Tropinone

Product Name: Tropinone
CAS No.: 532-24-1
Chemical Name: Tropinone
Synonyms: Tropanone;3-Tropinone;8-METHYL-8-AZABICYCLO[3.2.1]OCTAN-3-ONE;Tropanon;Tropinon;ropinone;TROPINONE;NSC 118012;TROPIONONE;3-TROPANONE
CBNumber: CB2470768
Molecular Formula: C8H13NO
Formula Weight: 139.2
MOL File: 532-24-1.mol

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Tropinone Property

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.: Inert atmosphere,2-8°C
solubility: Chloroform (Slightly), Methanol (Slightly)
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)

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Safety

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

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P271Use only outdoors or in a well-ventilated area.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: T89605
Product name: Tropinone
Purity: 99%
Packaging: 5g
Price: $49.3
Updated: 2024/03/01

Sigma-Aldrich

Product number: T89605
Product name: Tropinone
Purity: 99%
Packaging: 10g
Price: $78.9
Updated: 2024/03/01

TCI Chemical

Product number: T0626
Product name: Tropinone
Purity: >98.0%(GC)(T)
Packaging: 5g
Price: $36
Updated: 2024/03/01

TCI Chemical

Product number: T0626
Product name: Tropinone
Purity: >98.0%(GC)(T)
Packaging: 25g
Price: $122
Updated: 2024/03/01

Alfa Aesar

Product number: L02011
Product name: Tropinone, 99%
Packaging: 5g
Price: $39.65
Updated: 2024/03/01

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Tropinone Chemical Properties,Usage,Production

Description

Tropinone (8-methyl-8-azabicyclo[3.2.1]octane-3-one)(7) is the simplest plant tropane and is the first intermediate in the biosynthesis of tropane alkaloids. Studies have called 4-(1-methyl-2-pyrrolidinyl)-3-oxobutanoic acid as an intermediate metabolite in tropinone biosynthesis[1]. It is an intermediate of atropine sulfate and is used in the synthesis of atropine. Atropine is an anticholinergic drug. It acts as an M-blocker and is indicated for the relief of visceral colic.

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%.

References

1. Arthur J. Birch. Investigating a Scientific Legend: The Tropinone Synthesis of Sir Robert Robinson, F.R.S. Notes and Records of the Royal Society of London, 1993, 47, 277-296. DOI:10.1098/rsnr.1993.0034
2. Andrew J. Humphrey and David O'Hagan. Tropane alkaloid biosynthesis. A century old problem unresolved. Natural Products Reports 2001, 18, 494-502. DOI:10.1039/b001713m
3. Tropinone synthesis via an atypical polyketide synthase and P450-mediated cyclization DOI:10.1038/s41467-018-07671-3
4. R. Robinson (1917). "A synthesis of tropinone". Journal of the Chemical Society, Transaction 111: 762 - 768. doi:10.1039/CT9171100762

Tropinone Preparation Products And Raw materials

Raw materials

1,3-Acetonedicarboxylic acid Succinaldehyde 1-amino-2-propanone

Preparation Products

8-Methyl-8-azabicyclo[3.2.1]octan-3-amine dihydrochloride N-Boc-Nortropinone TROPYL A ORMULPHENYLACETATE

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Tropinone Suppliers

Belgium 3 Canada 1 China 315 Czech Republic 1 Europe 1 France 1 Germany 11 India 13 Japan 3 Poland 1 Switzerland 3 Ukraine 1 United Kingdom 20 United States 53 Global 427

GLR Innovations

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CHEMSWORTH

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View Lastest Price from Tropinone manufacturers

Dorne Chemical Technology co. LTD

Product: Tropinone 532-24-1
Price: US $10.00/ASSAYS
Min. Order: 1ASSAYS
Purity: 99%
Supply Ability: 100kg
Release date: 2024-03-26

WUHAN FORTUNA CHEMICAL CO., LTD

Product: Tropinone 532-24-1
Price: US $0.00/Kg/Drum
Min. Order: 1KG
Purity: 99%min GC
Supply Ability: 500KGS
Release date: 2021-07-15

Hebei Miaoyin Technology Co.,Ltd

Product: Tropinone 532-24-1
Price: US $30.00/kg
Min. Order: 1kg
Purity: 99.9%
Supply Ability: 10000
Release date: 2023-04-04

532-24-1, TropinoneRelated Search:

Nortropine Bensulfuron methyl Norgestrel Tolperisone hydrochloride Kresoxim-methyl Mesotrione 4-Methyl-2-pentanone Tropicamide N-Methyl-2-pyrrolidone Methyl acrylate Methylparaben Tropine Tropine-3-thiol Tropine-3-thiol hydrochloride Methyl Methyl bromide N-Cbz-Nortropinone N-CARBETHOXY-4-TROPINONE,N-(ETHOXYCARBONYL)TROPINONE,N-(Ethoxycarbonyl)tropinone,99%,n-(carboethoxy)tropinone,N-CARBETHOXY-4-TROPINONE,98%

TIMTEC-BB SBB006924

1αH,5αH-Tropan-3-one

NSC 118012

1αH,5αH-Tropan-3-one (8CI)

Tropanone (6CI)

Tropinone (7CI)

8-Methyl-2-({3-oxo-8-azabicyclo[3.2.1]octan-8-yl}Methyl)-8-azabicyclo[3.2.1]octan-3-one

8-Azabicyclo[3.2.1]octan-3-one, 8-methyl-

1-Methyl-2,6-ethanopiperidine-4-one

8-Methyl-3,6-epiminocycloheptane-1-one

Tropane-3-one

TROPINONE

TROPIONONE

(1S,5R)-8-METHYL-8-AZA-BICYCLO[3.2.1]OCTAN-3-ONE

8-METHYL-8-AZABICYCLO[3.2.1]OCTAN-3-ONE

1Ah,5ah-tropan-3-one

1alphaH,5alphaH-Tropan-3-one

3-Tropinone

8-Methyl-8-azabicyclo[3.2.1]-3-octanone

N-Methyl-8-azabicyclo[3.2.1]octan-3-one

Tropanon

Tropanone

Tropinon

3-TROPANONE

Tropinone,99%

Tropinone,98%

(1R,5S)-8-METHYL-8-AZABICYCLO[3.2.1]OCTAN-3-ONE

tropan-3-one

8-METHYL-8-AZABICYCLO[3,2,1]OCTANE-3-ONE

8-METHYL-8-AZABICYCLO[3.3.1]OCTAN-3-ONE

8-METHYL-8-AZABICYCLO[3,3,1OCTANE-3-ONE

Atropine Impurity 9

Manufacturers wholesale top quality CAS:532-24-1 Top quality Tropinone CAS NO.532-24-1

Tropinone 99.5%

Tropan-3-on

Tropinone &gt

(1R,5S)-8-methyl-3-oxo-8-azoniabicyclo[3.2.1]octane

Tropinone Powder

API Tadalafil

ropinone

2-Dimethylaminoisopropyl chloride hydrochloride4584-49-0

Tropinone cas532-24-1

Alpha-tropinone

Tropinone (8-methyl-8-Azabicyclo[3.2.1]Octan-3-One)

Sulfuric acid iron(2+) salt monohydrate 17375-41-6

Atropine Impurity 1 (Tropinone)

Tropinone-RM

532-24-1

C8H13NO

C7 to C8

Carbonyl Compounds

Building Blocks

N-Containing

Others

Organic Building Blocks

Ketones

Heterocyclic Building Blocks

Miscellaneous Biochemicals