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2-(Chloromethyl)tetrahydrofuran

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Identification
Molecular formula
C5H9ClO
CAS number
5459-43-2
IUPAC name
2-(chloromethyl)tetrahydrofuran
State
State

2-(Chloromethyl)tetrahydrofuran is in a liquid state at room temperature.

Melting point (Celsius)
-60.00
Melting point (Kelvin)
213.15
Boiling point (Celsius)
140.00
Boiling point (Kelvin)
413.15
General information
Molecular weight
120.58g/mol
Molar mass
120.5750g/mol
Density
1.1291g/cm3
Appearence

2-(Chloromethyl)tetrahydrofuran appears as a clear, colorless liquid.

Comment on solubility

Solubility of 2-(chloromethyl)tetrahydrofuran

2-(chloromethyl)tetrahydrofuran displays interesting solubility characteristics that are influenced by its chemical structure. The presence of both the tetrahydrofuran ring and the chloromethyl group can have significant implications for its interactions with solvents.

Key Points:

  • Polar Nature: The chloromethyl group introduces a polar functional group, enhancing the compound's ability to interact with polar solvents.
  • Solvent Compatibility: This compound is likely to be soluble in polar aprotic solvents such as dimethyl sulfoxide (DMSO) and acetonitrile, providing a suitable environment for its applications.
  • Limitations: However, its solubility in non-polar solvents is expected to be low due to the presence of the tetrahydrofuran ring, which is less polar.

In summary, the solubility of 2-(chloromethyl)tetrahydrofuran showcases the complex behavior of compounds that contain both polar and non-polar regions. This balance is crucial for its reactivity and utility in various chemical applications. As emphasized in the realm of organic chemistry, "like dissolves like," making the choice of solvent vital for achieving desired results.

Interesting facts

Interesting Facts about 2-(Chloromethyl)tetrahydrofuran

2-(Chloromethyl)tetrahydrofuran is a fascinating compound that stands out in the realm of organic chemistry. Below are some compelling details about this compound:

  • Structural Uniqueness: This compound features a tetrahydrofuran ring, a five-membered cyclic ether, which contributes to its unique chemical properties and reactivity.
  • Versatility in Synthesis: The presence of the chloromethyl group allows for various transformations, making it a valuable intermediate in the synthesis of more complex molecules.
  • Role in Medicinal Chemistry: Due to its structure, 2-(chloromethyl)tetrahydrofuran is often investigated for potential pharmacological activities, serving as a building block in drug discovery.
  • Reactivity: The chloromethyl group is reactive under certain conditions, allowing for substitution reactions with nucleophiles, exemplifying the adaptability of this compound in synthetic pathways.
  • Environmental Considerations: Understanding its reactivity and potential degradation pathways is important for evaluating its environmental impact and ensuring safe handling practices.

In summary, 2-(chloromethyl)tetrahydrofuran is not just an ordinary compound; its structural components and chemical behavior provide a rich field for study. As noted by chemists, "...the ability to modify and manipulate such compounds is at the heart of organic synthesis." With ongoing research, this compound continues to inspire new discoveries in chemistry.

Synonyms
Tetrahydrofurfuryl chloride
2-(Chloromethyl)oxolane
2-(Chloromethyl)tetrahydrofuran
Furan, 2-(chloromethyl)tetrahydro-
2-Chloromethyltetrahydrofuran
2-CHLOROMETHYL TETRAHYDROFURAN
HSDB 2114
NSC 2874
EINECS 221-102-3
UNII-R874RQ16IG
BRN 0102716
R874RQ16IG
AI3-17421
NSC-2874
IVJLGIMHHWKRAN-UHFFFAOYSA-
DTXSID40883930
5-17-01-00079 (Beilstein Handbook Reference)
2-CHLOROMETHYL TETRAHYDROFURAN [HSDB]
2(Chloromethyl)oxolane
2Chloromethyltetrahydrofuran
Furan, 2(chloromethyl)tetrahydro
DTXCID70917510
inchi=1/c5h9clo/c6-4-5-2-1-3-7-5/h5h,1-4h2
ivjlgimhhwkran-uhfffaoysa-n
3003-84-7
Tetrahydrofurfurylchloride
MFCD00005370
NSC2874
Enamine_005178
WLN: T5OTJ B1G
2-chloromethyl-tetrahydro-furan
SCHEMBL1430397
2-tetrahydrofuranylmethyl chloride
2-(chloromethyl)-tetrahydro-furan
HMS1408L08
AKOS000120695
AKOS016039395
IDI1_007765
AC-25685
SY049357
DB-007913
NS00047434
T0800
EN300-17150
Tetrahydrofurfuryl chloride, >=97.0% (GC)
D78464
Q27287958
Z56893271
F0001-0927