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296643

Sigma-Aldrich

(R)-(−)-sec-Butylamine

99%

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Synonym(s):
(R)-(−)-2-Aminobutane
Linear Formula:
C2H5CH(NH2)CH3
CAS Number:
Molecular Weight:
73.14
Beilstein/REAXYS Number:
1718761
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

assay

99%

optical activity

[α]19/D −7.5°, neat

refractive index

n20/D 1.393 (lit.)

bp

63 °C (lit.)

density

0.72 g/mL at 25 °C (lit.)

SMILES string

CC[C@@H](C)N

InChI

1S/C4H11N/c1-3-4(2)5/h4H,3,5H2,1-2H3/t4-/m1/s1

InChI key

BHRZNVHARXXAHW-SCSAIBSYSA-N

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1 of 4

This Item
328413B89000296651
vibrant-m

296643

(R)-(−)-sec-Butylamine

vibrant-m

328413

(R)-(−)-1-Indanol

vibrant-m

B89000

sec-Butylamine

vibrant-m

296651

(S)-(+)-sec-Butylamine

Quality Level

200

Quality Level

200

Quality Level

100

Quality Level

100

density

0.72 g/mL at 25 °C (lit.)

density

-

density

0.724 g/mL at 25 °C (lit.)

density

0.731 g/mL at 25 °C (lit.)

bp

63 °C (lit.)

bp

-

bp

63 °C (lit.)

bp

62.5 °C (lit.)

refractive index

n20/D 1.393 (lit.)

refractive index

-

refractive index

n20/D 1.3928 (lit.)

refractive index

n20/D 1.393 (lit.)

optical activity

[α]19/D −7.5°, neat

optical activity

[α]30/D −29°, c = 2 in chloroform

optical activity

-

optical activity

[α]19/D +7.5°, neat

Application

(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.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

signalword

Danger

Hazard Classifications

Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Eye Dam. 1 - Flam. Liq. 2 - Skin Corr. 1A

Storage Class

3 - Flammable liquids

wgk_germany

WGK 3

flash_point_f

-2.2 °F - closed cup

flash_point_c

-19 °C - closed cup

ppe

Faceshields, Gloves, Goggles


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Detection of singlet-triplet transitions in circular dichroism. A study of 2-aminobutane
Basil A and Gedanken A
Journal of the American Chemical Society, 111(26), 9237-9238 (1989)
Synthesis of the New Chiral (R)-and (S)-Aminodiphosphine Ligands sec-Butylbis (2-(diphenylphosphino) ethyl) amine, sec-Butylbis (2-(dicyclohexylphosphino) ethyl) amine, and (alpha-Methylbenzyl) bis (2-(dicyclohexylphosphino) ethyl) amine and Their Organom
Bianchini C, et al.
Organometallics, 16(20), 4403-4414 (1997)
Stereospecific synthesis of secondary amines by the Mitsunobu reaction
Edwards ML, et al.
Tetrahedron Letters, 31(24), 3417-3420 (1990)

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