(S)-(+)-2-Amino-3-methyl-1-butanol Chemical Properties

Melting point:

30-34 °C

Boiling point:

81 °C8 mm Hg(lit.)

alpha 

16 º (c=10,EtOH)

Density 

0.926 g/mL at 25 °C(lit.)

refractive index 

n20/D 1.4548(lit.)

Flash point:

196 °F

storage temp. 

Store at +2°C to +8°C.

solubility 

DMSO (Slightly), Methanol (Slightly)

form 

Liquid After Melting

pka

12.82±0.10(Predicted)

color 

Clear slightly yellow

optical activity

[α]25/D +10°, c = 10 in H2O

Water Solubility 

Soluble in water.

Sensitive 

Air Sensitive

BRN 

1719137

InChIKey

NWYYWIJOWOLJNR-RXMQYKEDSA-N

CAS DataBase Reference

2026-48-4(CAS DataBase Reference)

NIST Chemistry Reference

(S)-(+)-2-Amino-3-methyl-1-butanol(2026-48-4)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36-36/37/38

Safety Statements 

26-24/25-36

WGK Germany 

3

F 

10-23

HazardClass 

IRRITANT

HS Code 

29221980

MSDS

• Language:English Provider:L-(+)-Valinol
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

(S)-(+)-2-Amino-3-methyl-1-butanol Usage And Synthesis

Chemical Properties

white to light yellow crystal powde

Uses

L-Valinol is used as a reagent in the synthesis of simple 1,3-thiazolidine-2-thione derivatives which can exhibit fungicidal activity. L-Valinol is also used as a reagent in the synthesis of small-molecule inhibitors of MDM2-p53 protein-protein interaction (MDM2 inhibitors) in clinical trials for the treatment of cancer.

Uses

(S)-(+)-2-Amino-3-methyl-1-butanol can be used to prepare:

• Imines and oxazolines by reacting with aldehydes and nitriles, respectively.
• Chiral oxazoline derived multidentate ligands containing cyclophosphazene moiety.

Purification Methods

Purify S-valinol by vacuum distillation using a short Vigreux column (p 11). Alternatively it is purified by steam distillation. The steam distillate is acidified with HCl; the aqueous layer is collected and evaporated. The residue is dissolved in butan-1-ol, filtered and dry Et2O added to crystallise the hydrochloride salt (hygroscopic), m 113o. The free base can be obtained by suspending the salt in Et2O and adding small volumes of saturated aqueous K2CO3 until effervescence is complete and the mixture is distinctly alkaline. At this stage the aqueous layer should appear as a white sludge. The mixture is heated to boiling and refluxed for 30minutes (more Et2O is added if necessary). Purification of Biochemicals — Amino Acids and Peptides The Et2O layer is decanted off from the white sludge, the sludge is extracted twice with Et2O (by boiling for a few minutes), the combined organic layers are dried (KOH pellets), evaporated and the residue is distilled in a vacuum. [Nagao et al. J Org Chem 55 1148 1990, Beilstein 4 III 805.]

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