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3-Bromobutan-2-one

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Identification
Molecular formula
C4H7BrO
CAS number
814-75-5
IUPAC name
3-bromobutan-2-one
State
State

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

Melting point (Celsius)
-39.00
Melting point (Kelvin)
234.15
Boiling point (Celsius)
123.00
Boiling point (Kelvin)
396.15
General information
Molecular weight
151.01g/mol
Molar mass
151.0060g/mol
Density
1.4840g/cm3
Appearence

3-Bromobutan-2-one is a colorless to pale yellow liquid. It has a distinct, pungent odor.

Comment on solubility

Solubility of 3-Bromobutan-2-one

3-Bromobutan-2-one, with its molecular formula C4H7BrO, exhibits a noteworthy solubility pattern in various solvents. This compound is known to be:

  • Moderately soluble in polar solvents such as water due to its polar carbonyl functional group.
  • High solubility in organic solvents like ethanol, acetone, and dichloromethane, reflecting its hydrophobic butanone structure.

The solubility can be attributed to the following factors:

  1. Polarity: The presence of the bromine atom and the carbonyl group enhances its ability to interact with polar solvents.
  2. Hydrophobic interactions: The alkyl chain allows for favorable interactions with non-polar organic solvents.

In practical applications, this means that when performing reactions or extractions involving 3-bromobutan-2-one, choosing the right solvent is critical for optimal solubility and reactivity. As one researcher aptly noted, "Understanding solubility is key to unlocking the full potential of organic compounds."

Overall, 3-bromobutan-2-one demonstrates a versatile solubility profile that can be leveraged in various chemical processes, making it a valuable compound in the field of organic chemistry.

Interesting facts

Interesting Facts About 3-Bromobutan-2-one

3-Bromobutan-2-one is an intriguing organic compound that falls within the category of halogenated ketones. This compound has various applications that highlight its significance in both academic and industrial chemistry.

Key Characteristics

  • Structure: The presence of a bromine atom in its structure lends unique reactivity compared to its non-halogenated counterparts.
  • Synthesis: 3-Bromobutan-2-one is commonly synthesized through the bromination of 2-butanone, showcasing the importance of functional group transformations in organic synthesis.
  • Intermediary Role: It serves as a crucial intermediate in the synthesis of various pharmaceuticals and agrochemicals, showcasing its versatility in synthetic pathways.

Applications

This compound is utilized in several ways, most notably in:

  • Organic synthesis where it can act as a building block for more complex molecules.
  • The creation of specific chiral compounds, essential in drug development due to their biological activity.
  • Research settings, where it aids in the exploration of nucleophilic substitution reactions due to its reactivity.

Chemical Behavior

3-Bromobutan-2-one's fascinating chemical behavior arises primarily from the bromine atom's electronegativity. This can lead to polarization of the C-Br bond, making it susceptible to nucleophilic attack. As a result, a variety of reactions can occur, such as:

  • Substitution: It is feasible to replace the bromine atom with various nucleophiles.
  • Elimination: Under certain conditions, elimination reactions can yield alkenes, further diversifying its application.

With its multifaceted roles in synthetic organic chemistry, 3-Bromobutan-2-one is a compound of great interest for both scientists and students alike. As you delve into the world of organic compounds, understanding the behavior and applications of halogenated ketones like 3-Bromobutan-2-one can significantly enhance your grasp of reaction mechanisms and synthesis techniques.

Synonyms
3-BROMO-2-BUTANONE
814-75-5
2-Butanone, 3-bromo-
EINECS 212-404-6
DTXSID50883587
DTXCID101023101
bnboufhctifwhn-uhfffaoysa-n
3-Bromobutan-2-one
3-bromo-butan-2-one
2-bromo-3-butanone
3-bromobutanone
3-bromo-2-butanon
3-Bromobut-2-one
MFCD00013538
3-bromo-butan-2-on
3-Bromo-2-butanone, 97%
SCHEMBL215646
AAA81475
STL268901
AKOS015841107
AT12822
AS-75985
DB-031917
CS-0130132
NS00042322
EN300-95280