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Methyl 4-bromobut-2-enoate

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Identification
Molecular formula
C5H7BrO2
CAS number
1072-68-0
IUPAC name
methyl 4-bromobut-2-enoate
State
State
Methyl 4-bromobut-2-enoate is in a liquid state at room temperature, and it exists as a colorless, clear liquid phase under standard conditions.
Melting point (Celsius)
-55.00
Melting point (Kelvin)
218.15
Boiling point (Celsius)
213.00
Boiling point (Kelvin)
486.15
General information
Molecular weight
179.01g/mol
Molar mass
179.0310g/mol
Density
1.4599g/cm3
Appearence
Methyl 4-bromobut-2-enoate is typically encountered as a colorless liquid. The liquid is transparent and clear, without any distinctive color shade.
Comment on solubility

Solubility of Methyl 4-bromobut-2-enoate

Methyl 4-bromobut-2-enoate, with the chemical formula C5H7BrO2, is a compound that showcases a moderate level of solubility in various solvents. Its solubility characteristics can be summarized as follows:

  • Water: Methyl 4-bromobut-2-enoate is generally considered poorly soluble in water due to its hydrophobic carbon backbone and the presence of the bromine atom, which disrupts hydrogen bonding capabilities.
  • Organic Solvents: This compound demonstrates significantly better solubility in organic solvents such as ethanol, methanol, and acetone, making it more amenable to organic reactions and applications.
  • Temperature Effects: Solubility can be affected by temperature; typically, an increase in temperature enhances solubility in organic solvents but may have a negligible effect in water.

In general, it is important to consider the polarity, molecular size, and structure of the solvent in relation to methyl 4-bromobut-2-enoate to fully understand its solubility behavior. As a guideline, like dissolves like, meaning polar solvents will better dissolve polar solutes and nonpolar solvents will better dissolve nonpolar solutes.


The solubility profile of methyl 4-bromobut-2-enoate underscores the significance of solvent choice in practical applications, particularly in pharmaceutical and synthetic chemistry contexts.

Interesting facts

Interesting Facts About Methyl 4-Bromobut-2-enoate

Methyl 4-bromobut-2-enoate is a fascinating compound that combines both synthetic utility and reactive potential. Here are some intriguing aspects of this compound:

  • Reactivity: The presence of the Br (bromine) atom makes this ester particularly reactive, allowing it to participate in a variety of chemical reactions such as substitution and elimination.
  • Synthesis: Methyl 4-bromobut-2-enoate can be synthesized through several methods, one of which involves the bromination of an alkene. This showcases the versatility of reaction conditions that chemists can utilize.
  • Applications: It serves as a significant intermediate in organic synthesis. This compound is valuable for creating more complex molecules, often employed in pharmaceuticals and agrochemicals.
  • Isomerism: Due to the double bond in its structure, methyl 4-bromobut-2-enoate can exhibit geometric isomerism, existing in both the cis and trans configurations, highlighting the complexity in its reactivity and properties.
  • Biological Interest: Compounds with similar structures have been studied for their biological activities, including antimicrobial properties, which makes this compound of interest in medicinal chemistry.
  • Conjugation: The double bond conjugated with the carbonyl group enhances the electrophilic nature of the molecule, making it a prime candidate for Michael addition reactions.

In summary, methyl 4-bromobut-2-enoate is not just a simple ester; it encapsulates a range of reactivities and applications that are critical for those engaged in the field of organic chemistry. As the renowned chemist Linus Pauling once said, "The best way to have a good idea is to have a lot of ideas." This compound certainly fuels ideas for innovative synthetic pathways in chemical research.

Synonyms
methyl 4-bromobut-2-enoate
methyl (E)-4-bromo-2-butenoate
56699-18-4
Methyl (Z)-4-Bromo-2-butenoate
STR01036
MFCD09998308
AKOS025393589
(E)-4-bromo-crotonic acid methyl ester
SY007768
SY112634
SY273068