with dock leaves being particularly effective.O,O-Diethyl phosphorodithioate (2) was also detected in trace amounts (Lynch et al.,1981). Proposed routes for the photolysis and base-catalysed hydrolysis of mecarbam are shown in Scheme 1.
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MECARBAM Spectrum
2595-54-2, MECARBAMRelated Search:
  • Pesticides&Metabolites
  • Pesticides
  • Organophorous
  • M
  • Insecticides
  • H-MAlphabetic
  • Alpha sort
  • AcaricidesPesticides&Metabolites
  • MEA - MESPesticides
  • 分析标准品
  • 杀虫剂
  • 有机氯杀虫剂
  • 农残、兽药及化肥类
  • C10H20NO5PS2
  • 2505-54-2
  • 灭蚜磷溶液标准物质
  • 灭蚜磷溶液
  • 甲醇中灭蚜磷溶液标准物质
  • 标准物质/丙酮中灭蚜磷/不确定度以到货证书为准
  • 丙酮中灭蚜磷
  • 丙酮中灭蚜磷溶液,1000ΜG/ML
  • 丙酮中灭蚜磷溶液标准物质
  • 灭蚜磷 标准品
  • 灭蚜磷溶液,100PPM
  • 灭蚜磷检测标样(100 ΜG/ML 溶剂为甲醇)
  • 灭蚜硫磷与异丙醇MECARBAM&AMP
  • 灭芽磷
  • 灭蚜蜱
  • 灭蚜磷
  • 灭芽蜱
  • 2595-54-2
  • p474
  • Mecarbam 100 μg/ml Toluene
  • Mecarbam 100 μg/ml Acetonitrile
  • Mecarbam 10.0 μg/ml Ethyl acetate
  • L14800000ALMecarbam 10μg/mLin Acetonitrile
  • Mecarbam in Acetone
  • Mecarbam Solution in Acetone, 1000μg/mL
  • 7-Oxa-5-thia-2-aza-6-phosphanonanoic acid, 6-ethoxy-2-methyl-3-oxo-, ethyl ester, 6-sulfide
  • Afos(TM)
  • ethyl N-(2-diethoxyphosphinothioylsulfanylacetyl)-N-methylcarbamate
  • Mecarbam Solution, 100ppm
  • ethyl(mercaptoacetyl)methylcarbamates-esterwitho,o-diethylphosphorodithioa
  • ethyl(((diethoxyphosphinothioyl)thio)acetyl)methylcarbamate
  • dithiophosphatedeo,o-diethyleetdes-n-methyln-carboethoxycarbamoylmethyle
  • dithiophosphatedeo,o-diethyleetdes-n-methyln-carboethoxycarbamoylmethy
  • carbamicacid,(mercaptoacetyl)methyl-,ethylester,s-esterwitho,o-diethylp
  • carbamicacid,(mercaptoacetyl)methyl-,ethylester,s-esterwitho,o-diethyl
  • afos
  • 6-ethoxy-2-methyl-3-oxo-7-oxa-5-thia-2-aza-6-phosphanonanoicaciethyleste
  • s-(n-ethoxycarbonyl-n-methylcarbamoylmethyl)-diethylphosphorodithioate
  • s-((ethoxycarbonyl)methylcarbamoyl)methylo,o-diethylphosphorodithioate
  • r,6-sulfide
  • phosphorodithioicacid,o,o-diethylester,s-esterwithethyl(mercaptoacetyl)m
  • phosphorodithioate
  • pestan
  • pennsalttd-72
  • pennsalttd72

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