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Phenyl 5,6-dichloro-2-(trifluoromethyl)-1H-benzimidazole-1-carboxylate

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Identification
Molecular formula
C15H7Cl2F3N2O2
CAS number
908163-22-0
IUPAC name
phenyl 5,6-dichloro-2-(trifluoromethyl)benzimidazole-1-carboxylate
State
State

At room temperature, phenyl 5,6-dichloro-2-(trifluoromethyl)benzimidazole-1-carboxylate is usually found in a solid state. This compound is not commonly found in a gaseous or liquid state under standard conditions.

Melting point (Celsius)
190.00
Melting point (Kelvin)
463.15
Boiling point (Celsius)
352.00
Boiling point (Kelvin)
625.15
General information
Molecular weight
349.13g/mol
Molar mass
349.1000g/mol
Density
1.4300g/cm3
Appearence

This compound typically appears as a solid at room temperature and can be a crystalline powder. Its color and appearance can vary based on purity and sample preparation.

Comment on solubility

Solubility of Phenyl 5,6-Dichloro-2-(Trifluoromethyl)Benzimidazole-1-Carboxylate

The solubility of phenyl 5,6-dichloro-2-(trifluoromethyl)benzimidazole-1-carboxylate can be characterized by several key factors that influence its interaction with solvents:

  • Polarity: Given the presence of both chlorine and trifluoromethyl groups, this compound exhibits a moderate level of polarity. This impacts its solubility in polar solvents, though the strong electronegativity of fluorine may hinder solubility in some instances.
  • Hydrogen Bonding: The carboxylate functional group can engage in hydrogen bonding, which may enhance solubility in protic solvents like water, but the bulky aromatic structure may limit this effect.
  • Solvent Interaction: It is likely to be more soluble in organic solvents such as dichloromethane or ethyl acetate rather than in water, following the general principle that "like dissolves like."
  • Thermodynamic Stability: The solubility might also depend on the thermodynamics of the dissolution process, influenced by entropy and enthalpy changes during the solvation process.

In summary, while it is difficult to predict absolute solubility values without empirical data, phenyl 5,6-dichloro-2-(trifluoromethyl)benzimidazole-1-carboxylate likely shows a varied solubility profile depending on the solvent system employed. Its interactions through hydrogen bonding and molecular structure are critical in understanding how effectively it solubilizes in different environments.

Interesting facts

Interesting Facts about Phenyl 5,6-Dichloro-2-(Trifluoromethyl)benzimidazole-1-carboxylate

Phenyl 5,6-dichloro-2-(trifluoromethyl)benzimidazole-1-carboxylate is a fascinating compound that finds its place in various fields of chemistry and pharmaceuticals. Here are some intriguing details:

  • Biological Activity: This compound exhibits significant pharmacological properties, making it a subject of interest for researchers looking into novel therapeutic agents. Its unique structure allows it to interact with biological systems in ways that may aid in the development of new drugs.
  • Synthetic Versatility: The synthesis of phenyl 5,6-dichloro-2-(trifluoromethyl)benzimidazole-1-carboxylate utilizes various methodologies, showcasing its adaptability in synthetic organic chemistry. Techniques such as reactions involving halogens and functional group transformations are often employed, highlighting the compound's diverse synthetic routes.
  • Mechanism of Action: Like many benzimidazole derivatives, this compound's mechanism of action can be attributed to its ability to form hydrogen bonds with biological macromolecules, which may lead to inhibition of specific enzymes or receptors.
  • Environmental Persistence: The trifluoromethyl group in its structure suggests that it may exhibit stability against degradation, which raises important considerations regarding its environmental impact and persists within ecosystems.
  • Applications in Research: Beyond its potential therapeutic benefits, the compound is used in research settings as a lead compound for designing more potent derivatives. It serves as a model for understanding the structure-activity relationship (SAR) in medicinal chemistry.

As a chemistry student or researcher, diving into the study of such compounds provides invaluable insights into the complex interplay between molecular structures and their biological implications. As the quote goes, "From small beginnings come great things,", and this compound is a testament to that in the realm of chemical discovery.

Synonyms
Fenazaflor
14255-88-0
Fenoflurazole
Tarzol
Fenozaflor
Fenzaflor
LOVOZAL
Lavozal
Fisons NC 5016
OMS 1243
ENT 27438
NSC 191025
NC 5016
4V4BCX2QET
5,6-Dichloro-1-phenoxycarbonyl-2-trifluoromethylbenzimidazole
1-Benzimidazolecarboxylic acid, 5,6-dichloro-2-(trifluoromethyl)-, phenyl ester
1H-Benzimidazole-1-carboxylic acid, 5,6-dichloro-2-(trifluoromethyl)-, phenyl ester
5,6-Dichloro-2-trifluoromethylbenzimidazole-1-carboxylate
DTXSID2041969
Phenyl-5,6-dichloro-2-(trifluoromethyl)-1H-benzimidazole-1-carboxylate
NSC-191025
NC-5016
DTXCID0021969
238-134-9
Fenazaflor [ISO]
Lovozal; NC 5016; NSC 191025
phenyl 5,6-dichloro-2-(trifluoromethyl)benzimidazole-1-carboxylate
Caswell No. 654A
Phenyl 5,6-Dichloro-2-trifluoromethylbenzimidazole-1-carboxylate
Phenyl 5,6-dichloro-2-(trifluoromethyl)-1H-benzo[d]imidazole-1-carboxylate
HSDB 1750
EINECS 238-134-9
UNII-4V4BCX2QET
EPA Pesticide Chemical Code 598700
BRN 0964952
AI3-27438
FENAZAFLUOR
Phenyl 5,6-dichloro-2-(trifluoromethyl)-1-benzimidazolecarboxylate
Phenyl-5,6-dichloro-2-trifluoromethyl-benzimidazole-1-carboxylate
FENAZAFLOR [HSDB]
SCHEMBL118829
SCHEMBL29394219
CHEBI:82159
MSK20492
AKOS015904139
FF104288
NS00021651
Fenazaflor, PESTANAL(R), analytical standard
C19029
Q15632891
Phenyl 5,6-dichloro-2-(trifluoromethyl)-1H-benzimidazole-1-carboxylate
Phenyl 5,6-dichloro-2-(trifluoromethyl)-1H-benzimidazole-1-carboxylate #
PHENYL 5,6-DICHLORO-2-TRIFLUOROMETHYL-1-BENZIMIDAZOLECARBOXYLATE