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Key Documents

302112

Sigma-Aldrich

N-Benzyl-L-prolinol

99%

Synonym(s):

(S)-(−)-1-Benzylpyrrolidine-2-methanol

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About This Item

Empirical Formula (Hill Notation):
C12H17NO
CAS Number:
Molecular Weight:
191.27
Beilstein/REAXYS Number:
3663640
MDL number:
UNSPSC Code:
12352209
PubChem Substance ID:
NACRES:
NA.22

assay

99%

form

liquid

optical activity

[α]20/D −72.7°, neat

reaction suitability

reaction type: solution phase peptide synthesis

refractive index

n20/D 1.541 (lit.)

bp

115-120 °C/0.5 mmHg (lit.)

density

1.08 g/mL at 25 °C (lit.)

application(s)

peptide synthesis

SMILES string

OC[C@@H]1CCCN1Cc2ccccc2

InChI

1S/C12H17NO/c14-10-12-7-4-8-13(12)9-11-5-2-1-3-6-11/h1-3,5-6,12,14H,4,7-10H2/t12-/m0/s1

InChI key

ZAIQBJPTOXDDKA-LBPRGKRZSA-N

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Application

Precursor in the synthesis of proline-derived homochiral amine oxides. Starting material for enantiomerically pure 3-hydroxypiperidine, a structural feature present in many natural products.

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

230.0 °F - closed cup

flash_point_c

110 °C - closed cup

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter


Certificates of Analysis (COA)

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O'Neil, I.A. et al.
Synlett, 617-617 (1995)
Cossy, J. et al.
Tetrahedron Letters, 36, 549-549 (1995)

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