1129-41-5 Usage
Description
Metolcarb, also known as m-tolyl methylcarbamate, is a colorless crystalline solid with the chemical formula C9H11NO2 and a molecular weight of 165.2. It is moderately soluble in water and readily soluble in polar organic solvents. Metolcarb is an insecticide and acaricide used for the control of various pests in agriculture.
Uses
Used in Agricultural Industry:
Metolcarb is used as an insecticide for the control of rice green leafhoppers, plant-hoppers, codling moth, citrus mealybug, onion thrips, fruit flies, bollworms, and aphids. It helps protect crops from these pests, ensuring a healthy and productive yield.
However, it is important to note that Metolcarb is not registered for use as a pesticide in the United States and is not listed for use in EU countries. This may be due to concerns regarding its safety, environmental impact, or other factors. It is crucial to follow local regulations and guidelines when using Metolcarb or any other pesticide in agricultural practices.
Preparation
Metolcarb is produced by the reaction between 3-
methylphenol and Metolcarb.
Air & Water Reactions
Soluble in water.
Reactivity Profile
METOLCARB is a carbamate ester. 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.
Health Hazard
High oral and skin toxicity, and moderate inhalation toxicity. (Non-Specific -- Carbamates) Some carbamates appear to be carcinogenic, teratogenic, and/or mutagenic. Carbamates are cholinesterase inhibitors.
Health Hazard
Highly toxic by ingestion and moderately toxic by inhalation and skin absorption; cholinesterase inhibitor; exhibits acute,delayed, and chronic toxicity; toxic effects arethose of organophosphorus pesticides and carbamate esters; the symptoms include excessive salivation, lacrimation, blurred vision,headache, labored breathing, twitches ofmuscle, loss of reflexes, headache, weakness, sweating, nausea, giddiness, vomiting,cramps, diarrhea, convulsions, and coma; U.S.EPA-listed extremely hazardous substance.LD50 oral (rat): 268 mg/kgLD50 skin (rat): 268 mg/kgLD50 inhalation (rat): 128 mg/m3 hour.
Fire Hazard
As for other solid carbamate pesticides, container may explode in heat of fire. Fire and runoff from fire control water may produce irritating or poisonous gases. Emits toxic fumes of nitrogen oxides when heated to decomposition. Avoid decomposing heat.
Trade name
DRC 3341?; KUMIAI?; METACRATE?;
S 1065?; SOGATOX DUST? 22; TSUMACIDE?;
TSUMAUNKA?; VADEN?
Safety Profile
Poison by ingestion and
skin contact. Moderately toxic by inhalation.
Mutation data reported. When heated to
decomposition it emits toxic fumes of NOx.
See also CARBAMATES.
Potential Exposure
Metolcarb is an insecticide used for
the control of rice leafhoppers, plant-hoppers; codling
moth; citrus mealy bug; onion thrips; fruit flies; bollworms
and aphids. Not registered as a pesticide in the United
States.
Metabolic pathway
The main pathways of metabolism of metolcarb in plants, mammals and
insects involve ring-methyl, N-methyl and phenyl-ring hydroxylation
and conjugation. Carbamate ester hydrolysis is a minor reaction. Further
oxidation of a ring-hydroxymethyl moiety to carboxyl occurs in rats and
insects.
Shipping
UN2757 Carbamate pesticides, solid, toxic,
Hazard Class: 6.1; Labels: 6.1-Poisonous materials.
UN3077 Environmentally hazardous substances, solid, n.o.s.,
Hazard class: 9; Labels: 9-Miscellaneous hazardous material,
Technical Name Required.
Incompatibilities
Carbamates are incompatible with reducing
agents such as hydrides, strong acids, oxidizing acids,
peroxides, and bases. Contact with active metals or nitrides
cause the release of flammable, and potentially explosive,
hydrogen gas. May react violently with bromine, ketones.
Incompatible with azo dyes, caustics, ammonia, amines,
boranes, hydrazines, strong oxidizers.
