Tropane supplier | CasNO.529-17-9

Name
8-METHYL-8-AZABICYCLO[3.2.1]OCTANE
EINECS
CAS No. 529-17-9
Article Data27
CAS DataBase
Density 0.934g/cm³
Solubility
Melting Point
Formula C8H15 N
Boiling Point 166°Cat760mmHg
Molecular Weight 125.214
Flash Point 42.2°C
Transport Information
Appearance
Safety
Risk Codes R10; R36/37/38
Molecular Structure
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
PSA 3.24000
LogP 1.57100

Synthetic route

: 532-24-1
tropinone

: 529-17-9
tropane

Conditions

Conditions	Yield
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

Conditions	Yield
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%

...Expand

: 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

Conditions	Yield
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%

...Expand

: 95799-01-2
N-<(benzoyloxy)carbonyl>nortropane

: 529-17-9
tropane

Conditions

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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%

...Expand

: 122709-62-0
1-<(methyl(4-cycloheptenyl)carbamoyl)oxy>-2(1H)-pyridinethione

: 529-17-9
tropane

Conditions

Conditions	Yield
With 2-methylpropan-2-thiol; acetic acid In benzene at 4℃;	67%

: 42870-65-5
N-methyl-N-cycloheptylamine

: 529-17-9
tropane

Conditions

Conditions	Yield
With chlorine Erwaermen des erhaltenen Chlor-cycloheptyl-methyl-amins mit 84%ig. wss. Schwefelsaeure;

: 529-18-0, 122709-67-5
Tropidin

: 529-17-9
tropane

Conditions

Conditions	Yield
With diethyl ether; platinum Hydrogenation;

: 120-29-6
3-tropanol

: 529-17-9
tropane

Conditions

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

: (1S,4R)-4-Methylamino-cycloheptanol

: 529-17-9
tropane

Conditions

Conditions	Yield
With thionyl chloride 1.) CDCl3, 0 deg C to room temperature, 19.5 h, 2.) 12 h; Yield given. Multistep reaction;

hydroscopolin: hydroscopolin

: 529-17-9
tropane

Conditions

Conditions	Yield
With phosphonium iodide; hydrogen iodide at 195 - 205℃; im Rohr;

: 103392-59-2
tropane-6,7-diol

: 10034-85-2
hydrogen iodide

phosphonium iodide: phosphonium iodide

: 529-17-9
tropane

Conditions

Conditions	Yield
at 195 - 205℃;

...Expand

: 10034-85-2
hydrogen iodide

: 120-29-6
3-tropanol

phosphonium iodide: phosphonium iodide

: 529-17-9
tropane

Conditions

Conditions	Yield
at 195 - 200℃;

...Expand

: 60-29-7
diethyl ether

: 529-18-0
tropidine

platinum black: platinum black

: 529-17-9
tropane

Conditions

Conditions	Yield
Hydrogenation;

...Expand

tropane chloromethylate: tropane chloromethylate

: 529-17-9
tropane

Conditions

Conditions	Yield
Bei der trocknen Destillation;

hydriodide of 3-iodo-tropane: hydriodide of 3-iodo-tropane

A: 529-17-9
tropane

: 529-18-0, 122709-67-5
Tropidin

Conditions

Conditions	Yield
With hydrogenchloride; zinc
With hydrogen iodide; zinc

hydrobromide of α-tropidine hydrobromide: hydrobromide of α-tropidine hydrobromide

A: 529-17-9
tropane

: 529-18-0, 122709-67-5
Tropidin

Conditions

Conditions	Yield
With sulfuric acid; zinc
With hydrogen iodide; zinc

: 3-iodo-tropane

: 7647-01-0
hydrogenchloride

zinc dust: zinc dust

A: 529-17-9
tropane

: 529-18-0, 122709-67-5
Tropidin

...Expand

: 7664-93-9
sulfuric acid

: 532-24-1
tropinone

A: 529-17-9
tropane

B: 120-29-6
3-tropanol

C: 135-97-7
pseudotropine

Conditions

Conditions	Yield
elektrolytische Reduktion an einer Bleikathode;

