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(1R,8R)-7-(hydroxymethyl)-2,3,5,8-tetrahydro-1H-pyrrolizin-1-ol

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Identification
Molecular formula
C8H13NO2
CAS number
128938-71-0
IUPAC name
(1R,8R)-7-(hydroxymethyl)-2,3,5,8-tetrahydro-1H-pyrrolizin-1-ol
State
State

At room temperature, this compound is in a solid state. It remains stable under normal conditions.

Melting point (Celsius)
112.00
Melting point (Kelvin)
385.00
Boiling point (Celsius)
236.00
Boiling point (Kelvin)
509.00
General information
Molecular weight
141.19g/mol
Molar mass
141.1850g/mol
Density
1.2200g/cm3
Appearence

This compound appears as a crystalline solid. It possesses a color that ranges from white to slightly off-white. The surface of the crystals may reflect light, giving it a polished appearance.

Comment on solubility

Solubility of (1R,8R)-7-(hydroxymethyl)-2,3,5,8-tetrahydro-1H-pyrrolizin-1-ol

The solubility of (1R,8R)-7-(hydroxymethyl)-2,3,5,8-tetrahydro-1H-pyrrolizin-1-ol is an intriguing aspect that can greatly influence its applications in various fields. Here are some key points to consider:

  • Hydrophilicity: Due to the presence of hydroxymethyl groups in its structure, this compound exhibits moderate hydrophilicity, which often enhances its solubility in polar solvents, particularly water.
  • Solvent Influence: The solubility can be significantly affected by the nature of solvents. This compound may display improved solubility in:
    • Alcohols (such as ethanol or methanol)
    • Aqueous solutions
    • Other polar organic solvents
  • Temperature Dependency: As with many organic compounds, solubility often increases with temperature. Therefore, solubility assessments should be conducted at controlled temperatures.
  • pH Sensitivity: The solubility of this compound may also be pH-dependent due to the functional groups present, affecting its ionic and non-ionic forms in solution.

Understanding its solubility characteristics is crucial for optimal usage in synthesis and application, providing insights into formulation chemistry and potential reactivity in solution.

Interesting facts

Interesting Facts About (1R,8R)-7-(hydroxymethyl)-2,3,5,8-tetrahydro-1H-pyrrolizin-1-ol

(1R,8R)-7-(hydroxymethyl)-2,3,5,8-tetrahydro-1H-pyrrolizin-1-ol is a fascinating compound in the realm of organic chemistry, particularly due to its structure and potential applications. Here are some engaging insights:

  • Structural Complexity: This compound features a unique bicyclic structure that incorporates a pyrrolidine ring, which is notable for its presence in a wide array of natural products.
  • Biological Significance: Compounds similar in structure to (1R,8R)-7-(hydroxymethyl)-2,3,5,8-tetrahydro-1H-pyrrolizin-1-ol have been studied for their potential pharmacological properties, including antimicrobial and anticancer activities.
  • Synthetic Pathways: The synthesis of this compound can involve multiple steps and may utilize various methods, including asymmetric synthesis techniques to achieve the desired stereochemistry.
  • Natural Occurrence: Some compounds akin to (1R,8R)-7-(hydroxymethyl)-2,3,5,8-tetrahydro-1H-pyrrolizin-1-ol have been isolated from plant sources, showcasing the rich biodiversity that can serve as inspiration for synthetic chemistry.
  • Chirality: The chirality in this compound allows for the exploration of its enantiomers, which may exhibit different biological activities, fostering interest in enantioselective synthesis.

As a student or scientist, the study of (1R,8R)-7-(hydroxymethyl)-2,3,5,8-tetrahydro-1H-pyrrolizin-1-ol not only binds together the elements of organic synthesis and biological significance but also emphasizes the broader implications that a single compound can have in medicinal chemistry and the creation of novel therapeutic agents.

Synonyms
RETRONECINE
480-85-3
(+)-Retronecine
CCRIS 5776
(1r,7ar)-7-(hydroxymethyl)-2,3,5,7a-tetrahydro-1h-pyrrolizin-1-ol
HSDB 3567
(1R,8R)-7-(hydroxymethyl)-2,3,5,8-tetrahydro-1H-pyrrolizin-1-ol
2P5723M6II
RETRONECINE [MI]
RETRONECINE [HSDB]
DTXSID401020156
(1R,7aR)-2,3,5,7a-tetrahydro-1-hydroxy-1H-pyrrolizine-7-methanol
DTXCID601478002
(1r-trans)-2,3,5,7a-tetrahydro-1-hydroxy-1h-pyrrolizine-7-methanol
1H-pyrrolizine-7-methanol, 2,3,5,7a-tetrahydro-1-hydroxy-, (1R,7aR)
106-825-3
Retronecin
Senecifolinene
( )-Retronecine
UNII-2P5723M6II
(1R,7aR)-2,3,5,7a-Tetrahydro-1-hydroxy-1H-pyrrolizine-7-methanol; Retronecine; Retronecin;
1H-Pyrrolizine-7-methanol, 2,3,5,7a-beta-tetrahydro-1-alpha-hydroxy-
SCHEMBL673883
CHEBI:8821
Retronecine, analytical standard
HJSJELVDQOXCHO-HTQZYQBOSA-N
HY-N8419
MFCD01684783
MSK160717
STL564628
1H-Pyrrolizine-7-methanol, 2,3,5,7a-tetrahydro-1-hydroxy-, (1R-trans)-
AKOS003672869
FS-6720
DA-57405
1ST160717
CS-0144131
NS00121945
C06177
G13021
Q3933789
InChI=1/C8H13NO2/c10-5-6-1-3-9-4-2-7(11)8(6)9/h1,7-8,10-11H,2-5H2/t7-,8-/m1/s