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Merck

324450

Sigma-Aldrich

(S)-(+)-1-(2-Pyrrolidinylmethyl)pyrrolidine

96%

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About This Item

Fórmula empírica (notación de Hill):
C9H18N2
Número de CAS:
Peso molecular:
154.25
MDL number:
UNSPSC Code:
12352005
PubChem Substance ID:
NACRES:
NA.22

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.

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

10 - Combustible liquids

wgk_germany

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


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(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)
Tatiana Leiva-Rodríguez et al.
Cell death & disease, 9(6), 626-626 (2018-05-26)
Injured neurons should engage endogenous mechanisms of self-protection to limit neurodegeneration. Enhancing efficacy of these mechanisms or correcting dysfunctional pathways may be a successful strategy for inducing neuroprotection. Spinal motoneurons retrogradely degenerate after proximal axotomy due to mechanical detachment (avulsion)
Shoujiro Ogawa et al.
Biomedical chromatography : BMC, 30(1), 29-34 (2015-01-27)
A simple liquid chromatography/electrospray ionization-tandem mass spectrometry (LC/ESI-MS/MS) method for determination of the eicosapentaenoic acid (EPA) concentration to arachidonic acid (AA) concentration ratio in human saliva has been developed. The EPA/AA ratio in serum or plasma is widely recognized as

Artículos

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

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