...Expand

: 532-24-1
tropinone

: 10034-85-2
hydrogen iodide

zinc: zinc

A: 529-17-9
tropane

B: 120-29-6
3-tropanol

C: 135-97-7
pseudotropine

...Expand

: 532-24-1
tropinone

A: 529-17-9
tropane

B tropine, pseudotropine: tropine, pseudotropine

Conditions

Conditions	Yield
elektrolytische Reduktion;
With hydrogen iodide; zinc

: 2292-11-7
3exo-bromo-tropane

: 7664-93-9
sulfuric acid

zinc: zinc

A: 529-17-9
tropane

: 529-18-0, 122709-67-5
Tropidin

...Expand

tropane iodomethylate: tropane iodomethylate

A: 529-17-9
tropane

B: 855405-70-8
cyclohept-3-enyl-dimethyl-amine

Conditions

Conditions	Yield
With silver(l) oxide durch Destillation der entstandenen stark alkal. Loesung der Ammoniumbase;

: 113340-14-0, 146309-07-1
cis-4-[(benzyloxycarbonyl)amino]cyclohept-2-enol

: 529-17-9
tropane

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 66 percent / LiAlH4 / tetrahydrofuran / 10 h / Heating 2: 90 percent / H2 / 5percent Pd on charcoal / methanol / 16 h 3: 1.) SOCl2, 2.) TABD / 1.) CDCl3, 0 deg C to room temperature, 19.5 h, 2.) 12 h View Scheme

: 146309-04-8
6-Oxa-7-aza-bicyclo[3.2.2]non-8-ene-7-carboxylic acid benzyl ester

: 529-17-9
tropane

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: 67 percent / LiAlH4 / tetrahydrofuran / 10 h / Heating 2: 87 percent / Zn / acetic acid / 4 h / 50 - 60 °C 3: 90 percent / H2 / 5percent Pd on charcoal / methanol / 16 h 4: 1.) SOCl2, 2.) TABD / 1.) CDCl3, 0 deg C to room temperature, 19.5 h, 2.) 12 h View Scheme

: (1S,4R)-4-Methylamino-cyclohept-2-enol

: 529-17-9
tropane

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 90 percent / H2 / 5percent Pd on charcoal / methanol / 16 h 2: 1.) SOCl2, 2.) TABD / 1.) CDCl3, 0 deg C to room temperature, 19.5 h, 2.) 12 h View Scheme

: 214326-04-2
N-methyl-8-oxa-9-azabicyclo[3.2.2]non-6-ene

: 529-17-9
tropane

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 87 percent / Zn / acetic acid / 4 h / 50 - 60 °C 2: 90 percent / H2 / 5percent Pd on charcoal / methanol / 16 h 3: 1.) SOCl2, 2.) TABD / 1.) CDCl3, 0 deg C to room temperature, 19.5 h, 2.) 12 h View Scheme

