Skip to Content
Merck
CN
All Photos(1)

Documents

Safety Information

296643

Sigma-Aldrich

(R)-(−)-sec-Butylamine

99%

Sign Into View Organizational & Contract Pricing

Synonym(s):
(R)-(−)-2-Aminobutane
Linear Formula:
C2H5CH(NH2)CH3
CAS Number:
Molecular Weight:
73.14
Beilstein:
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

Looking for similar products? Visit Product Comparison Guide

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.

Signal Word

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

WGK

WGK 3

Flash Point(F)

-2.2 °F

Flash Point(C)

-19 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

危险化学品
农药列管产品

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’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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)
Stereospecific synthesis of secondary amines by the Mitsunobu reaction
Edwards ML, et al.
Tetrahedron Letters, 31(24), 3417-3420 (1990)
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)

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service