ChemicalBook >  Product Catalog >  Chemical Reagents >  Organic reagents >  Bicyclic compound >  Tropinone

Tropinone

Basic information Safety Related Supplier

Tropinone Basic information

Product Name:
Tropinone
CAS:
532-24-1
MF:
C8H13NO
MW:
139.19
EINECS:
208-530-6
Mol File:
532-24-1.mol
More
Less

Tropinone Chemical Properties

Melting point:
40-44 °C(lit.)
Boiling point:
113 °C25 mm Hg(lit.)
Density 
1.0268 (rough estimate)
refractive index 
1.4598 (estimate)
Flash point:
194 °F
storage temp. 
2-8°C
pka
8.93±0.20(Predicted)
form 
crystalline
color 
brown
PH
8 (18g/l, H2O, 20℃)
BRN 
2329
InChIKey
QQXLDOJGLXJCSE-KNVOCYPGSA-N
CAS DataBase Reference
532-24-1(CAS DataBase Reference)
NIST Chemistry Reference
8-Azabicyclo[3.2.1]octan-3-one, 8-methyl-(532-24-1)
EPA Substance Registry System
8-Azabicyclo[3.2.1]octan-3-one, 8-methyl- (532-24-1)
More
Less

Safety Information

Hazard Codes 
C,Xi
Risk Statements 
34-22-36/37/38
Safety Statements 
23-24/25-36/37/39-26-22
RIDADR 
1544
WGK Germany 
3
TSCA 
Yes
HazardClass 
6.1
PackingGroup 
III
HS Code 
29399990

MSDS

More
Less

Tropinone Usage And Synthesis

Chemical Properties

Tropinone is a white to light yellow crystal powder, It is an alkaloid and a precursor to a number of additional plant alkaloids. Tropinone is the first intermediate in the biosynthesis of the pharmacologically important tropane alkaloids that possesses the 8-azabicyclo[3.2.1]octane core bicyclic structure that defines this alkaloid class. Chemical synthesis of tropinone was achieved in 1901 but the mechanism of tropinone biosynthesis has remained elusive.

Uses

Tropinone is an oxidative product of Tropane, used to synthesize Morphine and Tropane alkaloids.

Preparation

The first synthesis of tropinone was by Richard Willstätter in 1901. It started from the seemingly related cycloheptanone, but required many steps and had an overall yield of only 0.75%.Willstätter had previously synthesized cocaine from tropinone, in what was the first synthesis and elucidation of the structure of cocaine.
The 1917 synthesis by Robinson is considered a legend in total synthesis due to its simplicity and biomimetic approach. Tropinone is a bicyclic molecule, but the reactants used in its preparation are fairly simple: succinaldehyde, methyl amine and acetone dicarboxylic acid (or even acetone). The synthesis is a good example of a biomimetic reaction or biogenetic-type synthesis because biosynthesis makes use of the same building blocks. It also demonstrates a tandem reaction in a one-pot synthesis. Furthermore the yield of the synthesis was 17% and with subsequent improvements exceeded 90%.

More
Less

TropinoneSupplierMore

Shanghai Qiao Chemical Science Co., Ltd Gold
Tel:
021-58892003- ;021-50396381-
Email:
info@qiaochem.com;aaron@qiaochem.com
Zhengzhou Xlinebio technology Co., Ltd. Gold
Tel:
0371-61318675-
Email:
sales@xlinebio.com
Shanghai Boyle Chemical Co., Ltd.
Tel:
Mr Qiu:021-50182298(Demestic market) Miss Xu:021-50180596(Abroad market)
Email:
sales@boylechem.com
J & K SCIENTIFIC LTD.
Tel:
010-82848833- ;010-82848833-
Email:
jkinfo@jkchemical.com;market6@jkchemical.com
Meryer (Shanghai) Chemical Technology Co., Ltd.
Tel:
21-61259100-
Email:
sh@meryer.com
Basic information Safety Related Supplier