Tropinone supplier | CasNO.532-24-1

Name
Tropinone
EINECS 208-530-6
CAS No. 532-24-1
Article Data58
CAS DataBase
Density 1.066 g/cm³
Solubility
Melting Point 40-44 °C(lit.)
Formula C₈H₁₃NO
Boiling Point 217.1 °C at 760 mmHg
Molecular Weight 139.197
Flash Point 90 °C
Transport Information UN 1544
Appearance white to light yellow crystal powder
Safety 23-24/25-36/37/39-26-22
Risk Codes 34-22-36/37/38
Molecular Structure
Hazard Symbols C, Xi
Synonyms 1aH,5aH-Tropan-3-one(8CI);Tropanone (6CI);Tropinone (7CI);3-Tropanone;3-Tropinone;8-Methyl-8-azabicyclo[3.2.1]octan-3-one;N-Methyl-8-azabicyclo[3.2.1]octan-3-one;NSC 118012;
PSA 20.31000
LogP 0.75000

Synthetic route

: 1192-93-4
cyclohepta-2,6-dienone

: 593-51-1
methylamine hydrochloride

: 532-24-1
tropinone

Conditions

Conditions	Yield
With potassium carbonate In methanol at 25℃; for 2h;	72%

: 100371-46-8
3-oxo-tropane-2,4-dicarboxylic acid dimethyl ester

A: 36127-17-0
(+/-)-2-(carbomethoxy)-3-tropinone

B: 532-24-1
tropinone

Conditions

Conditions	Yield
With phosphate buffer In water at 20℃; for 24h; pH=8.0; Decarboxylation; demethoxycarbonylation;	A 55% B 13%

: 45771-52-6
(+/-)-hygrine

A: 532-24-1
tropinone

B: 1-[1-Methyl-pyrrolidin-(2E)-ylidene]-propan-2-one

Conditions

Conditions	Yield
With mercury(II) diacetate In acetic acid for 18h; Heating;	A 12% B 25%

: 542-05-2
acetonedicarboxylic acid

: 638-37-9
butanedial

: 593-51-1
methylamine hydrochloride

A: 532-24-1
tropinone

B: 36295-25-7
2-[1-methyl-5-(2-oxopropyl)pyrrolidin-2-yl]acetone

Conditions

Conditions	Yield
With disodium hydrogenphosphate; water bei pH 6.8;

...Expand

: 5690-89-1
(1-methyl-pyrrolidine-2,5-diyl)-di-acetic acid diethyl ester

: 532-24-1
tropinone

Conditions

Conditions	Yield
With 4-methylisopropylbenzene; sodium at 160℃;
With xylene; sodium t-butanolate Erhitzen des jeweiligen Reaktionsprodukts mit wss. Schwefelsaeure oder Salzsaeure;

: 638-37-9
butanedial

: 67-64-1
acetone

: 74-89-5
methylamine

: 532-24-1
tropinone

Conditions

Conditions	Yield
With water

...Expand

: 638-37-9
butanedial

: 105-50-0
diethyl 1,3-acetonedicarboxylate

: 74-89-5
methylamine

: 532-24-1
tropinone

Conditions

Conditions	Yield
Erhitzen der sauren Loesung des Reaktionsprodukts;

...Expand

: 542-05-2
acetonedicarboxylic acid

: 638-37-9
butanedial

: 74-89-5
methylamine

: 532-24-1
tropinone

Conditions

Conditions	Yield
in verduennter waessriger Loesung im pH-Bereich 3-11 bei ca. 3-taegiem Stehenlassen bei Raumtemperatur;
at 20 - 25℃; bei pH 3-11;

...Expand

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

: 532-24-1
tropinone

Conditions

Conditions	Yield
elektrolytischen Oxydation in saurer oder swach alkalischer Loesung;

: 120-29-6
3-tropanol

: 532-24-1
tropinone

Conditions

Conditions	Yield
With chromium(III) oxide; sulfuric acid at 0℃;
With chromic acid; acetic acid at 60 - 70℃;
With sulfuric acid; chromic acid at 50 - 55℃;

