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A76206

Sigma-Aldrich

(S)-(+)-2-Amino-1-propanol

98%

Synonym(s):

L-Alaninol

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About This Item

Linear Formula:
CH3CH(NH2)CH2OH
CAS Number:
Molecular Weight:
75.11
Beilstein:
1718865
EC Number:
MDL number:
UNSPSC Code:
12352116
PubChem Substance ID:
NACRES:
NA.22

Assay

98%

form

liquid

optical activity

[α]20/D +18°, neat

optical purity

ee: 97% (GLC)

refractive index

n20/D 1.4498 (lit.)

bp

72-73 °C/11 mmHg (lit.)

density

0.965 g/mL at 25 °C (lit.)

SMILES string

C[C@H](N)CO

InChI

1S/C3H9NO/c1-3(4)2-5/h3,5H,2,4H2,1H3/t3-/m0/s1

InChI key

BKMMTJMQCTUHRP-VKHMYHEASA-N

Application

(S)-(+)-2-Amino-1-propanol may be used in the preparation of unsymmetrical tridentate Schiff base ligands via condensation with carbonyl compounds. It may also be used as a chiral auxillary for the preparation of tert-butyl 4-N-[(2-hydroxy-1-(S)-methyl)ethylamino]-2-methylene-4-(S)-phenyl-butyrate.
Reacts with aryl nitriles to form oxazolines which are useful in Pd-catalyzed allylic substitution.

Pictograms

Corrosion

Signal Word

Danger

Hazard Statements

Hazard Classifications

Skin Corr. 1B

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

145.4 °F - closed cup

Flash Point(C)

63 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Chiral oxidovanadium (V) complexes with tridentate Schiff bases derived from S (+)-2-amino-1-propanol: Synthesis, structure, characterization and catalytic activity.
Romanowski G and Lis T.
Inorgorganica Chimica Acta, 394, 627-634 (2013)
Towards the Determination of the Absolute Configuration of Complex Molecular Systems: Matrix Isolation Vibrational Circular Dichroism Study of (R)-2-Amino-1-propanol.
Tarczay G, et al.
Angewandte Chemie (International Edition in English), 45(11), 1775-1777 (2006)
Tetrahedron Asymmetry, 4, 1785-1785 (1993)
Tetrahedron Letters, 34, 3149-3149 (1993)
Naoki Shibata et al.
Biochemistry, 50(4), 591-598 (2010-12-15)
Coenzyme B(12)-dependent ethanolamine ammonia-lyase acts on both enantiomers of the substrate 2-amino-1-propanol [Diziol, P., et al. (1980) Eur. J. Biochem. 106, 211-224]. To rationalize this apparent lack of stereospecificity and the enantiomer-specific stereochemical courses of the deamination, we analyzed the

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