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3-Chlorobutan-2-one

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Identification
Molecular formula
C4H7ClO
CAS number
4091-39-8
IUPAC name
3-chlorobutan-2-one
State
State

At room temperature, 3-Chlorobutan-2-one is a liquid.

Melting point (Celsius)
-39.00
Melting point (Kelvin)
234.15
Boiling point (Celsius)
118.00
Boiling point (Kelvin)
391.15
General information
Molecular weight
106.56g/mol
Molar mass
106.5590g/mol
Density
1.0920g/cm3
Appearence

3-Chlorobutan-2-one is a colorless liquid with a pungent odor. It is a chloro-ketone, and its structure includes a ketone group (C=O) between the second and third carbon in the butane chain, with a chlorine atom attached to the third carbon.

Comment on solubility

Solubility of 3-chlorobutan-2-one

3-chlorobutan-2-one, a ketone compound, demonstrates intriguing solubility characteristics that are essential to understand its chemical behavior and potential applications. Here are some key points about its solubility:

  • Polar Nature: Due to the presence of the carbonyl group (C=O) in the molecular structure, 3-chlorobutan-2-one is a polar compound. Polar compounds tend to interact favorably with polar solvents like water.
  • Solubility in Water: While it is moderately soluble in water, its solubility is influenced by the size and branching of its carbon chain. Generally, smaller ketones exhibit better solubility in aqueous environments.
  • Solvents: 3-chlorobutan-2-one is highly soluble in organic solvents such as ethanol, acetone, and chloroform. This makes it useful in various organic synthesis applications.
  • Temperature Dependency: Its solubility can also be affected by temperature; often, an increase in temperature leads to a greater solubility in both water and organic solvents.

In summary, the solubility of 3-chlorobutan-2-one is primarily dictated by its polar characteristics, making it a compound that can interact with both polar and non-polar solvents, although its interaction strength may vary. As a result, it has a versatile role in chemical laboratories and industry alike.

Interesting facts

Interesting Facts About 3-Chlorobutan-2-one

3-Chlorobutan-2-one is a unique organic compound that belongs to the class of ketones. This intriguing substance has garnered attention due to its versatile applications and interesting chemical properties. Here are some fascinating points to consider:

  • Structure and Isomerism: The compound features a ketone functional group with a chlorine atom attached to the third carbon in the butan chain. Its structural formula allows for the existence of stereoisomers, which can lead to different chemical behaviors.
  • Reactivity: As a ketone, 3-chlorobutan-2-one easily participates in nucleophilic addition reactions, making it a valuable starting material in organic synthesis. It can react with Grignard reagents to form alcohols, opening up pathways for further functionalization.
  • Applications in Synthesis: This compound serves as an important intermediate in the production of various pharmaceuticals and agrochemicals. Its derivatives can be found in drugs and compounds that possess interesting biological activity.
  • Flavor and Fragrance: Due to its unique scent, derivatives of 3-chlorobutan-2-one may be used in the formulation of flavoring agents and fragrances, adding to its commercial significance in the food and cosmetics industries.
  • Biological Relevance: Some studies suggest that ketones, including 3-chlorobutan-2-one, may have potential antitumor activity, making it a subject of investigation in medicinal chemistry.

In summary, 3-chlorobutan-2-one is not just a simple molecular entity; it embodies a plethora of chemical possibilities. From its intriguing structure to its significant role in organic synthesis and application in flavoring, this compound is an excellent example of how even small changes in molecular composition can lead to vast differences in properties and applications.

Synonyms
3-CHLORO-2-BUTANONE
4091-39-8
2-Butanone, 3-chloro-
2-Chloro-3-butanone
EINECS 223-834-9
DTXSID00863319
EC 223-834-9
DTXCID40811955
oimrlhcslquxll-uhfffaoysa-n
3-Chlorobutan-2-one
1-Acetyl-1-chloroethane
3-Chlorobutanone
1-Chloroethyl methyl ketone
3-chloro-butan-2-one
MFCD00000865
2-Butanone, 3-chloro-, (+)-
3-chloro-2-butanon
3-chlorobutan-2-on
SCHEMBL197640
3-Chloro-2-butanone, 97%
(+/-)-3-Chloro-2-butanone
BBL027312
STL146514
AKOS000121549
LS-12989
NS00006484
EN300-16462
G77201
Q1762235
F0001-1156
3-Chloro-2-butanone, produced by Wacker Chemie AG, Burghausen, Germany, >=96.0% (GC)