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548979

Sigma-Aldrich

(1S,2R)-1-Phenyl-2-(1-pyrrolidinyl)-1-propanol

98%

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About This Item

Empirical Formula (Hill Notation):
C13H19NO
CAS Number:
56571-91-6
Molecular Weight:
205.30
MDL number:
MFCD02093492
UNSPSC Code:
12352005
PubChem Substance ID:
24878950
NACRES:
NA.22

assay

98%

optical activity

[α]20/D −15°, c = 2 in chloroform

mp

43-47 °C (lit.)

storage temp.

2-8°C

SMILES string

C[C@H]([C@@H](O)c1ccccc1)N2CCCC2

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

InChI key

FZVHJGJBJLFWEX-DGCLKSJQSA-N

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.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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)
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)

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