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T89605

Sigma-Aldrich

Tropinone

99%

Synonym(s):

8-Methyl-8-azabicyclo[3.2.1]octan-3-one

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About This Item

Empirical Formula (Hill Notation):
C8H13NO
CAS Number:
532-24-1
Molecular Weight:
139.19
Beilstein:
2329
EC Number:
208-530-6
MDL number:
MFCD00005549
UNSPSC Code:
12352100
PubChem Substance ID:
24900577
NACRES:
NA.22

Assay

99%

bp

113 °C/25 mmHg (lit.)

mp

40-44 °C (lit.)

storage temp.

2-8°C

SMILES string

CN1[C@@H]2CC[C@H]1CC(=O)C2

InChI

1S/C8H13NO/c1-9-6-2-3-7(9)5-8(10)4-6/h6-7H,2-5H2,1H3/t6-,7+

InChI key

QQXLDOJGLXJCSE-KNVOCYPGSA-N

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Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302 + H332

Hazard Classifications

Acute Tox. 4 Inhalation - Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

Flash Point(F)

194.0 °F - closed cup

Flash Point(C)

90 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Atsuko Yamashita et al.
Biochemistry, 42(19), 5566-5573 (2003-05-14)
To understand the catalytic mechanism of an enzyme, it is crucial to determine the crystallographic structures corresponding to the individual reaction steps. Here, we report two crystal structures of enzyme-substrate complexes prior to reaction initiation: tropinone reductase-II (TR-II)-NADPH and TR-II-NADPH-tropinone
Franklin A Davis et al.
Organic letters, 11(7), 1647-1650 (2009-03-13)
Sulfinimine-derived, enantiopure N-sulfinyl beta-amino ketone ketals on hydrolysis give dehydropyrrolidine ketones that on treatment with (Boc)(2)O/DMAP afford substituted tropinones in good yield.
E Leete
Planta medica, 56(4), 339-352 (1990-08-01)
Recent work on the biosynthesis of the tropane moiety of cocaine, hyoscamine, scopolamine, and related alkaloids is reviewed. Revision of the generally accepted biosynthetic pathway to these alkaloids is now proposed in the light of new discoveries. New information on
Enantioselective synthesis of unnatural (S)-(+)-cocaine.
J C Lee et al.
The Journal of organic chemistry, 65(15), 4773-4775 (2000-08-26)
P C Schultheiss et al.
Veterinary and human toxicology, 37(5), 452-454 (1995-10-01)
The effects of feeding high and low doses of field bindweed (Convolvulus arvensis) to mice were investigated. Bindweed contains several alkaloids, including pseudotropine, and lesser amounts of tropine, tropinone, and meso-cuscohygrine. Mice fed bindweed exclusively died or were euthanized after
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