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Merck
CN

422886

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

97%

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About This Item

Empirical Formula (Hill Notation):
C5H12N2
CAS Number:
69500-64-7
Molecular Weight:
100.16
NACRES:
NA.22
PubChem Substance ID:
24866461
UNSPSC Code:
12352005
MDL number:
MFCD00191745
Assay:
97%
Form:
liquid

Key Documents

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InChI

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

SMILES string

NC[C@@H]1CCCN1

InChI key

AUKXFNABVHIUAC-YFKPBYRVSA-N

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.)

functional group

amine

Quality Level

100

Related Categories

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
GHS02,GHS07

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

3 - Flammable liquids

wgk

WGK 3

flash_point_f

116.6 °F - closed cup

flash_point_c

47 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

Regulatory Information

危险化学品
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Certificates of Analysis (COA)

Lot/Batch Number
SHBJ1826
08126AG

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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)
Asymmetric Transformation of Alanine via Optically Labile Imidazolines
Shibata S, et al.
Bulletin of the Chemical Society of Japan, 52(10), 2938-2941 (1979)
Direct asymmetric α-fluorination of aldehydes
Steiner DD, et al.
Angewandte Chemie (International ed. in English), 44(24), 3706-3710 (2005)

Articles

Chiral Vicinal Diamines for Asymmetric Synthesis

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.

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