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Key Documents

186708

Sigma-Aldrich

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

96%

Synonym(s):

L-Valinol

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About This Item

Linear Formula:
(CH3)2CHCH(NH2)CH2OH
CAS Number:
Molecular Weight:
103.16
Beilstein:
1719137
EC Number:
MDL number:
UNSPSC Code:
12352104
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

96%

optical activity

[α]25/D +10°, c = 10 in H2O

optical purity

ee: 95% (GLC)

refractive index

n20/D 1.4548 (lit.)

bp

81 °C/8 mmHg (lit.)

mp

30-32 °C (lit.)

density

0.926 g/mL at 25 °C (lit.)

functional group

amine
hydroxyl

storage temp.

2-8°C

SMILES string

CC(C)[C@H](N)CO

InChI

1S/C5H13NO/c1-4(2)5(6)3-7/h4-5,7H,3,6H2,1-2H3/t5-/m1/s1

InChI key

NWYYWIJOWOLJNR-RXMQYKEDSA-N

Application

(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.

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

172.4 °F - closed cup

Flash Point(C)

78 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Journal of the Chemical Society. Perkin Transactions 1, 192-192 (1989)
Tetrahedron Letters, 34, 2015-2015 (1993)
Carla Fernandes et al.
Chirality, 29(8), 430-442 (2017-06-14)
Six chiral derivatives of xanthones (CDXs) were covalently bonded to silica, yielding the corresponding xanthonic chiral stationary phases (XCSPs). The new XCSPs were packed into stainless-steel columns with 150 x 4.6 mm i.d. Moreover, the greening of the chromatographic analysis
Enantioselective palladium catalysed allylic substitution with thienyl oxazoline ligands
Frost CG and Williams JMJ
Tetrahedron Letters, 34(12), 2015-2018 (1993)
Asymmetric synthesis of alpha-substituted o-methoxybenzyl alcohols via stereoselective additions to kinetically resolved o-anisaldehyde (tricarbonyl) chromium
Davies SG and Goodfellow CL
Journal of the Chemical Society. Perkin Transactions 1, 1, 192-194 (1989)

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