Skip to main content

Diflubenzuron

ADVERTISEMENT
Identification
Molecular formula
C14H9Cl4N2O2
CAS number
35367-38-5
IUPAC name
3,5-dichloro-N-(3,4-dichlorophenyl)-2-hydroxy-benzamide
State
State

At room temperature, Diflubenzuron is a solid. It is primarily used in agricultural applications as an insecticide, specifically as a growth regulator targeting the larval stages of various insects.

Melting point (Celsius)
230.50
Melting point (Kelvin)
503.60
Boiling point (Celsius)
512.40
Boiling point (Kelvin)
785.60
General information
Molecular weight
310.11g/mol
Molar mass
310.1050g/mol
Density
1.6850g/cm3
Appearence

Diflubenzuron appears as a white crystalline solid. It is usually found in powder form and exhibits stability under normal conditions. The compound does not have a significant odor and is insoluble in water, but soluble in organic solvents like acetone and ethanol.

Comment on solubility

Solubility of 3,5-dichloro-N-(3,4-dichlorophenyl)-2-hydroxy-benzamide

The solubility of 3,5-dichloro-N-(3,4-dichlorophenyl)-2-hydroxy-benzamide can be a complex subject due to its structural characteristics. As a chemical compound, it exhibits varying degrees of solubility depending on the solvent used.

Solubility Characteristics:

  • Polar Solvents: This compound is likely to show better solubility in polar solvents such as water and alcohols due to its hydroxyl (-OH) functional group which enhances hydrogen bonding.
  • Non-Polar Solvents: Conversely, its solubility in non-polar solvents may be limited. The presence of multiple chlorine substituents may hinder interactions in non-polar environments.
  • Temperature Influence: Like many organic compounds, solubility can also be affected by temperature; typically, increased temperature leads to increased solubility.

It's essential to note that the extent of solubility is often influenced by additional factors such as pH levels and the presence of other solutes. Researchers often refer to this compound as relatively insoluble in many common solvents, emphasizing the need for specific conditions to achieve optimal dissolution.

In practice, it is highly recommended to conduct experimental measurements to determine the precise solubility of this compound in various solvents.

Interesting facts

Interesting Facts about 3,5-Dichloro-N-(3,4-dichlorophenyl)-2-hydroxy-benzamide

This compound, known for its complex structure and significant biological activity, is primarily used in the field of pharmaceuticals. Its intriguing features include:

  • Pharmacological Activity: The compound has shown potential for various therapeutic applications, particularly as an anti-inflammatory and analgesic agent. Some studies suggest it may inhibit specific enzymes related to inflammatory processes.
  • Structure-Activity Relationship (SAR): The presence of multiple chlorine atoms and a hydroxyl functional group contributes to the compound's unique reactivity and biological activity. These modifications often play a crucial role in enhancing the potency of related compounds.
  • Synthesis Techniques: Synthesizing this compound requires a multi-step process involving chlorination and acylation reactions. It showcases the importance of synthetic organic chemistry in creating molecules with desired properties.
  • Research Interest: Due to its structural similarities with known bioactive compounds, researchers are actively exploring this compound for its potential use in novel drug development.
  • Environmental Impact: The dichlorinated structure raises concerns regarding its persistence in the environment. Chlorinated compounds can lead to bioaccumulation and may have toxicological implications.

As a versatile compound, 3,5-dichloro-N-(3,4-dichlorophenyl)-2-hydroxy-benzamide exemplifies the intricate interplay between chemical structure and biological function, making it a focal point in current scientific research.

Synonyms
3,3',4',5-Tetrachlorosalicylanilide
1154-59-2
3,5-Dichloro-N-(3,4-dichlorophenyl)-2-hydroxybenzamide
Irgasan BS-200
Caswell No. 833
3,5,3',4'-Tetrachlorosalicylanilide
3,5-Dichlorosalicyl-3,4-dichloroanilide
3,5-Dichlorosalicyl 3,4-dichloroanilide
CHEBI:188648
SALICYLANILIDE, 3,3',4',5-TETRACHLORO-
EINECS 214-576-8
BS-200
3,5-Dichlorosalicylic acid 3,4-dichloroanilide
EPA Pesticide Chemical Code 077403
UNII-HNE676755I
BRN 2153876
DTXSID4040767
HSDB 7730
HNE676755I
IRGASAN BS200
3,4-Dichlorfenylamid kyseliny 3,5-dichlorsalicylove
3,4-Dichlorfenylamid kyseliny 3,5-dichlorsalicylove [Czech]
3,5-Dichloro-N-(3,4-dichloro-phenyl)-2-hydroxy-benzamide
DTXCID2020767
SJQBHPJLLIJASD-UHFFFAOYSA-
3,3',4',5-TETRACHLOROSALICYLANILIDE [MI]
3,3',4',5-TETRACHLOROSALICYLANILIDE [HSDB]
3,4-Dichlorfenylamide kyseliny 3,5-dichlorsalicyclove
214-576-8
inchi=1/c13h7cl4no2/c14-6-3-8(12(19)11(17)4-6)13(20)18-7-1-2-9(15)10(16)5-7/h1-5,19h,(h,18,20)
TCSA
Benzamide, 3,5-dichloro-N-(3,4-dichlorophenyl)-2-hydroxy-
Impregon
Epitope ID:114086
Oprea1_173387
SCHEMBL168748
CHEMBL291338
Tox21_302073
BDBM50215974
MFCD00041745
AKOS001483556
NCGC00255626-01
AS-80029
PD052331
CAS-1154-59-2
DB-240729
NS00004914
3,3'''',4'''',5-tetrachlorosalicylanilide
E85324
3,3'',4'',5-TETRACHLOROSALICYLANILIDE
Q27225696
3,5-dichloro-N-(3,4-dichlorophenyl)-2-hydroxy-benzamide
Benzamide,3,5-dichloro-N-(3,4-dichlorophenyl)-2-hydroxy-