Tropine supplier | CasNO.120-29-6

Name
Tropine
EINECS 204-384-2
CAS No. 120-29-6
Article Data66
CAS DataBase
Density 1.078 g/cm³
Solubility water: 0.1 g/mL, clear
Melting Point 64 °C
Formula C₈H₁₅NO
Boiling Point 232.999 °C at 760 mmHg
Molecular Weight 141.213
Flash Point 112.5 °C
Transport Information
Appearance white to slightly yellow crystalline powder
Safety 22-24/25
Risk Codes 26/28-20/22
Molecular Structure
Hazard Symbols Xi,Xn
Synonyms Tropine;α -Tropine; tropinol;1aH,5aH-Tropan-3a-ol (8CI);8-Azabicyclo[3.2.1]octan-3-ol, 8-methyl-, endo-;Tropanol(6CI,7CI);2,3-Dihydro-3a-hydroxy-8-methylnortropidine;2,3-Dihydro-3a-hydroxytropidine;3a-Tropanol;NSC 43870;
PSA 23.47000
LogP 0.54180

Synthetic route

: 50-00-0
formaldehyd

: 538-09-0
nortropine

: 120-29-6
3-tropanol

Conditions

Conditions	Yield
With sodium tetrahydroborate	95%
With methanol; nickel Hydrogenation;

: 1234788-77-2
tropine N-oxide hydrochloride

A: 538-09-0
nortropine

B: 120-29-6
3-tropanol

Conditions

Conditions	Yield
iron In isopropyl alcohol at 60℃; for 2h; Product distribution / selectivity;	A 84% B 5%
Stage #1: tropine-N-oxide hydrochloride With ferrocene In chloroform for 24h; Reflux; Stage #2: With sodium hydroxide In chloroform; water	A 74% B 8%

: 4827-85-4
tropinone hydrochloride

A: 85089-40-3
8,8'-dimethyl-3,3'-dihydroxy-3,3'-bi(8-azabicyclo<3.2.1>octyl)

B: 8-methyl-3-hydroxy-3-(1-hydroxy-1-methylethyl)-8-azabicyclo<3.2.1>octane

C: 120-29-6
3-tropanol

D: 135-97-7
pseudotropine

Conditions

Conditions	Yield
With isopropyl alcohol for 22h; Heating; Irradiation; PRK-2 mercury-quartz lamp;	A 5% B 22% C 46% D 32%

...Expand

: 4827-85-4
tropinone hydrochloride

: 67-63-0
isopropyl alcohol

A: 85089-40-3
8,8'-dimethyl-3,3'-dihydroxy-3,3'-bi(8-azabicyclo<3.2.1>octyl)

B: 8-methyl-3-hydroxy-3-(1-hydroxy-1-methylethyl)-8-azabicyclo<3.2.1>octane

C: 120-29-6
3-tropanol

D: 135-97-7
pseudotropine

Conditions

Conditions	Yield
for 22h; Heating; Irradiation; PRK-2 mercury-quartz lamp;	A 5% B 22% C 46% D 32%

...Expand

: 93713-44-1
(1R,3R,5S)-3-Hydroxy-8-isopropyl-8-methyl-8-azonia-bicyclo[3.2.1]octane; iodide

A: 3423-25-4
endo-8-(1-methylethyl)-8-azabicyclo<3.2.1>octan-3-ol

B: 120-29-6
3-tropanol

Conditions

Conditions	Yield
With sodium thiophenolate In acetonitrile; butanone Heating;	A 13% B 40%

: 16052-39-4
3-(2′-phenylpropionyloxy)tropane

A: 492-37-5, 2328-24-7
hydratropic acid

B: 120-29-6
3-tropanol

Conditions

Conditions	Yield
in alkal.Loesung;

: 532-24-1
tropinone

A: 7432-10-2, 911648-75-4
Tropanol

B: 120-29-6
3-tropanol

Conditions

Conditions	Yield
weitere Nebenprodukt:Tropan;bei der elektrolytischen Reduktion in schwach saurer Loesung;