: 695-64-7
1-chloro-1-nitrosocyclohexane

: 529-17-9
tropane

Conditions

Conditions	Yield
Multi-step reaction with 6 steps 1: 68 percent / ethanol; CCl4 / 48 h / -10 °C 2: 98 percent / H2 / 5percent Pd/C / methanol / 7 h / 760 Torr 3: 80 percent / Na2CO3 / CHCl3; H2O / 1.) 0 deg C, 30 min, 2.) RT, 2h 4: 12 percent / SOCl2 / CHCl3 / 48 h / Ambient temperature 5: 78 percent / potassium tert-butoxide / benzene; hexamethylphosphoric acid triamide / 2 h / Ambient temperature 6: 72 percent / LiALH4 / tetrahydrofuran / 24 h / Ambient temperature View Scheme
Multi-step reaction with 6 steps 1: 68 percent / ethanol; CCl4 / 48 h / -10 °C 2: 98 percent / H2 / 5percent Pd/C / methanol / 7 h / 760 Torr 3: 80 percent / Na2CO3 / CHCl3; H2O / 1.) 0 deg C, 30 min, 2.) RT, 2h 4: SOCl2, pyridine / diethyl ether / 14 h / Ambient temperature 5: 78 percent / potassium tert-butoxide / benzene; hexamethylphosphoric acid triamide / 2 h / Ambient temperature 6: 72 percent / LiALH4 / tetrahydrofuran / 24 h / Ambient temperature View Scheme
Multi-step reaction with 5 steps 1: 68 percent / ethanol; CCl4 / 48 h / -10 °C 2: 98 percent / H2 / 5percent Pd/C / methanol / 7 h / 760 Torr 3: 80 percent / Na2CO3 / CHCl3; H2O / 1.) 0 deg C, 30 min, 2.) RT, 2h 5: 72 percent / LiALH4 / tetrahydrofuran / 24 h / Ambient temperature View Scheme

: 529-17-9
tropane

: 541-41-3
chloroformic acid ethyl ester

: 6760-98-1
N-(ethoxycarbonyl)nortropane

Conditions

Conditions	Yield
In benzene	95%

: 529-17-9
tropane

: 498-66-8
norborn-2-ene

: C15H25N

Conditions

Conditions	Yield
With scandium tris(ortho-N,N-dimethylaminobenzyl); trityl tetrakis(pentafluorophenyl)borate In toluene at 70℃; for 24h; regiospecific reaction;	90%

: 529-17-9
tropane

: 280-05-7
8-azabicyclo[3.2.1]octane

Conditions

Conditions	Yield
With carbonochloridic acid 1-chloro-ethyl ester In DCE at 0℃; for 4.08333h; Heating / reflux;	83%
With hypochloric acid Reduktion des entstandenen N-Chlor-nortropans;

: 529-17-9
tropane

: 2-(nonafluoro-tert-butoxy)ethyl acrylate

: 6-((1R,5S)-8-azabicyclo[3.2.1]octan-8-yl)-1-((1,1,1,3,3,3-hexafluoro-2-(trifluoromethyl)propan-2-yl)oxy)hexan-3-one

Conditions

Conditions	Yield
With benzophenone; copper diacetate In acetonitrile at 35℃; for 3h; Giese Free Radical Synthesis; Darkness; Inert atmosphere; Irradiation; Sealed tube;	83%

: 529-17-9
tropane

: 78-94-4
methyl vinyl ketone

: 5-((1R,5S)-8-azabicyclo[3.2.1]octan-8-yl)pentan-2-one

Conditions

Conditions	Yield
With benzophenone; copper diacetate In acetonitrile at 35℃; for 16h; Giese Free Radical Synthesis; Darkness; Inert atmosphere; Irradiation; Sealed tube;	73%

: 529-17-9
tropane

: 6760-99-2
8-azabicyclo[3.2.1]octane hydrochloride

Conditions

Conditions	Yield
Stage #1: tropane With chloroformic acid ethyl ester In toluene at 80℃; for 24h; Stage #2: With hydrogenchloride In water at 100℃; for 2h;	72%
Multi-step reaction with 2 steps 1: Et3N / CH2Cl2 2: MeOH View Scheme
Multi-step reaction with 2 steps 1: 95 percent / benzene 2: 90 percent / aq. HCl / Heating View Scheme

: 529-17-9
tropane

: 108-24-7
acetic anhydride

: 769-04-0
8-acetyl-nortropane

Conditions

Conditions	Yield
palladium diacetate at 80℃; for 14h; Neat (no solvent);	70%

: 529-17-9
tropane

: 107-13-1
acrylonitrile

: 4-(8-azabicyclo[3.2.1]octan-8-yl)butanenitrile

Conditions

Conditions	Yield
With benzophenone; copper diacetate In acetonitrile at 35℃; for 5h; Giese Free Radical Synthesis; Darkness; Inert atmosphere; Irradiation; Sealed tube;	69%

