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2-(3-chloro-4-isopentyloxy-phenyl)ethanehydroxamic acid

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Identification
Molecular formula
C13H18ClNO3
CAS number
51776-44-0
IUPAC name
2-(3-chloro-4-isopentyloxy-phenyl)ethanehydroxamic acid
State
State

At room temperature, 2-(3-chloro-4-isopentyloxy-phenyl)ethanehydroxamic acid exists as a solid. It is stable under normal temperature and pressure conditions.

Melting point (Celsius)
152.30
Melting point (Kelvin)
425.45
Boiling point (Celsius)
312.50
Boiling point (Kelvin)
585.65
General information
Molecular weight
287.76g/mol
Molar mass
287.7590g/mol
Density
1.1200g/cm3
Appearence

2-(3-chloro-4-isopentyloxy-phenyl)ethanehydroxamic acid is typically in solid form at room temperature. It may appear as a crystalline powder or a granular solid. The color can vary slightly based on purity but is generally off-white to beige. The compound usually does not have a strong odor under standard conditions.

Comment on solubility

Solubility of 2-(3-chloro-4-isopentyloxy-phenyl)ethanehydroxamic acid

The solubility of 2-(3-chloro-4-isopentyloxy-phenyl)ethanehydroxamic acid can be notably influenced by its molecular structure. Understanding its solubility profile is crucial for predicting its behavior in various solvents and environments.

Factors Affecting Solubility

Several factors affect the solubility of this compound:

  • Polarity: Due to the presence of the hydroxamic acid functional group, this compound is likely to exhibit polar characteristics, which can enhance its solubility in polar solvents such as water.
  • Hydrogen Bonding: The hydroxamic acid moiety can participate in hydrogen bonding, further facilitating solubility in protic solvents.
  • Hydrophobic Interactions: The isopentyloxy group introduces hydrophobic properties, which may limit solubility in non-polar solvents. This creates a balance that affects the overall solubility.

Solubility Trends

Generally, when discussing solubility:

  • Compounds that are more polar tend to have higher solubility in water.
  • Compounds with large hydrophobic (non-polar) regions may show decreased solubility in polar solvents.

Quote: "Like dissolves like" is a common axiom in chemistry that emphasizes the importance of polarity in solubility.

Ultimately, the solubility of 2-(3-chloro-4-isopentyloxy-phenyl)ethanehydroxamic acid is likely to present a complex behavior that reflects both polar and non-polar characteristics, making it imperative to conduct empirical solubility studies for definitive insights.

Interesting facts

Interesting Facts about 2-(3-chloro-4-isopentyloxy-phenyl)ethanehydroxamic acid

2-(3-chloro-4-isopentyloxy-phenyl)ethanehydroxamic acid is a fascinating compound in the realm of chemistry, particularly due to its potential applications in medicinal chemistry. Below are some intriguing insights about this compound:

  • Hydroxamic Acid Functionality: The presence of the hydroxamic acid group in this compound plays a significant role in its biological activity. Hydroxamic acids are known for their ability to chelate metals, which can be advantageous in designing drugs aimed at treating metal-related disorders.
  • Chlorine Substitution: The incorporation of chlorine into the phenyl ring affects the compound’s electronic properties and can enhance its reactivity, making it a valuable target in synthesis.
  • Potential Therapeutic Uses: Research has indicated that derivatives of hydroxamic acid show promise in the treatment of various diseases, including cancers and infections. This highlights the importance of compounds like this one in pharmaceutical research.
  • Isopentyl Group Influence: The isopentyloxy side group can contribute to the lipophilicity of the compound, making it more likely to permeate biological membranes. This could improve its bioavailability when administered as a pharmaceutical agent.
  • Synthetic Interest: The synthesis of such complex compounds often poses challenges that can enrich the organic chemistry curriculum. The methods involved provide excellent examples of contemporary synthetic techniques.

As chemists continue to explore the potential of compounds like 2-(3-chloro-4-isopentyloxy-phenyl)ethanehydroxamic acid, new discoveries related to their therapeutic capabilities and reactivity profiles are eagerly anticipated. The ongoing research surrounding its applications underscores why this compound is a noteworthy subject in chemical studies.

Synonyms
15560-63-1
BRN 2138687
2-(3-Chloro-4-isopentyloxy)phenylacetohydroxamic acid
ACETOHYDROXAMIC ACID, 2-(3-CHLORO-4-ISOPENTYLOXY)PHENYL-
DTXSID40165925
DTXCID0088416
2-[3-chloro-4-(3-methylbutoxy)phenyl]-N-hydroxyacetamide
2-[3-Chloro-4-(isopentyloxy)phenyl]acetohydroxamic acid