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Tropane

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Name

Tropane

EINECS N/A
CAS No. 529-17-9 Density 0.934g/cm3
PSA 3.24000 LogP 1.57100
Solubility N/A Melting Point N/A
Formula C8H15 N Boiling Point 166°Cat760mmHg
Molecular Weight 125.214 Flash Point 42.2°C
Transport Information N/A Appearance N/A
Safety Risk Codes R10; R36/37/38
Molecular Structure Molecular Structure of 529-17-9 (8-METHYL-8-AZABICYCLO[3.2.1]OCTANE) Hazard Symbols Xi
Synonyms

Tropane(6CI,7CI,8CI); 1aH,5aH-Tropane;2,3-Dihydro-8-methylnortropidine; 8-Methyl-8-azabicyclo[3.2.1]octane;N-Methyl-8-azabicyclo[3.2.1]octane

Article Data 27

Tropane Synthetic route

532-24-1

tropinone

529-17-9

tropane

Conditions
ConditionsYield
With hydrogenchloride; hydrogen; platinum(IV) oxide under 1.5 Torr; for 35h;100%
With potassium hydroxide; hydrazine In 2,2'-[1,2-ethanediylbis(oxy)]bisethanol for 8h; Wolff-Kischener reduction; Heating;
201230-82-2

carbon monoxide

529-18-0

tropidine

A

529-17-9

tropane

B

68969-37-9

tropan-2-yl-methanol

C

90949-82-9, 888716-28-7

3-hydroxymethyl-8-methyl-8-azabicyclo[3.2.1]octane

D

93047-52-0, 99658-61-4

Tropan-3β-carboxaldehyd

Conditions
ConditionsYield
With hydrogen; di-μ-chlorobis(norbornadiene)dirhodium(I); tributylphosphine In benzene at 100℃; under 60004.8 Torr; for 6h;A 2%
B n/a
C n/a
D 92%
201230-82-2

carbon monoxide

529-18-0

tropidine

A

529-17-9

tropane

B

68969-37-9

tropan-2-yl-methanol

C

90949-82-9, 888716-28-7

3-hydroxymethyl-8-methyl-8-azabicyclo[3.2.1]octane

D

93047-52-0, 99658-61-4

Tropan-3β-carboxaldehyd

E

8-Methyl-8-aza-bicyclo[3.2.1]octane-2-carbaldehyde

Conditions
ConditionsYield
With hydrogen; carbonylhydridetris(triphenylphosphine)rhodium(I) In benzene at 100℃; under 60004.8 Torr; for 6h; Product distribution; various catalysts, formed in situ from various phosphines;A 2%
B n/a
C n/a
D 86%
E 10%
95799-01-2

N-<(benzoyloxy)carbonyl>nortropane

529-17-9

tropane

Conditions
ConditionsYield
With lithium aluminium tetrahydride In tetrahydrofuran for 24h; Ambient temperature;72%
122709-62-0

1-<(methyl(4-cycloheptenyl)carbamoyl)oxy>-2(1H)-pyridinethione

A

529-17-9

tropane

B

128729-93-1

2-(2-pyridylthio)tropane

Conditions
ConditionsYield
With 2-methylpropan-2-thiol; acetic acid In acetonitrile at 25℃; Irradiation;A 68%
B 3 % Chromat.
201230-82-2

carbon monoxide

529-18-0

tropidine

A

529-17-9

tropane

B

93047-52-0, 99658-61-4

Tropan-3β-carboxaldehyd

C

8-Methyl-8-aza-bicyclo[3.2.1]octane-2-carbaldehyde

Conditions
ConditionsYield
With hydrogen; di-μ-chlorobis(norbornadiene)dirhodium(I); tricyclohexylphosphine In benzene at 100℃; under 60004.8 Torr; for 6h;A 22%
B 67%
C 11%
122709-62-0

1-<(methyl(4-cycloheptenyl)carbamoyl)oxy>-2(1H)-pyridinethione

529-17-9

tropane

Conditions
ConditionsYield
With 2-methylpropan-2-thiol; acetic acid In benzene at 4℃;67%
42870-65-5

N-methyl-N-cycloheptylamine

529-17-9

tropane

Conditions
ConditionsYield
With chlorine Erwaermen des erhaltenen Chlor-cycloheptyl-methyl-amins mit 84%ig. wss. Schwefelsaeure;
Conditions
ConditionsYield
With diethyl ether; platinum Hydrogenation;
120-29-6

3-tropanol

529-17-9

tropane

Conditions
ConditionsYield
With phosphonium iodide; hydrogen iodide at 195 - 200℃; im Rohr;

Tropane Chemical Properties

Molecular Structure of Tropane (CAS NO. 529-17-9):

IUPAC Name: 8-Methyl-8-azabicyclo[3.2.1]octane 
Molecular Formula: 125.211400 g/mol
Molecular Weight: C8H15N
Index of Refraction: 1.488
Molar Refractivity: 38.6 cm3
Molar Volume: 134 cm3
Surface Tension: 29.9 dyne/cm
Density: 0.934 g/cm3
Flash Point: 42.2 °C
Enthalpy of Vaporization: 40.25 kJ/mol
Boiling Point: 166 °C at 760 mmHg
Vapour Pressure: 1.82 mmHg at 25 °C
Refractive Index: n20/D 1.477(lit.)
Product Categories: Heterocyclic Compounds

Tropane Safety Profile

Safety Information of Tropane (CAS NO. 529-17-9):
Hazard Codes: Xi Irritant
Risk Statements: 10-36/37/38
R10: Flammable
R36/37/38: Irritating to eyes, respiratory system and skin
Safety Statements: 16-26-36
S16: Keep away from sources of ignition
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
S36: Wear suitable protective clothing
RIDADR: UN 1993 3/PG 3
WGK Germany: 3
HazardClass: 3.2
PackingGroup: III

Tropane Specification

 Tropane with cas registry number of 529-17-9 is a nitrogenous bicyclic organic compound. It is mainly known for a group of alkaloids derived from it, which include atropine and cocaine. Both alkaloids contain tropinone from which tropane is a derivate. Tropane alkaloids occur in plants of the families Erythroxylaceae (including coca) and Solanaceae (including mandrake, henbane, deadly nightshade, datura, potato, tomato). Tropane is also known as 8-Azabicyclo(3.2.1)octane, 8-methyl- .

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