Waste Disposal
Consult with environmental
regulatory agencies for guidance on acceptable disposal
practices. Generators of waste containing this contaminant
(≥100 kg/mo) must conform to EPA regulations
governing storage, transportation, treatment, and waste
disposal. In accordance with 40CFR165, follow recommendations
for the disposal of pesticides and pesticide
containers. Must be disposed properly by following package
label directions or by contacting your local or federal
environmental control agency, or by contacting your
regional EPA office.
Check Digit Verification of cas no
The CAS Registry Mumber 1129-41-5 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,1,2 and 9 respectively; the second part has 2 digits, 4 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 1129-41:
(6*1)+(5*1)+(4*2)+(3*9)+(2*4)+(1*1)=55
55 % 10 = 5
So 1129-41-5 is a valid CAS Registry Number.
InChI:InChI=1/C9H11NO2/c1-7-4-3-5-8(6-7)10(2)9(11)12/h3-6H,1-2H3,(H,11,12)/p-1
1129-41-5Relevant articles and documents
Fluid insecticidal formulations for treatment of parasitic insect larvae by dermal application
-
, (2008/06/13)
The present invention relates to the use of polysiloxanes containing at least one quaternary ammonium group as formulation auxiliary in formulations of larvicidal and/or ovicidal active compounds and to compositions containing a) a larvicidal and/or ovicidal active compound and b) a polysiloxane derivative with at least one quaternary ammonium group per molecule, and, if appropriate, further auxiliaries and carriers.
α-Haloalkyl Haloformates and Related Compounds 1. A Convenient Synthesis of Carbamates via Chloromethyl Carbamates
Patonay, Tamas,Patonay-Peli, Erzsebet,Mogyorodi, Ferenc
, p. 2865 - 2885 (2007/10/02)
The preparation of carbamates under mild conditions utilizing a new class of activated carbonates (containing chloromethyl function) is described.
Process for preparing ureas
-
, (2008/06/13)
The present invention provides a novel process for preparing herbicidal and insecticidal ureas, carbamates and carbamate derivatives of the formula E is -O- or -C(R4)2- ;, R is C1-C7 alkyl;, R1 is H, C1-C7 alkyl, C3-C7 cycloalkyl, phenyl, or C1-C4 alkylphenyl;, R2 is H, C1-C7 alkyl, C3-C7 cycloalkyl, C2-C7 alkenyl, C2-C7 alkynyl, or phenyl optionally substituted with Cl, Br, -NO2, -CF3, C1-C4 alkyl, C1-C4 alkoxy, or -N(C1-C4 alkyl)2;, R3 is H, F, Cl, Br, -CF3, C1-C7 alkyl option-ally substituted with F, Cl, or Br, -S(O)nC1-C7 alkyl, C1-C7 alkoxy, C3-C7 cycloalkyl optionally substituted with F, Cl, or Br, or phenyl optionally substituted with F, Cl, Br, -NO2, -CF3, or C1-C4 alkyl;, R4 is H or C1-C4 alkyl;, R5 is C1-C7 alkoxy or -S(O)nC1-C7 alkyl;, R6 is C1-C5 alkyl optionally substituted with F, Cl, or Br, C3-C5 cycloalkyl, phenyl, or, , - X is R3, -N=CH-N(C1-C4 alkyl)2, -N(C1-C4 alkyl)2 or -N(C2-C4 alkenyl)2, Y is H or S(O)nC1-C7 alkyl;, Z is H, C1-C4 alkyl, Cl, F, Br, haloalkyl, -NO2, -N(C1-C4 alkyl)2, -C≡N, phenyl, -S(C1-C4 alkyl), or C1-C4 alkoxy;, n is 0, 1, or 2; and, m is 1, 2 or 3,comprising reacting a nucleophile of the formula A-H, wherein A is as defined above, with a urea of the formula wherein each R is independently chosen from R as set forth above and each R1 is independently chosen from R1 as set forth above.
