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Chloromethyl Ketone

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Identification
Molecular formula
C21H29ClO2
CAS number
19851-61-9
IUPAC name
(6S,9S,14S,16R,17S)-17-acetyl-6-chloro-10,13,16-trimethyl-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-one
State
State

The compound is in a solid state at room temperature. It appears as a white crystalline solid that maintains its form under normal atmospheric conditions.

Melting point (Celsius)
166.00
Melting point (Kelvin)
439.20
Boiling point (Celsius)
405.30
Boiling point (Kelvin)
678.40
General information
Molecular weight
368.92g/mol
Molar mass
368.9240g/mol
Density
1.2780g/cm3
Appearence

This compound typically appears as a white crystalline solid or powder. It does not have any significant color or odor and is usually very stable under standard conditions.

Comment on solubility

Solubility of (6S,9S,14S,16R,17S)-17-acetyl-6-chloro-10,13,16-trimethyl-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-one

The solubility of the compound (6S,9S,14S,16R,17S)-17-acetyl-6-chloro-10,13,16-trimethyl-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-one can be influenced by various factors, including its molecular structure and functional groups. Here are some key considerations regarding its solubility:

  • Polarity: The presence of polar functional groups may enhance solubility in polar solvents, while the larger hydrophobic regions could lead to lower solubility in water.
  • Solvent Type: It is crucial to identify suitable solvents, as organic compounds like this one typically exhibit better solubility in organic solvents such as ethanol, acetone, or methanol instead of water.
  • Temperature: Increasing temperature typically improves the solubility of most organic compounds, which may apply here as well.
  • Complexation: The formation of complexes with solubilizing agents or surfactants can also enhance solubility in various media.

Overall, understanding the solubility characteristics of this compound is essential for its applications in chemical processes and formulations. Further experimental studies may be needed to quantitatively determine solubility limits in different solvents.

Interesting facts

Interesting Facts about (6S,9S,14S,16R,17S)-17-acetyl-6-chloro-10,13,16-trimethyl-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-one

This complex compound is an intriguing member of the synthetic organic chemistry family, showcasing a blend of structural elements that contribute to its unique properties. Here are some fascinating aspects:

  • Complex Structure: The extensive chiral centers (6S, 9S, 14S, 16R, 17S) indicate that this compound has multiple stereoisomers, which can lead to different biological activities. The presence of chirality often results in one form exhibiting desired therapeutic effects while others may be inert or even toxic.
  • Acetyl Group Influence: The acetyl modification at position 17 can significantly enhance lipophilicity, allowing this compound to traverse biological membranes more easily, which is essential in drug design and delivery systems.
  • Chlorination Role: The inclusion of a chlorine atom at position 6 often improves the stability of the compound, rendering it less susceptible to metabolic breakdown. Chlorinated compounds are frequently observed in pharmaceuticals due to their bioactive properties.
  • Natural Product Analog: This compound is structurally similar to several natural steroids, highlighting the intricate connections between synthetic chemistry and biologically active compounds derived from nature. This resemblance opens avenues for targeted modifications tailored toward specific therapeutic outcomes.

“In synthetic chemistry, the more complex the challenge, the more satisfying the discovery.” This philosophy rings true when considering the synthetic pathways employed to create compounds like this one. Each step in its synthesis can offer insights into novel methodologies and might inspire further innovations within the field.

Overall, the fascinating structural characteristics and potential biological implications make this compound a notable subject of study for chemists seeking to uncover new horizons in drug development and organic synthesis.

Synonyms
NS00125725