: 529-17-9
tropane

: 100-58-3
phenylmagnesium bromide

: 19079-79-9
8-benzyl-8-azabicyclo[3.2.1]octane

Conditions

Conditions	Yield
Stage #1: tropane With 1,4-diaza-bicyclo[2.2.2]octane; tri(4-tolyl)aminium hexafluorophosphate In acetonitrile at -5℃; Inert atmosphere; Stage #2: phenylmagnesium bromide In tetrahydrofuran; acetonitrile at 0℃; for 0.0833333h; Inert atmosphere; regioselective reaction;	66%

: 529-17-9
tropane

: 140-88-5
ethyl acrylate

: ethyl 4-(8-azabicyclo[3.2.1]octan-8-yl)butanoate

Conditions

Conditions	Yield
With benzophenone; copper diacetate In acetonitrile at 35℃; for 3h; Giese Free Radical Synthesis; Darkness; Inert atmosphere; Irradiation; Sealed tube;	61%

: 529-17-9
tropane

: 1885-14-9
phenyl chloroformate

: 8-Aza-bicyclo[3.2.1]octane-8-carboxylic acid phenyl ester

Conditions

Conditions	Yield
In dichloromethane Ambient temperature;	60%

: 529-17-9
tropane

: 119-61-9
benzophenone

A: 464-72-2
tetraphenylethane-1,2-diol

B: 1,2-bis(8-azabicyclo<3,2,1>oct-8-yl)ethane

C: 2-(8-Aza-bicyclo[3.2.1]oct-8-yl)-1,1-diphenyl-ethanol

Conditions

Conditions	Yield
In benzene at 22 - 25℃; for 11h; Irradiation;	A n/a B 15% C 56%

...Expand

: 529-17-9
tropane

A: 464-72-2
tetraphenylethane-1,2-diol

B: 1,2-bis(8-azabicyclo<3,2,1>oct-8-yl)ethane

C: 2-(8-Aza-bicyclo[3.2.1]oct-8-yl)-1,1-diphenyl-ethanol

Conditions

Conditions	Yield
With benzophenone In benzene at 22 - 25℃; for 11h; Irradiation;	A n/a B 15% C 56%

...Expand

: 529-17-9
tropane

: 56771-95-0
8-formyl-nortropane

Conditions

Conditions	Yield
With ruthenium tetroxide In tetrachloromethane for 2h;	49%

: 529-17-9
tropane

: 506-68-3
bromocyane

: nortropane-8-carbonitrile

Conditions

Conditions	Yield
With diethyl ether

: 529-17-9
tropane

: 131732-22-4
3-(N,N,N-trimethylammonio)propyl bromide

: 109286-69-3
8ξ-methyl-8ξ-(3-trimethylammonio-propyl)-nortropanium; dibromide

Conditions

Conditions	Yield
With acetonitrile

: 529-17-9
tropane

: 65-85-0
benzoic acid

: 95687-85-7
8-benzoyl-8-azabicyclo<3.2.1>octane

Conditions

Conditions	Yield
at 190℃;

: 529-17-9
tropane

: 501-52-0
3-Phenylpropionic acid

: 8-(3-phenyl-propionyl)-nortropane

Conditions

Conditions	Yield
at 190℃;

: 529-17-9
tropane

: 74-88-4
methyl iodide

: 18600-24-3
8,8-dimethyl-nortropanium; iodide

Conditions

Conditions	Yield
With methanol

: 529-17-9
tropane

: tropane-8-oxide

Conditions

Conditions	Yield
With dihydrogen peroxide

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- .

Product Name

8-METHYL-8-AZABICYCLO[3.2.1]OCTANE

Synthetic route

Tropane Chemical Properties

Tropane Safety Profile

Tropane Specification

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