548979

Sigma-Aldrich

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

98%

Empirical Formula (Hill Notation):
C13H19NO
CAS Number:
Molecular Weight:
205.30
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

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

Related Categories

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.

Packaging

1 g in glass bottle

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Precautionary Statements

Target Organs

Respiratory system

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

NONH for all modes of transport

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificate of Analysis

Certificate of Origin

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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