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Key Documents

296643

Sigma-Aldrich

(R)-(−)-sec-Butylamine

99%

Synonym(s):

(R)-(−)-2-Aminobutane

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About This Item

Linear Formula:
C2H5CH(NH2)CH3
CAS Number:
Molecular Weight:
73.14
Beilstein/REAXYS Number:
1718761
EC Number:
MDL number:
UNSPSC Code:
12352116
PubChem Substance ID:
NACRES:
NA.22

Quality Level

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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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


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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)

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