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2,2,2-Tribromoacetaldehyde

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Identification
Molecular formula
C2HBr3O
CAS number
75-87-6
IUPAC name
2,2,2-tribromoacetaldehyde
State
State

2,2,2-Tribromoacetaldehyde is typically in a liquid state at room temperature. Due to its hygroscopic nature, it should be stored in tightly sealed containers to prevent it from absorbing moisture from the air.

Melting point (Celsius)
-8.00
Melting point (Kelvin)
265.15
Boiling point (Celsius)
186.00
Boiling point (Kelvin)
459.15
General information
Molecular weight
280.74g/mol
Molar mass
280.7410g/mol
Density
3.0100g/cm3
Appearence

2,2,2-Tribromoacetaldehyde is a colorless to pale yellow liquid. It tends to be a fuming liquid due to its volatility and reactivity with moisture in the air, which can lead to the release of hydrogen bromide vapors. It is highly corrosive and can cause burns upon contact with skin.

Comment on solubility

Solubility of 2,2,2-Tribromoacetaldehyde

2,2,2-Tribromoacetaldehyde, with the chemical formula C3H4Br3O, exhibits specific solubility characteristics that are noteworthy. This compound is classified as a halogenated aldehyde, which often influences its solubility properties:

  • Polarity: The presence of bromine atoms increases the molecular weight and polarity of the compound, enhancing its ability to dissolve in polar solvents.
  • Solvent Compatibility: 2,2,2-Tribromoacetaldehyde is generally more soluble in polar organic solvents, such as alcohols and acetone, compared to non-polar solvents.
  • Water Solubility: Due to the low solubility of halogenated compounds in water, 2,2,2-tribromoacetaldehyde's solubility in water is limited, though it may still experience some degree of interaction.

In summary, while 2,2,2-tribromoacetaldehyde demonstrates a preference for polar solvents, its interaction with water is less favorable due to the hydrophobic nature of the bromine atoms. Understanding its solubility profile is crucial for applications where solution behavior is key.

Interesting facts

Interesting Facts about 2,2,2-Tribromoacetaldehyde

2,2,2-Tribromoacetaldehyde is a fascinating compound that falls under the category of halogenated aldehydes. Below are some intriguing aspects of this compound that make it noteworthy in the field of chemistry:

  • Halogenation: This compound contains three bromine atoms attached to a carbon adjacent to an aldehyde functional group, which is quite unusual. The presence of multiple bromine atoms significantly influences its reactivity and properties.
  • Applications: 2,2,2-Tribromoacetaldehyde is not just a lab curiosity. It has potential applications in organic synthesis as an intermediate for producing various chemical compounds, including pharmaceuticals and agrochemicals.
  • Potential Hazards: Like many halogenated compounds, 2,2,2-tribromoacetaldehyde may pose certain health risks. It is essential to handle it with care, as it can be particularly irritating to the eyes, skin, and respiratory tract. Always utilize proper safety measures!
  • Research Interest: The unique structure of this compound makes it a subject of interest in research related to environmental chemistry and toxicology. Understanding how halogenated compounds behave in the environment can provide insights into their degradation and removal processes.
  • Structure-Activity Relationships: The bromine substituents can affect the biological activity of derivatives, leading chemists to explore the connections between structure and activity for therapeutic compounds.

In conclusion, 2,2,2-tribromoacetaldehyde exemplifies how modifications in chemical structure can lead to distinctive properties and applications. Its intriguing nature invites both chemists and students to delve deeper into organic synthesis challenges and safety considerations in modern chemistry.

Synonyms
TRIBROMOACETALDEHYDE
Bromal
115-17-3
2,2,2-Tribromoacetaldehyde
Acetaldehyde, tribromo-
Acetaldehyde, 2,2,2-tribromo-
2,2,2-tribromoethanal
HSDB 2041
EINECS 204-067-9
UNII-W2WDI7648E
NSC 66406
DTXSID1021667
BROMAL [MI]
NSC-66406
DTXCID901667
W2WDI7648E
Bromal (6CI)
MFCD00006961
acetaldehyde, tribromo
2,2-Tribromoacetaldehyde
2,2,2Tribromoacetaldehyde
Tribromoacetaldehyde, 97%
SCHEMBL75780
Acetaldehyde, 2,2,2tribromo
CHEMBL3189061
NSC66406
Tox21_200535
BR1226
AKOS009031566
NCGC00248682-01
NCGC00258089-01
BS-43847
CAS-115-17-3
DB-041248
NS00001733
T0350
EN300-19767
D92328
Q21050552
204-067-9