324450
(S)-(+)-1-(2-Pyrrolidinylmethyl)pyrrolidine
96%
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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.
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
Target Organs
Respiratory system
Storage Class Code
10 - Combustible liquids
WGK
WGK 3
Flash Point(F)
190.4 °F - closed cup
Flash Point(C)
88 °C - closed cup
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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Human genetics, 109(6), 569-575 (2002-01-26)
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(S)-(+)-1-(2-pyrrolidinylmethyl)pyrrolidine ? an effective catalyst of asymmetric synthesis
Zhurnal Organichnoi ta Farmatsevtichnoi Khimii, 3-16 (2014)
Catalytic enantioselective direct Michael additions of ketones to alkylidene malonates
Tetrahedron Letters, 42(27), 4441-4444 (2001)
Biomedical chromatography : BMC, 30(1), 29-34 (2015-01-27)
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