: 532-24-1
tropinone

: 120-29-6
3-tropanol

Conditions

Conditions	Yield
elektrolytische Reduktion in alkal.Loesung;
With methanol; nickel under 44130.5 Torr; Hydrogenation;
With 2,3,5-Trimethoxytetrahydrofuran; nickel at 50℃; Hydrogenation.unter 60 at Anfangsdruck;

: 532-24-1
tropinone

A: 120-29-6
3-tropanol

B: 135-97-7
pseudotropine

Conditions

Conditions	Yield
With aluminum isopropoxide; isopropyl alcohol
With sodium tetrahydroborate In ethanol for 1h;	A 91 mg B 519 mg

: 127-09-3
sodium acetate

: 27809-79-6
bromotropinol

: furan-2,3,5(4H)-trione pyridine (1:1)

: 120-29-6
3-tropanol

...Expand

: 51-56-9
homatropine hydrobromide

A: 611-71-2, 611-72-3, 17199-29-0, 90-64-2
MANDELIC ACID

B: 120-29-6
3-tropanol

Conditions

Conditions	Yield
at 20 - 47℃; Kinetics; in wss.Loesungen vom pH 7 bis pH 12.5.Hydrolysis;

: 87-00-3
homatropine

A: 611-71-2, 611-72-3, 17199-29-0, 90-64-2
MANDELIC ACID

B: 120-29-6
3-tropanol

Conditions

Conditions	Yield
at 20 - 47℃; Kinetics; in wss.Loesungen vom pH 7 bis pH 12.5.Hydrolysis;

: 51-55-8
atropine

: 120-29-6
3-tropanol

Conditions

Conditions	Yield
With potassium hydroxide

: 51-55-8
atropine

A: 492-38-6
2-phenylacrylic acid

B: 120-29-6
3-tropanol

Conditions

Conditions	Yield
With barium dihydroxide at 100℃;

: 51-55-8
atropine

A: 529-64-6
Tropic acid

B: 120-29-6
3-tropanol

Conditions

Conditions	Yield
With hydrogenchloride

: 2-Bromo-8-methyl-8-aza-bicyclo[3.2.1]octan-3-one

: 120-29-6
3-tropanol

Conditions

Conditions	Yield
With K2CO3,H2/Ra Ni 28 In water under 3.3 Torr; for 1.5h;

: 55-48-1, 300-40-3, 620-61-1, 1867-24-9, 2472-17-5, 2623-69-0, 14844-27-0, 5908-99-6
(1R,3r,5S)-3-tropoyloxytropanium sulfate

A: 532-24-1
tropinone

B: 510-25-8, 5878-33-1, 6696-63-5, 23852-32-6
β-Belladonnin

C: 510-25-8, 5878-33-1, 6696-63-5, 23852-32-6
α-Belladonnin

D: 120-29-6
3-tropanol

E: 135-97-7
pseudotropine

F: 500-55-0
apoatropine

Conditions

Conditions	Yield
In water for 720h; Irradiation; decomposition in aq. solution; stability after storage in glass and polyethylene containers under various conditions (pH-value, temp., oxidative effects, irradiation);

...Expand

: C21H14Br4O5S*2C8H15NO

A: C21H14Br4O5S*C8H15NO

B: 120-29-6
3-tropanol

Conditions

Conditions	Yield
In dichloromethane at 25℃; Equilibrium constant;

: 532-24-1
tropinone

: 120-29-6
3-tropanol

Conditions

Conditions	Yield
With L-Selectride Reduction;
With hydrogen In methanol; water at 60 - 65℃; under 6000.6 - 7500.75 Torr; for 6h; Inert atmosphere; Autoclave;	192 g

convolamine: convolamine

: 120-29-6
3-tropanol

Conditions

Conditions	Yield
With potassium hydroxide

: 532-24-1
tropinone

: 7732-18-5
water

nickel upon kieselguhr: nickel upon kieselguhr

: 120-29-6
3-tropanol

Conditions

Conditions	Yield
Hydrogenation;

