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Identification
Molecular formula
C10H11ClN2O2
CAS number
76144-81-5
IUPAC name
6-amino-2-(2-chloroethyl)-2,3-dihydro-1,3-benzoxazin-4-one
State
State

Solid at room temperature.

Melting point (Celsius)
138.50
Melting point (Kelvin)
411.65
Boiling point (Celsius)
375.60
Boiling point (Kelvin)
648.75
General information
Molecular weight
247.66g/mol
Molar mass
394.8630g/mol
Density
1.3610g/cm3
Appearence

A yellow solid compound.

Comment on solubility

Solubility of 6-amino-2-(2-chloroethyl)-2,3-dihydro-1,3-benzoxazin-4-one

The solubility of the compound 6-amino-2-(2-chloroethyl)-2,3-dihydro-1,3-benzoxazin-4-one is a fascinating topic due to its unique molecular structure. The solubility characteristics can be influenced by various factors, making it essential to consider the following aspects:

  • Polar vs. Nonpolar: Understanding the polarity of the molecule is crucial, as polar compounds tend to dissolve well in polar solvents (e.g., water), while nonpolar compounds dissolve in nonpolar solvents (e.g., oils).
  • Functional Groups: The presence of functional groups within the molecule, such as amino and chloroethyl groups, can increase solubility in polar solvents, potentially enabling hydrogen bonding.
  • Solvent Compatibility: The choice of solvent plays a significant role. For example, water may enhance solubility due to the molecule's polar characteristics, whereas organic solvents like ethanol or dimethyl sulfoxide (DMSO) might also serve as effective dissolving agents.

It is essential to note that solubility is often temperature-dependent: as temperature increases, solubility can also increase for some compounds. However, in some cases, it may decrease.
Therefore, analyzing the solubility behavior of 6-amino-2-(2-chloroethyl)-2,3-dihydro-1,3-benzoxazin-4-one requires careful experimentation and consideration of both its chemical structure and the environment in which it is placed.

Interesting facts

Interesting Facts about 6-Amino-2-(2-chloroethyl)-2,3-dihydro-1,3-benzoxazin-4-one

6-Amino-2-(2-chloroethyl)-2,3-dihydro-1,3-benzoxazin-4-one is a fascinating compound that bridges the fields of medicinal chemistry and agrochemicals. Often considered in the realm of bioactive molecules, this compound possesses intriguing properties that merit exploration.

Biological Significance

This compound's structure is a part of a larger class of benzoxazinones, which are known for their significant antimicrobial and antitumor activities. Here are some points to consider:

  • Mechanism of Action: It inhibits specific enzymes that are crucial for the survival of certain pathogens.
  • Plant Defense: Benzoxazinones, including this compound, contribute to the defense mechanisms in many plants, deterring herbivores and pathogens.
  • Synthetic Pathways: The synthesis of this compound is an excellent example of how organic synthesis techniques can be applied to generate biologically relevant molecules.

Chemical Properties

Beyond its biological activity, 6-amino-2-(2-chloroethyl)-2,3-dihydro-1,3-benzoxazin-4-one exhibits some fascinating chemical properties:

  • Reactivity: The presence of the chloroethyl group makes it a versatile starting material for further reactions, opening avenues for creating even more complex derivatives.
  • Heterocyclic Nature: Being a heterocyclic compound, it contains different atoms in the ring structure, contributing to its diverse chemical behavior.

Applications in Research

This compound has attracted attention in various fields, including:

  • Pharmaceutical Development: It serves as a lead compound in the design of new drugs targeting specific diseases.
  • Agriculture: Its potential use as a biopesticide can help in creating environmentally friendly agricultural practices.
  • Material Science: Research is ongoing to explore its incorporation into novel materials due to its unique chemical properties.

In summary, the study of 6-amino-2-(2-chloroethyl)-2,3-dihydro-1,3-benzoxazin-4-one opens up exciting possibilities in various scientific domains. As chemistry continues to evolve, compounds like this serve as a testament to the power of chemical research in addressing real-world challenges.

Synonyms
Aminochlorthenoxazin
3567-76-8
Aminochlorthenoxazine
6-amino-2-(2-chloroethyl)-2,3-dihydro-1,3-benzoxazin-4-one
ICI 350
AM6P84G66V
4H-1,3-Benzoxazin-4-one, 6-amino-2-(2-chloroethyl)-2,3-dihydro-
[9-(2-chloroethyl)-7-oxo-10-oxa-8-azabicyclo[4.4.0]deca-2,4,11-trien-4-yl]azanium chloride
6-Amino-2-(2-chloroethyl)-2,3-dihydro-4H-benzo[e][1,3]oxazin-4-one
UNII-AM6P84G66V
ICI-350
6-Amino-2-(2-chloroethyl)-2H-1,3-benzoxazin-4(3H)-one
6-Amino-2-chloroethyl-3,4-dihydro-2H-1,3-benzoxazin-4-one
2H-1,3-Benzoxazin-4(3H)-one, 6-amino-2-(2-chloroethyl)-
2,3-Dihydro-6-amino-2-(2-chloroethyl)-4H-1,3-benzoxazin-4-one
2-(beta-Chloroethyl)-2,3-dihydro-4-oxo-6-amino-1,3-benzoxazine
AMINOCHLOROTHENOXAZIN
SCHEMBL26119
AMINOCHLORTHENOXAZIN [MI]
DTXSID70957052
HY-U00152
4H-1,3-BENZOXAZIN-4-ONE, 2,3-DIHYDRO-6-AMINO-2-(2-CHLOROETHYL)-
AKOS040732423
CS-7191
DA-70778
6-Amino-2-(2-chloroethyl)-2H-1,3-benzoxazin-4-ol
Q27274000
2-(.BETA.-CHLOROETHYL)-2,3-DIHYDRO-4-OXO-6-AMINO-1,3-BENZOXAZINE
6-AMINO-2-(2-CHLOROETHYL)-2,3-DIHYDRO-4H-1,3-BENZOXAZIN-4-ONE
6-AMINO-2-(2-CHLOROETHYL)-3,4-DIHYDRO-2H-1,3-BENZOXAZIN-4-ONE