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(R)-(-)-2-Aminobutane

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(R)-(-)-2-Aminobutane Basic information

Product Name:
(R)-(-)-2-Aminobutane
Synonyms:
  • (R)-(-)-sec-Butylamine
  • (R)-1-Methylpropylamine
  • (R)-2-Butanamine
  • (R)-N-sec-Butylamine
  • (2R)-(-)-2-Aminobutane
  • (1R)-(-)-1-Methylpropylamine
  • (2R)-(-)-2-Aminobutane, R-(-)-sec-Butylamine
  • (R)-(-)-2-Aminobutane,98%
CAS:
13250-12-9
MF:
C4H11N
MW:
73.14
EINECS:
236-232-6
Product Categories:
  • chiral
  • Amines (Chiral)
  • Chiral Building Blocks
  • Synthetic Organic Chemistry
Mol File:
13250-12-9.mol
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(R)-(-)-2-Aminobutane Chemical Properties

Melting point:
-105°C
alpha 
-7.5 º (c=neat 19 ºC)
Boiling point:
63 °C(lit.)
Density 
0.72 g/mL at 25 °C(lit.)
refractive index 
n20/D 1.393(lit.)
Flash point:
-19°C
storage temp. 
Flammables area
pka
10.74±0.10(Predicted)
form 
clear liquid
color 
Colorless to Almost colorless
optical activity
[α]19/D 7.5°, neat
Water Solubility 
> 10 mg/L
Sensitive 
Air Sensitive
Merck 
14,1544
BRN 
1718760
CAS DataBase Reference
13250-12-9(CAS DataBase Reference)
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Safety Information

Hazard Codes 
F,C,N,F+
Risk Statements 
11-34-50-35-20/22
Safety Statements 
16-26-36/37/39-45-9-61-28A-28
RIDADR 
UN 2733 3/PG 2
WGK Germany 
3
10-23
HazardClass 
3
PackingGroup 
II
HS Code 
29211999

MSDS

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(R)-(-)-2-Aminobutane Usage And Synthesis

Chemical Properties

Colorless to light yellow liqui

Uses

(R)-(-)-2-Aminobutane is a chiral amine plays an important role in pharmaceutical chemistry and in organic synthesis as chiral auxiliary, which is used to determine the enantiomeric excess (ee).

Uses

(R)-(?)-sec-Butylamine can be used:

  • To prepare (R)-(?)-sec-butylbis(2-hydroxyethyl)amine, an intermediate for the synthesis of aminodiphosphine ligands.
  • As a substrate to demonstrate the stereochemistry of Mitsunobu reaction in the synthesis of secondary amines.
  • As a model compound in the study of singlet-triplet transitions in circular dichroism.

Purification Methods

Dry it over solid NaOH overnight and fractionate it through a short helices packed column. The L-hydrogen tartrate salt has m 139-140o (from H2O), the 1H2O has m 96o []D +18.1o (c 11, H2O), the hydrochloride has m 152o [ ] 21 -1.1o (c 13, H2O) and the benzoyl derivative crystallises from EtOH as needles with m 97o, [] 21 -34.9o (c 11, H2O). [Bruck et al. J Chem Soc 921 1956,Kjaer & Hansen Acta Chem Scand 11 898 1957.] [Beilstein 4 H 161, 4 I 372, 4 III 308, 4 IV 617.] The S -(+)-enantiomer has has same properties except for the optical rotation which has the opposite sign.

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