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2-(Bromomethyl)tetrahydrofuran

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Identification
Molecular formula
C5H9BrO
CAS number
86087-24-5
IUPAC name
2-(bromomethyl)tetrahydrofuran
State
State

2-(Bromomethyl)tetrahydrofuran is a liquid at room temperature.

Melting point (Celsius)
-25.00
Melting point (Kelvin)
248.15
Boiling point (Celsius)
175.00
Boiling point (Kelvin)
448.15
General information
Molecular weight
165.03g/mol
Molar mass
165.0450g/mol
Density
1.5490g/cm3
Appearence

2-(Bromomethyl)tetrahydrofuran is a colorless to pale yellow liquid with a mild, ether-like odor. It tends to be clear and transparent, though impurities can sometimes impart a slight yellow tint.

Comment on solubility

Solubility of 2-(bromomethyl)tetrahydrofuran

The solubility of 2-(bromomethyl)tetrahydrofuran in various solvents is an intriguing topic in chemical science. This compound, known for its unique structure, exhibits a moderate solubility profile, primarily influenced by factors such as polarity and molecular interactions.

Key Aspects of Solubility:

  • Polarity: Due to the presence of the bromomethyl group, 2-(bromomethyl)tetrahydrofuran is expected to demonstrate moderate polarity, affecting its solubility in polar versus nonpolar solvents.
  • Solvent Interactions: It is likely to be fairly soluble in organic solvents such as ethanol and acetone, where polar and nonpolar characteristics can intermingle.
  • Temperature Effects: Like many organic compounds, solubility may increase with temperature, which may promote greater interaction between the compound and the solvent.
  • Hydrophilic vs. Hydrophobic Balance: The structure indicates a balance between hydrophilic (soluble in water) and hydrophobic (insoluble in water) features, suggesting limited solubility in water.

In summary, while 2-(bromomethyl)tetrahydrofuran presents acceptable solubility in organic solvents, its solubility in aqueous environments remains comparatively low. As is often the case, extensive empirical testing is essential to ascertain exact solubility characteristics under specific conditions.

Interesting facts

Interesting Facts about 2-(Bromomethyl)tetrahydrofuran

2-(Bromomethyl)tetrahydrofuran is a fascinating compound that merges the intriguing properties of both bromine and the tetrahydrofuran ring system. Below are some engaging insights about this compound:

  • Versatile Building Block: This compound serves as an important intermediate in organic synthesis, especially for the introduction of the bromomethyl group into various organic molecules.
  • Reaction Pathways: It participates in several key reactions, such as nucleophilic substitutions and coupling reactions, making it invaluable in the field of medicinal chemistry and materials science.
  • Structure Highlights: The presence of the tetrahydrofuran ring contributes to its unique reactivity. The ring is a five-membered cyclic ether, which makes the compound relatively stable yet reactive under the right conditions.
  • Synthetic Utility: The bromomethyl group is a highly functionalizable moiety. It can be transformed through various reactions, leading to the development of a broad spectrum of complex organic molecules.
  • Accessibility: 2-(Bromomethyl)tetrahydrofuran can be synthesized through straightforward methods, often involving the bromination of tetrahydrofuran. This accessibility makes it an attractive target for academic and industrial laboratories alike.

In summary, 2-(Bromomethyl)tetrahydrofuran’s unique structure and reactivity present exciting opportunities in the synthesis of biologically active compounds and materials. As a chemistry student or researcher, exploring its diverse applications opens up paths to innovation and progress in organic synthesis.

Synonyms
Tetrahydrofurfuryl bromide
2-(Bromomethyl)tetrahydrofuran
Furan, 2-(bromomethyl)tetrahydro-
FURAN, TETRAHYDRO-2-(BROMOMETHYL)-
EINECS 214-750-3
NSC 93886
BRN 0102717
DTXSID10870857
5-17-01-00080 (Beilstein Handbook Reference)
DTXCID00818541
214-750-3
1192-30-9
2-(bromomethyl)oxolane
2-(Bromomethyl)-tetrahydrofuran
(+/-)-tetrahydrofurfuryl bromide
Tetrahydrofurfurylbromide
2-Bromomethyl-tetrahydrofuran
(2R)-2-Bromomethyl)oxolane
2-BROMOMETHYLTETRAHYDROFURAN
NSC93886
MFCD00016894
tetrahydro-furfuryl bromide
WLN: T5OTJ B1E
SCHEMBL8280
2-bromomethyl-tetrahydro-furan
2-tetrahydrofurylmethyl bromide
(+) tetrahydrofurfuryl bromide
2-(bromomethyl) tetrahydrofuran
VOHILFSOWRNVJJ-UHFFFAOYSA-
2-(bromomethyl)-tetrahydro-furan
(+/-) tetrahydrofurfuryl bromide
HCA20302
NSC-93886
AKOS000122856
AKOS016843856
Tetrahydrofurfuryl bromide, AldrichCPR
SB12743
SB73883
AS-50372
DB-041454
CS-0052243
NS00041583
T1808
EN300-18805
P10030
Z90660999
F0001-0315
InChI=1/C5H9BrO/c6-4-5-2-1-3-7-5/h5H,1-4H2