...Expand

: 532-24-1
tropinone

: 7732-18-5
water

nickel upon pumice stone: nickel upon pumice stone

: 120-29-6
3-tropanol

Conditions

Conditions	Yield
Hydrogenation;

...Expand

: 64-17-5
ethanol

: 532-24-1
tropinone

platinum: platinum

: 120-29-6
3-tropanol

Conditions

Conditions	Yield
unter 10 at.Hydrogenation;
Hydrogenation;

...Expand

: 532-24-1
tropinone

: 64-19-7
acetic acid

platinum: platinum

: 120-29-6
3-tropanol

Conditions

Conditions	Yield
Hydrogenation;

...Expand

: 532-24-1
tropinone

: 7732-18-5
water

Raney nickel: Raney nickel

: 120-29-6
3-tropanol

Conditions

Conditions	Yield
Hydrogenation;

...Expand

: 14054-31-0
2-phenyl-acrylic acid tropan-3-yl ester

aq. barium hydroxide solution: aq. barium hydroxide solution

A: 492-38-6
2-phenylacrylic acid

B: 120-29-6
3-tropanol

Conditions

Conditions	Yield
Hydrolysis;

...Expand

: 14054-31-0
2-phenyl-acrylic acid tropan-3-yl ester

: 64-17-5
ethanol

KOH-solution: KOH-solution

A: 492-38-6
2-phenylacrylic acid

B: 120-29-6
3-tropanol

Conditions

Conditions	Yield
Hydrolysis;

...Expand

: 101-31-5
Hyoscyamine

aq. barium hydroxide solution: aq. barium hydroxide solution

A: 529-64-6
Tropic acid

B: 120-29-6
3-tropanol

Conditions

Conditions	Yield
at 60℃;

...Expand

: 7732-18-5
water

: 101-31-5
Hyoscyamine

A: 16202-15-6
(S)-tropic acid

B: 120-29-6
3-tropanol

Conditions

Conditions	Yield
bei laengerem Aufbewahren;
beim Kochen.Hydrolysis;

...Expand

: 532-24-1
tropinone

alkali boratene: alkali boratene

A: 120-29-6
3-tropanol

B: 135-97-7
pseudotropine

Conditions

Conditions	Yield
Product distribution;

...Expand

: 120-29-6
3-tropanol

: 1234788-77-2
tropine N-oxide hydrochloride

Conditions

Conditions	Yield
Stage #1: 3-tropanol With m-CPBA In chloroform at -30 - -20℃; Stage #2: With hydrogenchloride In chloroform; water	99%
With 3-chloro-benzenecarboperoxoic acid In methanol; chloroform at -30 - -20℃;	99%
Stage #1: 3-tropanol With 3-chloro-benzenecarboperoxoic acid In chloroform at -5 - 0℃; Stage #2: With hydrogenchloride In chloroform; water	90%

: 105-36-2
ethyl bromoacetate

: 120-29-6
3-tropanol

: C12H22NO3(1+)*Br(1-)

Conditions

Conditions	Yield
In acetone at 60℃; for 120h; Inert atmosphere;	96%

: 541-41-3
chloroformic acid ethyl ester

: 120-29-6
3-tropanol

: 30833-12-6
ethyl 3-endo-3-hydroxy-8-azabicyclo[3.3.1]octane-8-carboxylate

Conditions

Conditions	Yield
In chloroform at 20℃; for 7h; Reflux;	95%

: 112-29-8
1-bromo dodecane

: 120-29-6
3-tropanol

: N-decyltropiunim bromide

Conditions

Conditions	Yield
In acetone at 60℃; for 120h; Inert atmosphere;	95%

: 100-39-0
benzyl bromide

: 120-29-6
3-tropanol

: N-benzyltropinium bromide

Conditions

Conditions	Yield
In acetone at 60℃; for 120h; Inert atmosphere;	95%

: 110-52-1
1,4-dibromo-butane

: 120-29-6
3-tropanol

: C20H38N2O2(2+)*2Br(1-)