: 135-97-7
pseudotropine

: 532-24-1
tropinone

Conditions

Conditions	Yield
With chromic acid; acetic acid at 60 - 70℃;
With sulfuric acid; permanganate(VII) ion at 10 - 12℃;
With lead dioxide at 60 - 70℃;
With potassium hexacyanoferrate(III)
With chromic acid; acetic acid at 60 - 70℃;

: 481-37-8
ecgonine

: 532-24-1
tropinone

Conditions

Conditions	Yield
With sulfuric acid; chromic acid at 60℃; und anschliessendem Kochen mit Schwefelsaeure;

: 62251-43-8, 62251-46-1
2β-bromo-8-methyl-8-azabicyclo<3.2.1>octan-3-one

: 532-24-1
tropinone

Conditions

Conditions	Yield
With K2CO3,H2/Ra Ni 28 In water under 3.3 Torr; for 0.5h;

: 3-nitroso-3-acetoxytropane

: 532-24-1
tropinone

Conditions

Conditions	Yield
With sulfuric acid Ambient temperature; Yield given;
In dichloromethane Product distribution; Ambient temperature; also on treatment with dilute H2SO4;

: 2α-bromotropan-3-one

: 532-24-1
tropinone

Conditions

Conditions	Yield
With K2CO3,H2/Ra Ni 28 In water under 3.3 Torr; for 0.5h;

: 3,6-Bis-benzenesulfonyl-cycloheptanone

: 74-89-5
methylamine

: 532-24-1
tropinone

Conditions

Conditions	Yield
In methanol; water Yield given;

: 100055-81-0
3-oxo-tropane-2-carboxylic acid ethyl ester

: 7664-93-9
sulfuric acid

: 532-24-1
tropinone

: 638-37-9
butanedial

: 74-89-5
methylamine

acetone-α.α'-dicarboxylate calcium: acetone-α.α'-dicarboxylate calcium

: 532-24-1
tropinone

Conditions

Conditions	Yield
Erhitzen der sauren Loesung des Reaktionsprodukts;

...Expand

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

alkaline potassium ferricyanide solution: alkaline potassium ferricyanide solution

: 532-24-1
tropinone

: 64-19-7
acetic acid

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

chromic acid: chromic acid

: 532-24-1
tropinone

Conditions

Conditions	Yield
at 60 - 70℃;
at 60 - 70℃;

...Expand

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

Cr2O3-H2SO4: Cr2O3-H2SO4

: 532-24-1
tropinone

: 481-37-8
ecgonine

Cr2O3-H2SO4: Cr2O3-H2SO4

: 532-24-1
tropinone

: 7664-93-9
sulfuric acid

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

lead dioxide: lead dioxide

: 532-24-1
tropinone

Conditions

Conditions	Yield
at 60 - 70℃;

...Expand

: 50-00-0
formaldehyd

nortropinone: nortropinone

: 532-24-1
tropinone

Conditions

Conditions	Yield
With methanol anschliessenden Hydrieren des Reaktionsgemisches an Raney-Nickel;

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

potassium permanganate: potassium permanganate

: 532-24-1
tropinone

Conditions

Conditions	Yield
in schwefelsaurer Loesung;

: 7664-93-9
sulfuric acid

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

potassium permanganate: potassium permanganate

: 532-24-1
tropinone

Conditions

Conditions	Yield
at 10℃;

...Expand

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

potassium ferricyanide: potassium ferricyanide

soda alkaline: soda alkaline

: 532-24-1
tropinone

...Expand

tropinone-carboxylic acid-(2)-ethyl ester: tropinone-carboxylic acid-(2)-ethyl ester

: 532-24-1
tropinone

Conditions

Conditions	Yield
With diluted acids
With diluted acids

: 7647-01-0
hydrogenchloride

: 1515-26-0, 14587-46-3
tropinone oxime

zinc: zinc

: 532-24-1
tropinone

...Expand

: 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;

