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valinol

Structure via PubChem · Public domain (PubChem)

EntityQ7911716· pop 9· linked from 8 articles

Also known as 2-amino-3-methyl-1-butanol

Valinol is an organic compound named after, and commonly produced from, the amino acid valine. The compound is chiral and is produced almost exclusively as the S‑isomer (also designated as the L‑isomer), due to the abundant supply of S-valine. It is part of a broader class of amino alcohols.

Chemical data

Formula
C5H13NO
Molecular weight
103.16 g/mol
IUPAC name
2-amino-3-methylbutan-1-ol
SMILES
CC(C)C(CO)N
InChIKey
NWYYWIJOWOLJNR-UHFFFAOYSA-N
XLogP
0
Polar surface area
46.3 Ų
H-bond donors
2
H-bond acceptors
2
Formal charge
0

via PubChem

Wikidata facts

Has part
hydrogen
Mass
103.099714
Show 3 more facts
canonical SMILES
CC(C)C(CO)N
chemical formula
C₅H₁₃NO
Commons category
Valinol
Sources (2)

via Wikidata · CC0

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Encyclopedic overview

4 sections
Contents
  • Synthesis
  • Reactions
  • See also
  • References

Valinol is an organic compound named after, and commonly produced from, the amino acid valine. The compound is chiral and is produced almost exclusively as the S‑isomer (also designated as the L‑isomer), due to the abundant supply of S-valine. It is part of a broader class of amino alcohols.

== Synthesis == Valinol can be generated by converting the carboxylic group of valine to an alcohol with a strong reducing agent such as lithium aluminium hydride, or with NaBH4 and I2 (forming the borane–tetrahydrofuran complex). In both cases the valinol produced can be subsequently purified by short path distillation.

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

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