Conditions

Conditions	Yield
In toluene for 24h; Reflux;	94%

: 90-99-3
diphenylchloromethane

: 120-29-6
3-tropanol

: 86-13-5, 13050-78-7
benzatropine

Conditions

Conditions	Yield
at 160℃; for 1h;	93%

: 74-96-4
ethyl bromide

: 120-29-6
3-tropanol

: C10H20NO(1+)*Br(1-)

Conditions

Conditions	Yield
In ethyl acetate at 40℃; for 12h;	92.6%

: 143-15-7
1-dodecylbromide

: 120-29-6
3-tropanol

: 112555-20-1
N-dodecyltropinium bromide

Conditions

Conditions	Yield
In acetone at 60℃; for 120h; Inert atmosphere;	92%
With acetonitrile

: 20808-13-3
ethyl 2-fluoro-2-(phenylsulfonyl)acetate

: 120-29-6
3-tropanol

: C14H18FNO3S

Conditions

Conditions	Yield
Stage #1: 3-tropanol With di-isopropyl azodicarboxylate at 0 - 20℃; for 1h; Schlenk technique; Stage #2: ethyl 2-fluoro-2-(phenylsulfonyl)acetate In N,N-dimethyl-formamide at 50℃; for 3h; regioselective reaction;	91%

: 98-88-4
benzoyl chloride

: 120-29-6
3-tropanol

: 19145-60-9
endo-benzoic acid 8-methyl-8-aza-bicyclo[3.2.1]oct-3-yl ester

Conditions

Conditions	Yield
With triethylamine In toluene for 4h; Reflux;	90%
With potassium tert-butylate In tetrahydrofuran at 20℃; for 2h;	54%
With potassium tert-butylate In tetrahydrofuran at 20 - 30℃; for 2.5h;	54%

: 910650-82-7
1-fluoro-1,1-bis(phenylsulfonyl)methane

: 120-29-6
3-tropanol

: 8-(2-fluoro-2,2-bis(phenylsulfonyl)ethyl)-8-azabicyclo[3.2.1]octan-3-ol

Conditions

Conditions	Yield
Stage #1: 3-tropanol With di-isopropyl azodicarboxylate at 0 - 20℃; for 1h; Schlenk technique; Stage #2: 1-fluoro-1,1-bis(phenylsulfonyl)methane In N,N-dimethyl-formamide at 50℃; for 3h; regioselective reaction;	90%

: 106-94-5
propyl bromide

: 120-29-6
3-tropanol

: N-propyltropine bromide

Conditions

Conditions	Yield
In ethyl acetate at 49.84℃; for 12h;	90%

: 111-25-1
1-bromo-hexane

: 120-29-6
3-tropanol

: C14H28NO(1+)*Br(1-)

Conditions

Conditions	Yield
In toluene at 90℃; for 24h;	90%
In acetone at 60℃; for 20h;	79.38%

: 80-62-6
methacrylic acid methyl ester

: 120-29-6
3-tropanol

: (1R,3r,5S)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl methacrylate

Conditions

Conditions	Yield
With tetramethylammonium methyl carbonate at 70℃; for 6h; Molecular sieve; Green chemistry;	90%

: 56042-76-3
2,3-diphenylpropionyl chloride

: 120-29-6
3-tropanol

: (1R,3r,5S)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl 2,3-diphenylpropanoate

Conditions

Conditions	Yield
In toluene for 2h; Reflux;	90%

: 75-36-5
acetyl chloride

: 120-29-6
3-tropanol

: 3423-27-6
3-endo-8-methyl-8-azabicyclo[3.3.1]octan-3-ol acetate

Conditions

Conditions	Yield
In chloroform Heating;	89%
at 100℃; for 4h;	20%

: 824-98-6
m-methoxybenzyl chloride

: 120-29-6
3-tropanol

: C16H24NO2(1+)*Cl(1-)

