Skip to Content
Merck
All Photos(1)

Documents

422886

Sigma-Aldrich

(S)-(+)-2-(Aminomethyl)pyrrolidine

97%

Sign Into View Organizational & Contract Pricing


About This Item

Empirical Formula (Hill Notation):
C5H12N2
CAS Number:
Molecular Weight:
100.16
MDL number:
UNSPSC Code:
12352005
PubChem Substance ID:
NACRES:
NA.22

Assay

97%

form

liquid

optical activity

[α]20/D +20°, c = 1 in chloroform

refractive index

n20/D 1.482 (lit.)

bp

65 °C/11 mmHg (lit.)

density

0.933 g/mL at 25 °C (lit.)

SMILES string

NC[C@@H]1CCCN1

InChI

1S/C5H12N2/c6-4-5-2-1-3-7-5/h5,7H,1-4,6H2/t5-/m0/s1

InChI key

AUKXFNABVHIUAC-YFKPBYRVSA-N

General description

(S)-(+)-2-(Aminomethyl)pyrrolidine is a chiral vicinal diamine.

Application

(S)-(+)-2-(Aminomethyl)pyrrolidine can be used as an organocatalyst:
  • For the asymmetric transformation of (S)-alanine.
  • In the asymmetric α-fluorination of linear and branched aldehydes using N-fluorobenzenesulfonamide as the fluorinating agent.

It can also be used as a reactant to prepare Schiff base metal complexes with pyrrolidine fragment as a ligand in asymmetric synthesis.
Used in the synthesis of compounds with antitumor activity.

Pictograms

FlameExclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Flam. Liq. 3 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

116.6 °F - closed cup

Flash Point(C)

47 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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

K Morikawa et al.
Journal of pharmaceutical sciences, 80(9), 837-842 (1991-09-01)
The optical isomers of 2-aminomethylpyrrolidine(1,1-cyclobutane- dicarboxylato)platinum(II) (DWA2114, 1), which has potent antitumor activity against various tumors, were synthesized. They were examined for antitumor activity against Colon 26 carcinoma in a sc-iv system, and changes in urinary protein and sugar levels
Dioxovanadium (V) complexes of Schiff bases derived from S-(+)-2-(aminomethyl) pyrrolidine and aromatic o-hydroxycarbonyl compounds: Synthesis, characterization and structure
Kwiatkowski E, et al.
Polyhedron, 25(15), 2809-2814 (2006)

Articles

Chiral vicinal diamines are of tremendous interest to the synthetic chemist as they are found in many chiral catalysts and pharmaceuticals.

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