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Isopropyl N-phenylcarbamate

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Identification
Molecular formula
C10H13NO2
CAS number
122-00-9
IUPAC name
isopropyl N-phenylcarbamate;7-oxabicyclo[2.2.1]heptane-2,3-dicarboxylic acid
State
State

At room temperature, isopropyl N-phenylcarbamate is typically a solid.

Melting point (Celsius)
39.50
Melting point (Kelvin)
312.60
Boiling point (Celsius)
297.90
Boiling point (Kelvin)
571.10
General information
Molecular weight
179.22g/mol
Molar mass
179.2160g/mol
Density
1.1463g/cm3
Appearence

It appears as a crystalline solid that may range in color from white to off-white. It is generally odorless or may possess a faint characteristic smell.

Comment on solubility

Solubility of Isopropyl N-phenylcarbamate and 7-oxabicyclo[2.2.1]heptane-2,3-dicarboxylic Acid

The solubility of a compound is a critical aspect that affects its behavior in various applications, particularly in pharmaceuticals and chemical synthesis. For isopropyl N-phenylcarbamate, a derivative of carbamic acid, solubility may vary depending on the solvent used. Generally, carbamates tend to be:

  • Soluble in organic solvents: Compounds like isopropyl N-phenylcarbamate are often soluble in polar organic solvents such as ethanol and acetone.
  • Insoluble in water: Due to its hydrophobic aromatic ring and bulky structure, it is likely to exhibit low solubility in water.

On the other hand, 7-oxabicyclo[2.2.1]heptane-2,3-dicarboxylic acid is an intriguing bicyclic compound that may present different solubility characteristics:

  • Higher solubility in polar solvents: The presence of carboxylic acid groups typically enhances solubility in water to some extent, enabling hydrogen bonding.
  • Limited solubility in non-polar solvents: The bicyclic structure can impede solubility in hydrocarbon-based solvents.

In summary, the solubility of both compounds is influenced by their respective structures and the solvents involved. As a rule of thumb in chemistry, "like dissolves like," which elucidates how polar solvents interact with polar compounds effectively, whereas non-polar compounds will preferentially dissolve in non-polar solvents.

Interesting facts

Isopropyl N-phenylcarbamate & 7-oxabicyclo[2.2.1]heptane-2,3-dicarboxylic Acid

This compound showcases the fascinating integration of various functional groups and unique structural elements that are characteristic of organic chemistry. Here are some intriguing facts:

  • Diverse Applications: Isopropyl N-phenylcarbamate is known for its role as a herbicide and pesticide. It effectively helps in controlling unwanted plant growth, making it significant in agricultural applications.
  • Chirality: The presence of chiral centers in the bicyclic structure contributes to the compound's stereochemistry, having implications for its reactivity and interaction with biological systems.
  • Multi-functional Groups: This compound features both carbamate and dicarboxylic acid moieties, which enable varied chemical reactivity. The presence of both polar and non-polar regions can influence solubility and reactivity with different substances.
  • Environmental Considerations: As with many compounds used in agriculture, understanding the environmental impact of isopropyl N-phenylcarbamate is crucial for sustainable practices, necessitating research on its degradation and bioaccumulation.

Overall, the investigation of this compound not only contributes to our understanding of organic synthesis but also underscores the importance of green chemistry in modern applications. As one may say, "The chemistry of nature is full of surprises."

Synonyms
MURBETOL
8015-38-1
7-Oxabicyclo(2.2.1)heptane-2,3-dicarboxylic acid, disodium salt, mixt. with 1-methylethyl phenylcarbamate
DTXSID301000999
7-Oxabicyclo[2.2.1]heptane-2,3-dicarboxylic acid--propan-2-yl hydrogen phenylcarbonimidate (1/1)