324450
(S)-(+)-1-(2-Pyrrolidinylmethyl)pyrrolidine
96%
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About This Item
Empirical Formula (Hill Notation):
C9H18N2
CAS Number:
Molecular Weight:
154.25
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352005
MDL number:
Quality Level
assay
96%
optical activity
[α]19/D +7.0°, c = 2.4 in ethanol
refractive index
n20/D 1.4871 (lit.)
bp
99-101 °C/2 mmHg (lit.)
density
0.946 g/mL at 25 °C (lit.)
SMILES string
C1CCN(C1)C[C@@H]2CCCN2
InChI
1S/C9H18N2/c1-2-7-11(6-1)8-9-4-3-5-10-9/h9-10H,1-8H2/t9-/m0/s1
InChI key
YLBWRMSQRFEIEB-VIFPVBQESA-N
Application
(S)-(+)-1-(2-Pyrrolidinylmethyl)pyrrolidine can be used as an organocatalyst in the asymmetric synthesis of different optically active organic building blocks via Aldol condensation and Mannich reactions . It is also used as a catalyst to prepare enantioselective Michael adducts by reacting alkylidene malonates with unactivated ketones.
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
10 - Combustible liquids
wgk
WGK 3
flash_point_f
190.4 °F - closed cup
flash_point_c
88 °C - closed cup
ppe
Eyeshields, Gloves, type ABEK (EN14387) respirator filter
Regulatory Information
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Articles
Chiral vicinal diamines are of tremendous interest to the synthetic chemist as they are found in many chiral catalysts and pharmaceuticals.
(S)-(+)-1-(2-pyrrolidinylmethyl)pyrrolidine ? an effective catalyst of asymmetric synthesis
VM Tkachuk, et al.
Zhurnal Organichnoi ta Farmatsevtichnoi Khimii, 3-16 (2014)
M Guipponi et al.
Human genetics, 109(6), 569-575 (2002-01-26)
The human TPTE gene encodes a testis-specific protein that contains four potential transmembrane domains and a protein tyrosine phosphatase motif, and shows homology to the tumor suppressor PTEN/MMAC1. Chromosomal mapping revealed multiple copies of the TPTE gene present on the
Catalytic enantioselective direct Michael additions of ketones to alkylidene malonates
Betancort JM, et al.
Tetrahedron Letters, 42(27), 4441-4444 (2001)
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 324450-1G | 04061838097699 |
| 324450-250MG | 04061838126511 |