: 532-24-1
tropinone

: 5632-84-8
nortropinone

Conditions

Conditions	Yield
Stage #1: tropinone With carbonochloridic acid 1-chloro-ethyl ester In 1,2-dichloro-ethane for 3h; Heating; Stage #2: In methanol for 5h; Heating;	100%
With DAOP(2+)*2BF4(1-); oxygen In acetonitrile at 20℃; Irradiation;	93%
With carbonochloridic acid 1-chloro-ethyl ester In methanol	88%

: 532-24-1
tropinone

: 1515-26-0, 14587-46-3
tropinone oxime

Conditions

Conditions	Yield
With hydroxylamine hydrochloride; sodium acetate In ethanol for 1h; Reflux;	100%
With hydroxylamine hydrochloride; sodium acetate In ethanol Reflux;	90%
With pyridine; hydroxylamine hydrochloride In ethanol for 0.833333h; Heating / reflux;	66%

: 867-13-0
diethoxyphosphoryl-acetic acid ethyl ester

: 532-24-1
tropinone

: 2858-77-7
ethyl (8-methyl-8-azabicyclo<3.2.1>oct-3-ylidene)acetate

Conditions

Conditions	Yield
Stage #1: diethoxyphosphoryl-acetic acid ethyl ester With sodium hydride In tetrahydrofuran at 0 - 20℃; for 1h; Stage #2: tropinone In tetrahydrofuran at 20℃; Further stages.;	99.4%
With potassium hexamethylsilazane In tetrahydrofuran at 20 - 80℃; for 37h; Wadsworth-Emmons reaction;	62%

: 532-24-1
tropinone

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

Conditions

Conditions	Yield
With C15H18BF3; hydrogen; tert-butylimino-tri(pyrrolidino)phosphorane In tetrahydrofuran at 75℃; under 75007.5 Torr; for 24h; Glovebox;	96%
With C16H33Cl2CoN5P2; hydrogen; sodium t-butanolate In tert-Amyl alcohol at 20℃; under 15001.5 Torr; for 24h; Autoclave;	92%
With 2-methyl-propan-1-ol; sodium In toluene for 24h; Heating;	65%

: 532-24-1
tropinone

: 541-41-3
chloroformic acid ethyl ester

: 32499-64-2
N-carbethoxytropinone

Conditions

Conditions	Yield
With potassium carbonate In toluene Heating;	95%
With potassium carbonate; triethylamine In toluene Heating;	95%
With potassium carbonate In toluene Reflux;	92%

: 532-24-1
tropinone

: 7309-42-4
(+/-)-9-methyl-3,9-diazabicyclo[4.2.1]nonan-4-one

Conditions

Conditions	Yield
Stage #1: tropinone With sodium azide; sulfuric acid In chloroform for 2h; Reflux; Stage #2: With potassium carbonate; potassium hydroxide In chloroform; water	95%
Stage #1: tropinone With sodium azide; sulfuric acid In chloroform for 2h; Reflux; Stage #2: With potassium carbonate; potassium hydroxide In chloroform; water for 0.166667h;	95%
Stage #1: tropinone With sodium azide; sulfuric acid In chloroform at -5 - 35℃; for 2h; Reflux; Stage #2: With potassium carbonate; potassium hydroxide In water	95%

: 532-24-1
tropinone

: 74-88-4
methyl iodide

: 6690-08-0
8,8-dimethyl-3-oxo-8-azonia-bicyclo[3.2.1]octane iodide

Conditions

Conditions	Yield
In acetone at 20℃; for 1h;	92%
at 20℃; for 1h;	92%
In ethanol for 2h;	91%

: 872-85-5
pyridine-4-carbaldehyde

: 532-24-1
tropinone

: 1251531-74-4
(2E,4E)-8-methyl-2,4-bis((pyridin-4-yl)methylene)-8-aza-bicyclo[3.2.1]octan-3-one

Conditions

Conditions	Yield
With sodium hydroxide In ethanol; water at 20℃; for 18h;	92%

: 37595-74-7
N,N-phenylbistrifluoromethane-sulfonimide

: 532-24-1
tropinone

: 893429-75-9, 893429-77-1, 183810-37-9
8-Methyl-3-trifluoromethanesulfonyl-oxy-8-azabicyclo[3.2.1]oct-2-ene

