Skip to main content

Pyrrolidine

ADVERTISEMENT
Identification
Molecular formula
C4H9N
CAS number
123-75-1
IUPAC name
pyrrolidine
State
State

At room temperature, pyrrolidine is a liquid. Due to its low melting point, it remains in a liquid state under most ambient conditions.

Melting point (Celsius)
-63.20
Melting point (Kelvin)
209.95
Boiling point (Celsius)
87.90
Boiling point (Kelvin)
361.05
General information
Molecular weight
71.12g/mol
Molar mass
71.1210g/mol
Density
0.8620g/cm3
Appearence

Pyrrolidine is a colorless, clear liquid with an ammoniacal aroma. It is a cyclic secondary amine where the nitrogen atom is part of a five-membered ring structure. The liquid is highly mobile and hygroscopic, making it readily absorb moisture from the air.

Comment on solubility

Solubility of Pyrrolidine

Pyrrolidine, with the chemical formula C4H9N, is an interesting compound when it comes to solubility. This cyclic amine is known for its clear, colorless liquid form and its ability to dissolve in various solvents. Here are some key points about its solubility:

  • Polar Solvents: Pyrrolidine is highly soluble in polar solvents such as water, primarily due to its ability to engage in hydrogen bonding.
  • Non-Polar Solvents: It is also soluble in non-polar organic solvents like ether and benzene, reflecting its versatility in chemical interactions.
  • Miscibility: Pyrrolidine is miscible with alcohols and other organic solvents, making it a valuable compound in synthetic chemistry.
  • Temperature Factors: The solubility can be affected by temperature; generally, an increase in temperature can enhance the solubility of pyrrolidine in certain solvents.

To summarize, pyrrolidine exhibits excellent solubility in both polar and non-polar solvents, with its ability to form strong interactions significantly influencing its solubility characteristics. This unique property is a critical consideration in various chemical applications and processes.

Interesting facts

Interesting Facts about Pyrrolidine

Pyrrolidine is a fascinating five-membered heterocyclic compound that features a nitrogen atom within its ring structure. It's not only essential in organic chemistry but also plays significant roles in various biological processes.

Key Characteristics

  • Structure: The cyclic nature of pyrrolidine allows for interesting interactions with other molecules, making it a versatile building block in the synthesis of various compounds.
  • Biological Relevance: Pyrrolidine derivatives are often found in natural products and have been identified in several alkaloids, contributing to their pharmacological activities.
  • Applications: This compound is widely used in the synthesis of pharmaceuticals, agrochemicals, and even in the development of polymers.
  • Reactivity: Pyrrolidine can participate in a variety of chemical reactions, such as alkylation, acylation, and ring-opening reactions, making it valuable for synthetic chemists.

Did You Know?

Due to its ability to serve as a proline analog, pyrrolidine is often used in peptide synthesis. One notable synthetic route involves using pyrrolidine as a catalyst in various reactions, aiding in the formation of complex structures.

Quote

"The unique structure of pyrrolidine grants it the ability to interface with biological systems and participate in chemistry that is often unexplored."

Conclusion

Pyrrolidine is more than just a simple compound; its impact on organic chemistry and its applications in pharmaceutical development make it a subject worth studying. Chemists continue to explore its potential, uncovering new reactions and applications that keep this compound at the forefront of research.

Synonyms
PYRROLIDINE
123-75-1
Tetrahydropyrrole
Azacyclopentane
Azolidine
Tetramethylenimine
Butylenimine
Perhydropyrrole
Prolamine
1-Azacyclopentane
Pyrrolidine ring
Pyrrole, tetrahydro-
FEMA No. 3523
LJU5627FYV
CHEBI:33135
NSC-62781
DTXSID3059559
Pyrrole, tetrahydro
RefChem:6189
DTXCID6033796
204-648-7
Tetrahydro pyrrole
Tetramethyleneimine
MFCD00005249
NSC 62781
CHEMBL22830
pyrrolidin
CCRIS 6688
HSDB 120
EINECS 204-648-7
UN1922
UNII-LJU5627FYV
BRN 0102395
pyrolidine
pyrollidine
pyrroldine
pyrrolodine
Pirrolidine
Pyrrollidine
AI3-24117
(s)-pyrrolidine
14-pyrrolidine
Pyrrolidine, FG
Pyrrolidine, 99%
Pyrrolidinepyrrolidine
Pyrrolidine, >=99%
PYRROLIDINE [MI]
1-Pyrrolidinobutyronitrile
WLN: T5MTJ
PYRROLIDINE [FHFI]
PYRROLIDINE [HSDB]
EC 204-648-7
SCHEMBL1419
SCHEMBL2561
SCHEMBL9205
SCHEMBL9885
NCIOpen2_007788
SCHEMBL20477
SCHEMBL71435
SCHEMBL76573
UPCMLD00WV-121
5-20-01-00162 (Beilstein Handbook Reference)
SCHEMBL102446
SCHEMBL287091
SCHEMBL828993
pyrrolidine LT phase at 135K
pyrrolidine LT phase at 205K
Pyrrolidine, distilled in glass
SCHEMBL1480708
SCHEMBL1664732
SCHEMBL1781803
SCHEMBL3362603
SCHEMBL6679333
SCHEMBL6799517
SCHEMBL8729915
SCHEMBL9631334
SCHEMBL11288790
SCHEMBL15518431
FEMA 3523
Pyrrolidine - HT phase at 165K
Pyrrolidine - HT phase at 207K
NSC62781
STR00030
BDBM50026437
STL182845
Azacyclopentane;Azolidine;Butylenimine
AKOS000119098
FP27355
UN 1922
Pyrrolidine, puriss. p.a., >=99.0%
Pyrrolidine, analytical reference material
DB-000672
NS00005827
P0576
Pyrrolidine - low temperature phase at 135K
Pyrrolidine - low temperature phase at 205K
Pyrrolidine [UN1922] [Flammable liquid]
EN300-18294
Pyrrolidine - high temperature phase at 165K
Pyrrolidine - high temperature phase at 207K
F080281
Pyrrolidine, >=99.5%, purified by redistillation
Q408898
InChI=1/C4H9N/c1-2-4-5-3-1/h5H,1-4H
Z57834050
F2190-0325
89014-29-9