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Key Documents

A76400

Sigma-Aldrich

3-Amino-1-propanol

99%

Synonym(s):

3-Aminopropyl alcohol

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About This Item

Linear Formula:
HO(CH2)3NH2
CAS Number:
Molecular Weight:
75.11
Beilstein:
741855
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

vapor density

2.59 (vs air)

vapor pressure

2.1 mmHg ( 20 °C)

Assay

99%

form

liquid

autoignition temp.

770 °F

refractive index

n20/D 1.4598 (lit.)

bp

184-187 °C (lit.)

mp

10-12 °C (lit.)

density

0.982 g/mL at 20 °C (lit.)

SMILES string

NCCCO

InChI

1S/C3H9NO/c4-2-1-3-5/h5H,1-4H2

InChI key

WUGQZFFCHPXWKQ-UHFFFAOYSA-N

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General description

3-Amino-1-propanol is a linear primary alkanolamine.

Application

3-Amino-1-propanol is often used as a molecular linker. Generally, it can be used:
  • In the preparation of polyurethanes and poly(propyl ether imine) dendrimers.
  • As a key starting material in the total synthesis of (−)-ephedradine A (orantine), (−)-and (+)-tedanalactam.
  • As a precursor to synthesize a variety of medicinally important compounds by selective O- or N-arylation and amidation of 3-amino-1-propanol.

Pictograms

CorrosionExclamation mark

Signal Word

Danger

Hazard Statements

Hazard Classifications

Acute Tox. 4 Oral - Eye Dam. 1 - Skin Corr. 1B

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 1

Flash Point(F)

212.0 °F - Pensky-Martens closed cup

Flash Point(C)

100 °C - Pensky-Martens closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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A paradigmatic change: linking fullerenes to electron acceptors.
Feng L, et al.
Journal of the American Chemical Society, 134(29), 12190-12197 (2012)
N-versus O-arylation of aminoalcohols: Orthogonal selectivity in copper-based catalysts.
Shafir A, et al.
Journal of the American Chemical Society, 129(12), 3490-3491 (2007)
Stereocontrolled total synthesis of (?)-ephedradine A (orantine).
Kurosawa W Kan T and Fukuyama T
Journal of the American Chemical Society, 125(27), 8112-8113 (2003)
Total Synthesis of (?)-and (+)-tedanalactam.
Majik M S, et al.
The Journal of Organic Chemistry, 74(16), 6378-6381 (2009)
5 `-Tethered stilbene derivatives as fidelity-and affinity-enhancing modulators of DNA duplex stability.
Dogan Z, et al.
Journal of the American Chemical Society, 126(15), 4762-4763 (2004)

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