Conditions

Conditions	Yield
Stage #1: tropinone With sodium hexamethyldisilazane In tetrahydrofuran at -78℃; for 3h; Stage #2: N,N-phenylbistrifluoromethane-sulfonimide In tetrahydrofuran at -78 - 20℃; Further stages.;	90%
Stage #1: tropinone With potassium hexamethylsilazane In tetrahydrofuran at -78℃; Stage #2: N,N-phenylbistrifluoromethane-sulfonimide In tetrahydrofuran at -78℃;	75%

: 532-24-1
tropinone

: 75-07-0
acetaldehyde

: (1RS,2SR,1'SR,5SR)-2-(1'-hydroxyethyl)-tropinone

Conditions

Conditions	Yield
Stage #1: tropinone With lithium diisopropyl amide In tetrahydrofuran; hexane at -78℃; for 2h; Stage #2: acetaldehyde In tetrahydrofuran; hexane at -78℃; for 0.666667h; Aldol condensation; Stage #3: With water; ammonium chloride In tetrahydrofuran; hexane diastereoselective reaction;	87%

: 532-24-1
tropinone

: 162269-90-1
3-bromo-4-(methoxymethoxy)benzaldehyde

: C26H27Br2NO5

Conditions

Conditions	Yield
With barium dihydroxide In methanol at 20℃; for 2h;	86.3%

: 375-72-4
Nonafluorobutanesulfonyl fluoride

: 532-24-1
tropinone

: rac-8-methyl-8-azabicyclo[3.2.1]oct-2-en-3-yl nonaflate

Conditions

Conditions	Yield
Stage #1: tropinone With lithium diisopropyl amide In tetrahydrofuran; hexane at -78 - -50℃; for 0.5h; Stage #2: Nonafluorobutanesulfonyl fluoride In tetrahydrofuran; hexane at -78 - 20℃; for 17h; Further stages.;	86%

: 375-72-4
Nonafluorobutanesulfonyl fluoride

: 532-24-1
tropinone

: 8-methyl-8-azabicyclo[3.2.1]oct-2-en-3-yl nonaflate

Conditions

Conditions	Yield
With lithium diisopropyl amide In tetrahydrofuran; hexane at -78 - 20℃;	86%

concentrated NH4 OH: concentrated NH4 OH

: 18282-59-2
4-bromo-1,2-dichlorobenzene

: 532-24-1
tropinone

: 189746-59-6
3-(3,4-dichloro-phenyl)-8-methyl-8-aza-bicyclo[3.2.1]octan-3-ol

Conditions

Conditions	Yield
With hydrogenchloride; n-butyllithium In tetrahydrofuran; diethyl ether; water	86%

...Expand

: 106-37-6
1.4-dibromobenzene

: 532-24-1
tropinone

: 3-(4-bromophenyl)-8-methyl-8-aza-bicyclo[3.2.1]octan-3-ol

Conditions

Conditions	Yield
Stage #1: 1.4-dibromobenzene; tropinone With n-butyllithium In tetrahydrofuran at -75 - -70℃; for 0.5h; Inert atmosphere; Stage #2: tropinone In tetrahydrofuran at -40℃; for 0.5h; Inert atmosphere;	85.2%

: 532-24-1
tropinone

: 100-46-9
benzylamine

: 101353-61-1
3-endo-benzylamino-8-methyl-8-azabicyclo[3.2.1]octane

Conditions

Conditions	Yield
With sodium tetrahydroborate; 2-Ethylhexanoic acid In dichloromethane Ambient temperature;	85%
With ethanol; platinum at 50℃; Hydrogenation;
With sodium tris(acetoxy)borohydride; acetic acid In 1,2-dichloro-ethane for 18h; Ambient temperature;
With ethanol; platinum at 50℃; Hydrogenation;

