Skip to Content
MilliporeSigma
All Photos(2)

Key Documents

54060

Sigma-Aldrich

Hydrocinchonine

≥95.0% (sum of enantiomers, HPLC)

Synonym(s):

Dihydrocinchonine

Sign Into View Organizational & Contract Pricing


About This Item

Empirical Formula (Hill Notation):
C19H24N2O
CAS Number:
Molecular Weight:
296.41
Beilstein/REAXYS Number:
4296749
EC Number:
MDL number:
UNSPSC Code:
12352005
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

≥95.0% (sum of enantiomers, HPLC)
≥97.0% (NT)

optical activity

[α]20/D +197±4°, c = 0.25% in ethanol

mp

269-272 °C (lit.)

functional group

hydroxyl

SMILES string

CC[C@H]1CN2CC[C@H]1C[C@@H]2[C@@H](O)c3ccnc4ccccc34

InChI

1S/C19H24N2O/c1-2-13-12-21-10-8-14(13)11-18(21)19(22)16-7-9-20-17-6-4-3-5-15(16)17/h3-7,9,13-14,18-19,22H,2,8,10-12H2,1H3/t13-,14-,18+,19-/m0/s1

InChI key

WFJNHVWTKZUUTR-QAMTZSDWSA-N

Looking for similar products? Visit Product Comparison Guide

Application

Hydrocinchonine is an alkaloid that can be used as a chiral base in:
  • The 1,3-dipolar cycloaddition reactions of alkenes and azomethine ylides using silver fluoride.[1]
  • The aza-Henry reaction for the synthesis of molecules with optically active quaternary centers.[2]

pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk_germany

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Customers Also Viewed

Slide 1 of 2

1 of 2

A convenient procedure for the catalytic asymmetric 1, 3-dipolar cycloaddition of azomethine ylides and alkenes
Alemparte C, et al.
Organic Letters, 7(21), 4569-4572 (2005)
A chiral molecular recognition approach to the formation of optically active quaternary centres in aza-Henry reactions
Knudsen KR and Jorgensen KA
Organic & Biomolecular Chemistry, 3(8), 1362-1364 (2005)

Questions

Reviews

No rating value

Active Filters

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service