548979
(1S,2R)-1-Phenyl-2-(1-pyrrolidinyl)-1-propanol
98%
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About This Item
Empirical Formula (Hill Notation):
C13H19NO
CAS Number:
Molecular Weight:
205.30
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352005
MDL number:
InChI
1S/C13H19NO/c1-11(14-9-5-6-10-14)13(15)12-7-3-2-4-8-12/h2-4,7-8,11,13,15H,5-6,9-10H2,1H3/t11-,13-/m1/s1
SMILES string
C[C@H]([C@@H](O)c1ccccc1)N2CCCC2
InChI key
FZVHJGJBJLFWEX-DGCLKSJQSA-N
assay
98%
optical activity
[α]20/D −15°, c = 2 in chloroform
mp
43-47 °C (lit.)
storage temp.
2-8°C
Application
(1S,2R)-1-Phenyl-2-(1-pyrrolidinyl)-1-propanol can be used as:
- A chiral catalyst to prepare corresponding enantioselective secondary aromatic alcohols by the addition of dialkylzincs to aromatic aldehydes.
- A reactant to synthesize optically active (R)-(+)-1-phenyl-2-(1-pyrrolidinyl)-1-propanone by oxidation reaction.
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
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Chiral ?-alkylation/arylation in 1-phenyl-2-(1-pyrrolidinyl)-1-propanol through Grignard reactions
Kumar BNH, et al.
Tetrahedron Asymmetry, 20(24), 2773-2779 (2009)
Highly enantioselective addition of dialkylzincs to aromatic aldehydes using 1-phenyl-2-(1-pyrrolidinyl)-1-propanol as a chiral catalyst.
Soai K, et al.
Heterocycles, 51(6), 1421-1426 (1999)
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