: 532-24-1
tropinone

: 135-97-7
pseudotropine

Conditions

Conditions	Yield
With lithium borohydride In tetrahydrofuran a) -78 deg C, 6 h, b) RT, overnight;	85%
With 2-methyl-propan-1-ol; sodium; toluene
With lithium borohydride In tetrahydrofuran at -78℃;

: 532-24-1
tropinone

: 71-43-2
benzene

: 67171-13-5
3,3-diphenyl-N-methyl-8-azabicyclo[3.2.1]octane

Conditions

Conditions	Yield
With trifluorormethanesulfonic acid at 20℃; for 3h; Substitution;	85%

: 532-24-1
tropinone

: 104-88-1
4-chlorobenzaldehyde

: 1121978-98-0
2,4-bis(4-chlorobenzylidene)-8-methyl-8-aza-bicyclo[3.2.1]octan-3-one

Conditions

Conditions	Yield
With sodium hydroxide In ethanol at 20℃; Inert atmosphere;	85%

: 532-24-1
tropinone

: 128833-03-4
P-[(3-bromophenyl)methyl]phosphonic acid diethyl ester

: 1177559-70-4
3-[(3-bromophenyl)methylidene]-8-methyl-8-azabicyclo[3.2.1]octane

Conditions

Conditions	Yield
With potassium tert-butylate In tetrahydrofuran at 20℃; for 5h;	85%

: 500-22-1
3-pyridinecarboxaldehyde

: 532-24-1
tropinone

: 1251531-75-5
(2E,4E)-8-methyl-2,4-bis((pyridin-3-yl)methylene)-8-aza-bicyclo[3.2.1]octan-3-one

Conditions

Conditions	Yield
With sodium hydroxide In ethanol; water at 20℃; for 18h;	85%

: 3132-99-8
m-bromobenzoic aldehyde

: 532-24-1
tropinone

: C22H19Br2NO

Conditions

Conditions	Yield
With sodium hydroxide In ethanol; water Cooling with ice;	84%

: 532-24-1
tropinone

: 3-endo-amino-8-methyl-8-azabicyclo[3.2.1.]octane bis-hydrochloride

Conditions

Conditions	Yield
With ammonium formate; palladium on activated charcoal In methanol; water at 20℃;	83%

: 948-65-2
2-phenyl-indole

: 532-24-1
tropinone

: 3-(8-methyl-8-aza-bicyclo[3.2.1]oct-2-en-3-yl)-2-phenyl-1H-indole

Conditions

Conditions	Yield
With phosphoric acid; acetic acid at 100℃;	82%

: 532-24-1
tropinone

: 123-11-5
4-methoxy-benzaldehyde

: 379669-36-0
(2E,4E)-2,4-bis(4-methoxy-benzylidene)-8-methyl-8-aza-bicyclo[3.2.1]octan-3-one

Conditions

Conditions	Yield
With sodium hydroxide In ethanol at 20℃; Inert atmosphere;	82%
With sodium hydroxide In ethanol at 20℃; for 0.5h;	32%

: 532-24-1
tropinone

: 100-52-7
benzaldehyde

: C22H21NO

Conditions

Conditions	Yield
With sodium hydroxide In ethanol; water Cooling with ice;	82%

: 7677-24-9
trimethylsilyl cyanide

: 532-24-1
tropinone

: 131444-44-5
(3-Oxo-8-aza-bicyclo[3.2.1]oct-8-yl)-acetonitrile

Conditions

Conditions	Yield
With oxygen; N,N'-dimethyl-2,7-diazapyrene bis(tetrafluoroborate) In acetonitrile at 20℃; for 4h; Irradiation; various other tertiary amines, other times;	81%
With oxygen; N,N'-dimethyl-2,7-diazapyrene bis(tetrafluoroborate) In acetonitrile at 20℃; for 4h; Irradiation;	81%

: diacetyl-2-(4-N-allyl-3-thiosemicarbazonato)-3-(4-N-amino-3-thiosemicarbazonato)zinc(II)

: 532-24-1
tropinone

: diacetyl-2-(4-N-allyl-3-thiosemicarbazonato)-3-(4-N-tropimine-3-thiosemicarbazonato)zinc(II)

