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1,4-dibromo-2,3-butanedione

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Identification
Molecular formula
C4H4Br2O2
CAS number
6009-70-7
IUPAC name
1,4-dibromobutane-2,3-dione
State
State

At room temperature, 1,4-dibromo-2,3-butanedione is typically found as a solid. It should be handled carefully under dry conditions.

Melting point (Celsius)
66.00
Melting point (Kelvin)
339.15
Boiling point (Celsius)
215.00
Boiling point (Kelvin)
488.15
General information
Molecular weight
243.88g/mol
Molar mass
243.8760g/mol
Density
2.3250g/cm3
Appearence

1,4-dibromo-2,3-butanedione is a pale yellow solid that appears crystalline in nature. It may be sensitive to light and prone to sublimation under standard conditions.

Comment on solubility

Solubility of 1,4-Dibromobutane-2,3-dione

1,4-Dibromobutane-2,3-dione exhibits intriguing solubility characteristics due to its unique molecular structure. Understanding its solubility is crucial for various applications, such as synthesis and formulation. Here's what you need to know:

  • Polarity: Being a diketone, 1,4-dibromobutane-2,3-dione features both polar carbonyl groups and non-polar hydrocarbon chains. This results in a compound that may show varying solubility behaviors in different solvents.
  • Solvent Interactions: It is generally more soluble in polar solvents, such as:
    • Water
    • Alcohols
    • Aqueous solutions
  • Conversely, its solubility in non-polar solvents may be limited due to the presence of polar functional groups that do not interact favorably with non-polar molecules.

The principle of "like dissolves like" can be applied here. When considering solubility:

  1. For effective solubility, choose polar solvents where hydrogen bonding can enhance dissolution.
  2. In non-polar media, the lack of similar interactions might hinder solubility.

In conclusion, while 1,4-dibromobutane-2,3-dione is more soluble in polar environments, the extent of its solubility can depend on factors such as temperature, concentration, and the presence of other solutes. This compound's behavior underscores the fascinating interplay between molecular structure and solubility.

Interesting facts

Interesting Facts about 1,4-Dibromobutane-2,3-dione

1,4-Dibromobutane-2,3-dione is a fascinating organic compound that offers a variety of intriguing aspects to explore. Here are some key points that highlight its significance:

  • Structure and Reactivity: This compound features a symmetrical structure with two bromine atoms attached at the 1 and 4 positions of the butane chain. The presence of the two carbonyl groups at the 2 and 3 positions significantly enhances its reactivity, making it a valuable precursor in organic synthesis.
  • Applications: 1,4-Dibromobutane-2,3-dione serves as an important building block in the synthesis of various pharmaceuticals and agrochemicals. It can participate in nucleophilic addition reactions, allowing chemists to create a diverse array of functionalized compounds.
  • Synthesis: The synthesis of this compound often involves the bromination of butane-2,3-dione. This step is critical as it introduces the bromine substituents that are pivotal for subsequent reactions. *“Mastering the art of bromination opens the door for numerous synthetic opportunities!”*
  • Biological Relevance: Compounds with similar structures have been studied for their potential biological activities, including antimicrobial and antifungal properties. This raises the potential for 1,4-dibromobutane-2,3-dione to be explored in medicinal chemistry.
  • Environmental Considerations: As with many halogenated compounds, the environmental impact is an area of concern. Understanding the behavior of 1,4-dibromobutane-2,3-dione in terms of persistence and degradation is essential in predicting its ecological footprint.

In summary, 1,4-dibromobutane-2,3-dione is not just a compound of interest due to its unique structural features, but also a vital participant in the landscape of synthetic chemistry, with promising applications and important implications for both biological science and environmental safety.

Synonyms
1,4-Dibromo-2,3-butanedione
6305-43-7
1,4-Dibromobutane-2,3-dione
2,3-BUTANEDIONE, 1,4-DIBROMO-
1,4-Dibromobutanedione
alpha,alpha'-Dibromobiacetyl
NHZ2FG6JE3
EINECS 228-615-1
NSC 41130
NSC 75722
BRN 0970154
NSC-41130
NSC-75722
DTXSID9064219
3-01-00-03110 (Beilstein Handbook Reference)
symDibromodiacetyl
2,2'Dibromobiacetyl
1,4Dibromobutanedione
1,4Dibromobutane2,3dione
2,3Butanedione, 1,4dibromo
DTXCID6043624
228-615-1
2,2'-Dibromobiacetyl
1,4-Dibromodiacetyl
S 67
.alpha.,.alpha.'-Dibromobiacetyl
1,3-butanedione
2, 1,4-dibromo-
NSC 41130; NSC 75722
WLN: E1VV1E
sym-Dibromodiacetyl
UNII-NHZ2FG6JE3
NCIOpen2_004775
SCHEMBL180158
1,4-dibromo 2,3-butanedione
CHEBI:188852
NSC41130
NSC75722
MFCD00000205
AKOS015912914
1,4-Dibromo-2,3-butanedione, 99%
AS-59076
FD163491
DB-054394
CS-0014426
NS00035270
EN300-77568
F14611
InChI=1/C4H4Br2O2/c5-1-3(7)4(8)2-6/h1-2H