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D-prolinol

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EntityQ7249621· pop 8· linked from 5 articles

D-prolinol

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Prolinol is a chiral amino-alcohol that is used as a chiral building block in organic synthesis. It exists as two enantiomers: the D and L forms.

Chemical data

Formula
C5H11NO
Molecular weight
101.15 g/mol
IUPAC name
[(2R)-pyrrolidin-2-yl]methanol
SMILES
C1C[C@@H](NC1)CO
InChIKey
HVVNJUAVDAZWCB-RXMQYKEDSA-N
XLogP
-0.3
Polar surface area
32.3 Ų
H-bond donors
2
H-bond acceptors
2
Formal charge
0

via PubChem

Wikidata facts

Mass
101.084064
Show 3 more facts
chemical formula
C₅H₁₁NO
canonical SMILES
C1CC(NC1)CO
isomeric SMILES
C1C[C@@H](NC1)CO
Sources (2)

via Wikidata · CC0

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Encyclopedic overview

4 sections
Contents
  • Preparation
  • Use
  • See also
  • References

Prolinol is a chiral amino-alcohol that is used as a chiral building block in organic synthesis. It exists as two enantiomers: the D and L forms.

==Preparation== Prolinol is obtained by reduction of the amino acid proline using lithium aluminium hydride. Because proline is cheaply available in high optical purity, enantiomerically pure prolinol is also widely available.

Excerpted from Wikipedia’s “D-prolinol” article, available under the CC BY-SA 4.0 licence.

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