Conditions

Conditions	Yield
In methanol 3-tropinone added to soln. of Zn complex in MeOH under stirring, mixt. heated at reflux for 12-16 h under N2, mixt. allowed to cool slowly to room temp.; ppt. filtered off, washed with cold MeOH and Et2O, dried under vac. at 80°C; elem. anal.;	81%

: 2537-48-6
diethyl 1-cyanomethylphosphonate

: 532-24-1
tropinone

: 91817-61-7
2-(8-methyl-8-azabicyclo[3.2.1]octan-3-ylidene)acetonitrile

Conditions

Conditions	Yield
Stage #1: diethyl 1-cyanomethylphosphonate With sodium hydride In tetrahydrofuran; mineral oil at 20℃; for 0.25h; Inert atmosphere; Stage #2: tropinone In tetrahydrofuran; mineral oil at 60℃; for 2h; Inert atmosphere;	80.7%
With sodium hydride In tetrahydrofuran at 25℃; for 2h;

Tropinone Safety Profile

Safety Information of Tropinone (CAS NO.532-24-1):
Hazard Codes:C ,Xi
Risk Statements:34-22-36/37/38
34:Causes burns
22:Harmful if swallowed
36/37/38:Irritating to eyes, respiratory system and skin
Safety Statements:23-24/25-36/37/39-26-22
23:Do not breathe gas/fumes/vapor/spray (appropriate wording to be specified by the manufacturer)
24/25:Avoid contact with skin and eyes
36/37/39:Wear suitable protective clothing, gloves and eye/face protection
26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
22:Do not breathe dust
RIDADR:1544
WGK Germany:3
HazardClass:6.1
PackingGroup:III
HS Code:29399990

Tropinone Specification

The Tropinone, with the CAS registry number 532-24-1,is also known as 3-Tropanone; 8-Methyl-8-azabicyclo[3.2.1]octan-3-one. It belongs to the product categories of Miscellaneous Biochemicals;chiral;Fused Ring Systems. This chemical's molecular formula is C₈H₁₃NO and molecular weight is 139.20. What's more,Its systematic name is Tropinone.It is a white to light yellow crystal powde. And it is used as a intermediate to product Atropine sulfate.

Physical properties about Tropinone are:
(1)ACD/LogP: 0.522; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -2.41; (4)ACD/LogD (pH 7.4): -1.01; (5)ACD/BCF (pH 5.5): 1.00; (6)ACD/BCF (pH 7.4): 1.00; (7)ACD/KOC (pH 5.5): 1.00; (8)ACD/KOC (pH 7.4): 1.36; (9)#H bond acceptors: 2; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 0; (12)Index of Refraction: 1.505; (13)Molar Refractivity: 38.739 cm³; (14)Molar Volume: 130.503 cm³; (15)Surface Tension: 35.5950012207031 dyne/cm; (16)Density: 1.067 g/cm³; (17)Flash Point: 90 °C; (18)Enthalpy of Vaporization: 45.347 kJ/mol; (19)Boiling Point: 217.101 °C at 760 mmHg; (20)Vapour Pressure: 0.135000005364418 mmHg at 25°C.

You can still convert the following datas into molecular structure:
(1)SMILES:O=C1CC2N(C)C(C1)CC2;
(2)Std. InChI:InChI=1S/C8H13NO/c1-9-6-2-3-7(9)5-8(10)4-6/h6-7H,2-5H2,1H3;
(3)Std. InChIKey:QQXLDOJGLXJCSE-UHFFFAOYSA-N.

Safety Information of Tropinone:
The Tropinone is Harmful if swallowed and Irritating to eyes, respiratory system and skin. And it causes burns. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .When you use it ,wear suitable protective clothing, gloves and eye/face protection.And do not breathe gas/fumes/vapor/spray (appropriate wording to be specified by the manufacturer) .Avoid contact with skin and eyes.

Product Name

Tropinone

Synthetic route

Tropinone Safety Profile

Tropinone Specification

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