Conditions

Conditions	Yield
In toluene at 100℃; for 24h;	89%

: 112-71-0
1-Bromotetradecane

: 120-29-6
3-tropanol

: N-tetradecyltropinium bromide

Conditions

Conditions	Yield
In acetone at 60℃; for 120h; Inert atmosphere;	89%

: 109-65-9
1-bromo-butane

: 120-29-6
3-tropanol

: C12H24NO(1+)*Br(1-)

Conditions

Conditions	Yield
In ethyl acetate at 75℃; for 24h;	88%
In acetonitrile at 80℃; for 16h;	88.32%
In ethanol for 24h; Reflux;

: (2R,3S)-3-((tert-butyldimethylsilyl)oxy)-4,4,4-trifluoro-2-phenylbutanoic acid

: 120-29-6
3-tropanol

: (1R,3r,5S)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl (2R,3S)-3-((tert-butyldimethylsilyl)oxy)-4,4,4-trifluoro-2-phenylbutanoate

Conditions

Conditions	Yield
Stage #1: (2R,3S)-3-((tert-butyldimethylsilyl)oxy)-4,4,4-trifluoro-2-phenylbutanoic acid With dmap; 2-methyl-6-nitrobenzoic anhydride; N-ethyl-N,N-diisopropylamine In dichloromethane at 25℃; for 0.166667h; Inert atmosphere; Stage #2: 3-tropanol In dichloromethane at 25 - 40℃; for 20h; Inert atmosphere;	88%

: (2R,3S)-3-((tert-butyldimethylsilyl)oxy)-4,4-difluoro-2-phenylbutanoic acid

: 120-29-6
3-tropanol

: (1R,3r,5S)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl (2R,3S)-3-((tert-butyldimethylsilyl)oxy)-4,4-difluoro-2-phenylbutanoate

Conditions

Conditions	Yield
Stage #1: (2R,3S)-3-((tert-butyldimethylsilyl)oxy)-4,4-difluoro-2-phenylbutanoic acid With dmap; 2-methyl-6-nitrobenzoic anhydride; N-ethyl-N,N-diisopropylamine In dichloromethane at 25℃; for 0.166667h; Inert atmosphere; Stage #2: 3-tropanol In dichloromethane at 25℃; for 20h; Inert atmosphere;	88%

: 120-29-6
3-tropanol

: 538-09-0
nortropine

Conditions

Conditions	Yield
With DAP(2+)*2BF4(1-); oxygen In acetonitrile at 20℃; Irradiation;	87%
With DAP(2+)*2BF4(1-); oxygen In acetonitrile at 20℃; Product distribution; Irradiation; photochemical N-demethylation of var. tert. amines;	87%
With sodium hydroxide; water; potassium hexacyanoferrate(III)

: 120-29-6
3-tropanol

: 17341-93-4
2,2,2-Trichloroethyl chloroformate

: 866615-14-7
endo-3-hydroxy-8-aza-bicyclo[3.2.1]octane-8-carboxylic acid 2,2,2-trichloro-ethyl ester

Conditions

Conditions	Yield
In toluene at 35℃; for 96.1667 - 96.25h;	87%
With potassium carbonate In benzene at 20℃; for 3.5h; Heating / reflux;
With potassium carbonate In benzene at 20℃; for 3.5h; Heating / reflux;
With potassium carbonate In benzene at 20℃; for 3.5h; Heating / reflux;

: 15441-11-9
Benzilic acid imidazolide

: 120-29-6
3-tropanol

: 3736-36-5
Bifentrope

Conditions

Conditions	Yield
In acetone for 2h; Heating;	86.8%

: 124-63-0
methanesulfonyl chloride

: 120-29-6
3-tropanol

: 35130-97-3
(1R,3R,5S)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl-methane sulfonate

