L-(+)-Valinol, 97%, Thermo Scientific Chemicals
L-(+)-Valinol, 97%, Thermo Scientific Chemicals
Thermo Scientific Chemicals

L-(+)-Valinol, 97%, Thermo Scientific Chemicals

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25 g
Catalog number L11300.03
also known as L11300-03
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L-(+)-Valinol, 97%, Thermo Scientific Chemicals
Catalog numberL11300.03
Price (USD)/ Each
46.90
-
Add to cart
Chemical Identifiers
CAS2026-48-4
IUPAC Name(2S)-2-amino-3-methylbutan-1-ol
Molecular FormulaC5H13NO
InChI KeyNWYYWIJOWOLJNR-RXMQYKEDSA-N
SMILESCC(C)[C@H](N)CO
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SpecificationsSpecification SheetSpecification Sheet
Optical Rotation+17 ? ? 1? (c=10 in ethanol)
Refractive Index1.4525 - 1.4575 as melt
Appearance (Color)Colourless/white to yellow
Formliquid/low melting solid
Assay (GC)> 96.0%
L-(+)-Valinol reacts with aldehydes and nitriles to form imines and oxazolines, respectively, for asymmetric synthesis. It is also used for preparation of 4-isopropyloxazolidinones, employed in stereocontrolled aldol and alkylation reactions, synthesis of chiral 2-thiazolidinethiones for aldol reactions, asymmetric alkylation of condensation product with keto acids, asymmetric reactions of its amidines and imines and oxidation of N-protected derivative to the aldehyde.

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

Applications
L-(+)-Valinol reacts with aldehydes and nitriles to form imines and oxazolines, respectively, for asymmetric synthesis. It is also used for preparation of 4-isopropyloxazolidinones, employed in stereocontrolled aldol and alkylation reactions, synthesis of chiral 2-thiazolidinethiones for aldol reactions, asymmetric alkylation of condensation product with keto acids, asymmetric reactions of its amidines and imines and oxidation of N-protected derivative to the aldehyde.

Solubility
Soluble in water.

Notes
Keep container tightly sealed. Store in cool, dry conditions in well sealed containers. Incompatible with oxidizing agents. It is sensitive to air. Store under dry inert gas.
RUO – Research Use Only

General References:

  1. Y. Turgut.; H. Hoşgoren. Synthesis of chiral monoaza-15-crown-5 ethers from l-valinol and the enantiomeric recognition of chiral amines and their perchlorates salts. Tetrahedron: Asymmetry: Asymmetry. 2003, 14 (23), 3815-3818.
  2. Hongge Jia.; Masahiro Teraguchi.; Toshiki Aoki.; Yunosuke Abe.; Takashi Kaneko.; Shingo Hadano.; Takeshi Namikoshi.; Edy Marwanta. Two Modes of Asymmetric Polymerization of Phenylacetylene Having a l-Valinol Residue and Two Hydroxy Groups. Macromolecules. 2009, 42 (1), 17-19.
  3. Chiral auxiliary and building block. See also (4S)-(-)-Isopropyl-2-oxazolidinone, A14029 for derived reagents.