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Dinoseb

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Identification
Molecular formula
C10H12N2O5
CAS number
88-85-7
IUPAC name
6-isopropyl-3-methyl-2,4-dinitro-phenol
State
State

At room temperature, dinoseb is in a solid crystalline state. It can be dissolved in organic solvents and has limited solubility in water.

Melting point (Celsius)
40.50
Melting point (Kelvin)
313.70
Boiling point (Celsius)
377.50
Boiling point (Kelvin)
650.60
General information
Molecular weight
240.22g/mol
Molar mass
240.2210g/mol
Density
1.4580g/cm3
Appearence

Dinoseb appears as solid, yellow crystals or powder. It is known for its bright yellow coloration and has a distinct odor. This compound is sensitive to light and degrades upon prolonged exposure, leading to a change in its appearance.

Comment on solubility

Solubility of 6-isopropyl-3-methyl-2,4-dinitro-phenol

6-isopropyl-3-methyl-2,4-dinitro-phenol, commonly known as a part of the phenolic compounds, exhibits unique solubility characteristics that are worth discussing. Its solubility can be influenced by several factors:

  • Polarity: The presence of polar -OH (hydroxyl) groups in its structure tends to enhance solubility in polar solvents like water.
  • Functional Groups: The dinitro substituents increase the polar character of the molecule, promoting interactions with polar solvents.
  • Hydrophobic Effects: The isopropyl and methyl groups contribute a hydrophobic aspect, which might limit solubility in highly polar environments.
  • pH Influence: Changes in pH can affect the ionization state, thereby modifying its solubility; acidic conditions can increase solubility due to protonation of the nitrogen.

As a result, you may observe:

  • High solubility in organic solvents, such as ethanol and acetone.
  • Moderate solubility in water at certain pH levels, particularly if the compound is in a neutral or slightly acidic medium.
  • Low solubility in non-polar solvents due to the substantial hydrophobic character of its isopropyl group.

In conclusion, the solubility of 6-isopropyl-3-methyl-2,4-dinitro-phenol is a complex interplay of its structural features and the solvent environment. Understanding these solubility traits is crucial for applications related to synthesis, extraction, and formulation in chemistry.

Interesting facts

Interesting Facts about 6-Isopropyl-3-Methyl-2,4-Dinitro-Phenol

6-Isopropyl-3-methyl-2,4-dinitro-phenol, commonly recognized for its distinctive structure and biological activity, has piqued the interest of chemists and researchers alike. Here are some fascinating insights:

  • Biochemical Significance: This compound is categorized as a herbicide, specifically used to control broadleaf weeds. Its efficacy stems from the interference it causes in processes such as photosynthesis and cellular respiration of unwanted plants.
  • Structural Complexity: The presence of both isopropyl and methyl groups contributes to its lipophilic properties, which can influence its interaction with biological membranes. The positioning of the nitro groups also plays a crucial role in its reactivity and herbicidal activity.
  • Environmental Considerations: As a compound used in agriculture, understanding its environmental impact is essential. Research is ongoing to determine its persistence in soil and its effects on non-target organisms, emphasizing the need for responsible usage.
  • Historical Context: The development of compounds like 6-isopropyl-3-methyl-2,4-dinitro-phenol represents the advancements in organic chemistry and agricultural sciences over the past century, reflecting a growing understanding of chemical interactions in ecosystems.
  • Safety Rankings: Due to its role as an herbicide, regulatory bodies often assess its toxicity and safety parameters, ensuring that it can be used effectively without posing undue risk to human health or the environment.

Overall, 6-isopropyl-3-methyl-2,4-dinitro-phenol remains a significant compound not just in chemical synthesis, but also in its practical applications and the implications of its usage in agriculture. As researchers continue to explore its properties, the compound highlights the intricate balance between chemical efficacy and environmental stewardship.

Synonyms
2,6-DINITROTHYMOL
2,4-Dinitrothymol
303-21-9
Dinitrothymol 1-2-4
Thymol, 2,6-dinitro-
Dinitrothymol 1-2-4 [French]
Phenol, 3-methyl-6-(1-methylethyl)-2,4-dinitro-
m-Cresol, 2,4-dinitro-6-isopropyl-
NSC 6767
EINECS 206-135-3
m-Cresol, 2,4-dinitro-6-isobropyl-
BRN 2059319
AI3-15485
HWQ252SSA6
DTXSID6059786
3-06-00-01911 (Beilstein Handbook Reference)
NSC-6767
Thymol,6-dinitro-
UNII-HWQ252SSA6
DTXCID1038165
NSC6767
m-Cresol,4-dinitro-6-isopropyl-
XBCVBHKJVWVNID-UHFFFAOYSA-N
AKOS022144985
WLN: WNR BQ F1 DNW CY1 & 1
2-Isopropyl-4,6-dinitro-5-methyl phenol
DS-001141
NS00028894
phenol, 2-isopropyl-5-methyl-4,6-dinitro-
PHENOL,3-METHYL-6-(1-METHYLETHYL)-2,4-DINITRO-