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 0 - 20℃;	85%
With N-ethyl-N,N-diisopropylamine In dichloromethane at -10 - 0℃; for 5h; Inert atmosphere;	81.3%
With chloroform

: 110-53-2
1-Bromopentane

: 120-29-6
3-tropanol

: C13H26NO(1+)*Br(1-)

Conditions

Conditions	Yield
In toluene at 80℃; for 24h;	85%

: 112-82-3
hexadecanyl bromide

: 120-29-6
3-tropanol

: N-hexadecyltropinium bromide

Conditions

Conditions	Yield
In acetone at 60℃; for 120h; Inert atmosphere;	85%

Tropine Chemical Properties

Molecular Formula: C₈H₁₅NO
Molar mass: 141.2108 g/mol
Structure of Tropine (CAS NO.120-29-6):

Density: 1.078 g/cm³
Flash Point: 112.5 °C
Boiling Point: 233 °C at 760 mmHg
Index of Refraction: 1.525
Vapour Pressure: 0.0106 mmHg at 25 °C
Melting Point: 64 °C
Water solubility: 100 g/L (20 °C)
Storage Temp: 2-8 °C
XLogP3-AA: 0.8
H-Bond Donor: 1
H-Bond Acceptor: 2
Exact Mass: 141.115364
MonoIsotopic Mass: 141.115364
Topological Polar Surface Area: 23.5
Heavy Atom Count: 10
Canonical SMILES: CN1C2CCC1CC(C2)O
InChI: InChI=1S/C8H15NO/c1-9-6-2-3-7(9)5-8(10)4-6/h6-8,10H,2-5H2,1H3
InChIKey: CYHOMWAPJJPNMW-UHFFFAOYSA-N
EINECS: 204-384-2
Product Categories: TROSPIUM CHLORIDE; Alkaloids; Biochemistry; Tropane Alkaloids

Tropine Uses

Tropine (CAS NO.120-29-6) is used as a pharmaceutical intermediate.

Tropine Toxicity Data With Reference

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
mouse	LD50	intraperitoneal	139mg/kg (139mg/kg)		Annales de Chimie. Vol. 7, Pg. 537, 1962.
rabbit	LD50	intravenous	> 50mg/kg (50mg/kg)		Annales de Chimie. Vol. 7, Pg. 537, 1962.

Tropine Safety Profile

Hazard Codes: Irritant Xi, Harmful Xn
Risk Statements: 26/28-20/22
R26/28:Very toxic by inhalation and if swallowed.
R20/22:Harmful by inhalation and if swallowed.
Safety Statements: 22-24/25
S22:Do not breathe dust.
S24/25:Avoid contact with skin and eyes.
RIDADR: 1544
WGK Germany: 3
RTECS: YM3875000
F: 3
Hazard Note: Irritant
HazardClass: 6.1(b)
PackingGroup: III
HS Code: 29399990

Tropine Specification

Tropine (CAS NO.120-29-6) is also named as 2,3-Dihydro-3alpha-hydroxytropidine ; 3-alpha-Tropanol ; 3alpha-Tropanol ; 5-21-01-00219 (Beilstein Handbook Reference) ; 8-Azabicyclo(3.2.1)octanol, 8-methyl- ; AI3-52686 ; BRN 0080188 ; NSC 43870 ; NSC 43871 ; Tropanol ; endo-8-Methyl-8-azabicyclo(3.2.1)octan-3-ol ; 1-alpha-H,5-alpha-H-Tropan-3-alpha-ol ; 1alphaH,5alphaH-Tropan-3alpha-ol (8CI) . Tropine (CAS NO.120-29-6) is white to slightly yellow crystalline powder. It is a derivative of tropane containing an oxygen atom. Benzatropine and etybenzatropine are it's derivatives.

Product Name

Tropine

Synthetic route

Tropine Chemical Properties

Tropine Uses

Tropine Toxicity Data With Reference

Tropine Safety Profile

Tropine Specification

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