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Metolcarb

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Identification
Molecular formula
C9H9Cl2NO2
CAS number
1129-41-5
IUPAC name
(3,4-dichlorophenyl)methyl N-methylcarbamate
State
State

At room temperature, Metolcarb is typically found in a solid state.

Melting point (Celsius)
102.00
Melting point (Kelvin)
375.20
Boiling point (Celsius)
355.60
Boiling point (Kelvin)
628.80
General information
Molecular weight
234.08g/mol
Molar mass
235.1050g/mol
Density
1.4155g/cm3
Appearence

Metolcarb, or (3,4-dichlorophenyl)methyl N-methylcarbamate, appears as a white to off-white crystalline solid. It is not very soluble in water but dissolves in organic solvents such as alcohols and acetone.

Comment on solubility

Solubility of (3,4-dichlorophenyl)methyl N-methylcarbamate

(3,4-dichlorophenyl)methyl N-methylcarbamate exhibits distinct solubility characteristics that are noteworthy for both theoretical and practical applications. This compound is generally considered to be:

  • Moderately soluble in polar organic solvents such as methanol and ethanol.
  • Less soluble in nonpolar solvents due to its chlorinated aromatic structure, which can hinder interactions with hydrophobic environments.
  • Prone to hydrolysis under certain conditions, which can affect its effective concentration in aqueous solutions.

In terms of solubility in water, it is typically considered to be:

  • Very low due to the presence of the chlorophenyl ring and the carbamate functional group that influence its overall hydrophilicity.

As a result, it's important to note that:

  1. The solubility of this compound can vary significantly with changes in temperature and the presence of other solutes.
  2. Integration into formulations necessitates understanding its solubility profile to optimize application efficacy.

In summary, the solubility of (3,4-dichlorophenyl)methyl N-methylcarbamate is affected by its chemical structure and interactions with solvents, making it essential to consider these factors when working with this compound.

Interesting facts

Interesting Facts about (3,4-Dichlorophenyl)methyl N-methylcarbamate

(3,4-Dichlorophenyl)methyl N-methylcarbamate is a fascinating compound with notable applications and characteristics. Here are some interesting aspects of this chemical:

  • Pesticidal Properties: This compound has been utilized primarily as an insecticide. It works effectively by inhibiting the enzyme acetylcholinesterase, a vital enzyme involved in nerve function in insects.
  • Environmental Impact: Like many pesticides, its use necessitates careful consideration regarding its environmental impact. Scientists study its degradation products to understand how it behaves and transforms in natural ecosystems.
  • Research Interest: The compound attracts attention in pharmaceutical and toxicological research, as it serves as a model for studying similar carbamate structures and their effects on the nervous system.
  • Mechanism of Action: Its mechanism involves the blocking of neurotransmission by preventing acetylcholine breakdown, leading to an accumulation that disrupts normal signaling pathways in insects.
  • Salts and Derivatives: Researchers are interested in not only the parent compound but also its derivatives and salts, which may exhibit varying levels of effectiveness and toxicity.

In summary, (3,4-dichlorophenyl)methyl N-methylcarbamate is more than just a pesticide; it is a compound rich with research potential and environmental relevance. As stated in one study, “The intricate relationships between structure and function in carbamates can lead to innovative solutions for pest control.” This highlights the ongoing exploration within the chemistry community regarding carbamate compounds and their broader implications.

Synonyms
Dichlormate
3,4-DICHLOROBENZYL METHYLCARBAMATE
1966-58-1
3,4-Sirmate
Dichlormate [ISO]
Caswell No. 298A
Caswell No. 301A
Methylcarbamate 3,4-dichlorobenzyl ester
UNII-XDA707PJIO
UC 22463
XDA707PJIO
EINECS 217-813-3
EPA Pesticide Chemical Code 298200
Benzenemethanol, 3,4-dichloro-, methylcarbamate
BRN 2215173
Dichlormate [ISO:ANSI]
Carbamic acid, N-methyl-, 3,4-dichlorobenzyl ester
3,4-Dichlorbenzylester kyseliny methylkarbaminove [Czech]
DTXSID5041853
3,4-Dichlorbenzylester kyseliny methylkarbaminove
Carbamic acid, methyl-, 3,4-dichlorobenzyl ester
3,4-Dichlorobenzyl N-methylcarbamate
Benzenemethanol, 3,4-dichloro-, 1-(N-methylcarbamate)
Dichlormate (ISO:ANSI)
N-Methylcarbamic acid 3,4-dichlorobenzyl ester
3,4-DICHLOROBENZENEMETHYL N-METHYLCARBAMATE
Dichlormic acid
DTXCID3021853
3,4-Dichlorobenzyl methylcarbamic acid
benzenemethanol, 2,3(or 3,4)-dichloro-, methyl carbamate
benzenemethanol, 2,3(or 3,4)-dichloro-, methyl carbamate (9ci)
benzenemethanol, 2,3(or 3,4)-dichloro-, methylcarbamate
benzenemethanol, 2,3(or 3,4)-dichloro-, methylcarbamate (9ci)
dsvotyiopgivpp-uhfffaoysa-n
rowmate
sirmate 4e
(3,4-dichlorophenyl)methyl N-methylcarbamate
SCHEMBL134466
DB-228443
NS00026399
EN300-8659241
A928722
Q27293791
Z1269139786
Benzenemethanol, 3,4-dichloro-, methylcarbamate (9CI); Carbamic acid, methyl-, 3,4-dichlorobenzyl ester (7CI,8CI); 3,4-Dichlorobenzyl methylcarbamate; 3,4-Sirmate; Dichlormate; N-Methylcarbamic acid 3,4-dichlorobenzyl ester