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Icaridin

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Identification
Molecular formula
C12H23NO3
CAS number
119515-38-7
IUPAC name
[2-(carbamoyloxymethyl)-2,3-dimethyl-pentyl] carbamate
State
State

Icaridin is a liquid at room temperature, often used in commercial products as an active ingredient for insect repellent formulations.

Melting point (Celsius)
-7.00
Melting point (Kelvin)
266.15
Boiling point (Celsius)
296.00
Boiling point (Kelvin)
569.15
General information
Molecular weight
229.31g/mol
Molar mass
229.3110g/mol
Density
1.0570g/cm3
Appearence

Icaridin is a nearly colorless liquid with a faint (almost odorless) scent that is typically described as slightly sweet. It is often used in different formulations such as sprays, lotions, and wipes intended for skin application.

Comment on solubility

Solubility of [2-(carbamoyloxymethyl)-2,3-dimethyl-pentyl] carbamate

The solubility of the compound [2-(carbamoyloxymethyl)-2,3-dimethyl-pentyl] carbamate (C12H23NO3) can be influenced by various factors, including its molecular structure, the presence of functional groups, and the solvent used. Here are some key points to consider regarding its solubility:

  • Polarity: This compound contains polar groups such as carbamoyloxymethyl, which are likely to interact favorably with polar solvents like water.

  • Hydrogen Bonding: The presence of amide functionalities may enhance hydrogen bonding with solvents, potentially increasing its solubility in these environments.

  • Branching and Molecular Structure: The branched alkyl chains can affect packing efficiency and, consequently, the solubility in both polar and non-polar solvents.

  • Solubility Trends: Compared to straight-chain compounds, branched compounds often exhibit higher solubility in organic solvents but may differ significantly in water solubility.

  • Temperature Effects: Changes in temperature are known to affect solubility, with higher temperatures typically leading to increased solubility in many organic compounds.

In summary, while the exact solubility behavior of [2-(carbamoyloxymethyl)-2,3-dimethyl-pentyl] carbamate is dependent on numerous factors, its functional groups suggest a capacity for solubility in polar solvents, complemented by the unique characteristics of its branching structure.

Interesting facts

Interesting Facts about [2-(Carbamoyloxymethyl)-2,3-dimethyl-pentyl] Carbamate

[2-(Carbamoyloxymethyl)-2,3-dimethyl-pentyl] carbamate is a fascinating compound that showcases the intersection of organic chemistry and practical applications.

Key Features

  • Functional Groups: This compound contains multiple functional groups, including a carbamate (–NH–C(=O)–O–) which is significant in pharmaceutical applications due to its bioactivity.
  • Synthesis: The carbamate moiety is often derived from the reaction of alcohols with carbamoyl chlorides, illustrating an important method in organic synthesis.
  • Potential Applications: Compounds like this can be explored for their potential use in drug formulations, especially in targeting specific biological pathways.

Biological Importance

Compounds containing carbamate functionalities have been studied for their effects on enzyme inhibition, and as such, their therapeutic potential cannot be understated. Notably, research has indicated that:

  • They may act as effective pesticides, illustrating their role in agriculture.
  • They can exhibit anticholinesterase activity, making them of interest in treating conditions related to acetylcholine regulation.

Key Takeaway

Overall, [2-(Carbamoyloxymethyl)-2,3-dimethyl-pentyl] carbamate offers a rich area of study within organic chemistry, with noteworthy implications in medicine and beyond. As a scientist or chemistry student, exploring the chemistry of this compound can open doors to understanding its role in various fields. As noted in the words of a famous chemist, "Chemistry is the study of transformation"—and this compound truly embodies that idea.

Synonyms
Mebutamate
Mebutamat
Mebutina
Butatensin
Ipotensivo
Mioartrina
64-55-1
Carbuten
Dormate
Encapla
Preminex
Sigmafon
Vallene
Axiten
Capla
Dicamoylmethtane
Prean
Dicamoylmethane
NO-Press
2,2-Dicarbamyloxymethyl-3-methylpentane
Mebutamato
2-Methyl-2-(1-methylpropyl)-1,3-propanediol dicarbamate
Mebutamatum
2-sec-Butyl-2-methyl-1,3-propanediol dicarbamate
2-sec-Butyl-2-methyltrimethylene dicarbamate
W-583
2-Methyl-2-sec-butyl-1,3-propanediol dicarbamate
W 583
NSC 163921
Mebutamatum [INN-Latin]
1,3-Propanediol, 2-methyl-2-(1-methylpropyl)-, dicarbamate
Mebutamato [INN-Spanish]
Carbamic acid, 2-sec-butyl-2-methyltrimethylene ester
EINECS 200-587-5
UNII-5H8F175RER
NSC-163921
BRN 1788226
5H8F175RER
DTXSID1023239
[2-(carbamoyloxymethyl)-2,3-dimethylpentyl] carbamate
DTXCID203239
1,3-PROPANEDIOL, 2-sec-BUTYL-2-METHYL-, DICARBAMATE
2-sec-butyl-2-methylpropane-1,3-diyl dicarbamate
Mebutamatum (INN-Latin)
Mebutamato (INN-Spanish)
MEBUTAMATE (MART.)
MEBUTAMATE [MART.]
1,3-PROPANEDIOL, 2-METHYL-2-(1-METHYLPROPYL)-, 1,3-DICARBAMATE
Mebutamate [USAN:INN:BAN:JAN]
DEA No. 2800
Dormate (TN)
MFCD00025464
Capla (TN)
Caplaril (Salt/Mix)
MEBUTAMATE [MI]
MEBUTAMATE [INN]
MEBUTAMATE [JAN]
Mebutamate (JAN/USAN)
MEBUTAMATE [USAN]
MEBUTAMATE [WHO-DD]
(+/-)-MEBUTAMATE
SCHEMBL122289
2-[(carbamoyloxy)methyl]-2,3-dimethylpentyl carbamate
CHEMBL1200922
MEBUTAMATE [ORANGE BOOK]
CHEBI:31804
LEROTMJVBFSIMP-UHFFFAOYSA-
MEBUTAMATE, (+/-)-
N05BC04
WLN: ZVO1X1&1OVZY2&1
Tox21_113666
NSC163921
AKOS027379922
DB06797
CAS-64-55-1
1, 2-sec-butyl-2-methyl-, dicarbamate
NCGC00249890-01
DB-054688
M1018
NS00015445
D01807
1, 2-methyl-2-(1-methylpropyl)-, dicarbamate
SR-01000944487
Q6804368
SR-01000944487-1
200-587-5
InChI=1/C10H20N2O4/c1-4-7(2)10(3,5-15-8(11)13)6-16-9(12)14/h7H,4-6H2,1-3H3,(H2,11,13)(H2,12,14)