378704
Tropane
98%
Synonym(s):
8-Methyl-8-azabicyclo[3.2.1]octane
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About This Item
Empirical Formula (Hill Notation):
C8H15N
CAS Number:
Molecular Weight:
125.21
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
MDL number:
Assay:
98%
Form:
liquid
InChI
1S/C8H15N/c1-9-7-3-2-4-8(9)6-5-7/h7-8H,2-6H2,1H3/t7-,8+
SMILES string
CN1[C@H]2CCC[C@@H]1CC2
InChI key
XLRPYZSEQKXZAA-OCAPTIKFSA-N
assay
98%
form
liquid
refractive index
n20/D 1.477 (lit.)
bp
167-169 °C (lit.)
density
0.931 g/mL at 25 °C (lit.)
General description
Tropane (8-methyl-8-azabicyclo[3.2.1]-octane) is a bridged bicyclic N-containing compound. The 8-methyl-8-azabicyclo[3.2.1]-octane has a tropane ring system, which is an important substructure in a number of natural products and synthetic compounds of biological and medicinal importance. Production of tropane alkaloid in callus and root cultures of seven Hyoscyamus species has been studied. Tropane derivatives are reported to undergo rapid N-methyl inversion.
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Flam. Liq. 3 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
3 - Flammable liquids
wgk
WGK 3
flash_point_f
107.6 °F - closed cup
flash_point_c
42 °C - closed cup
ppe
Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
Regulatory Information
涉药品监管产品
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A Kokotkiewicz et al.
Food chemistry, 221, 535-540 (2016-12-17)
Thin layer chromatographic methods for quantitative determination of nightshade-specific tropane (l-hyoscyamine, scopolamine) and steroidal alkaloids (α-solanine, α-chaconine) in goji berries (L. barbarum L., Solanaceae) were developed. The analysis of tropane derivatives included separation on silica gel-coated HPTLC plates using mobile
An improved synthesis of (+)-2-tropinone.
Zhang C, et al.
The Journal of Organic Chemistry, 62(22), 7888-7889 (1997)
Determination of the N-methyl stereochemistry in tropane and granatane derivatives in solution: a computational and NMR spectroscopic study.
Lazny R, et al.
Tetrahedron, 68(31), 6158-6163 (2012)
Abigail Moreno-Pedraza et al.
Metabolites, 9(7) (2019-07-07)
different Solanaceae and Erythroxylaceae species produce tropane alkaloids. These alkaloids are the starting material in the production of different pharmaceuticals. The commercial demand for tropane alkaloids is covered by extracting them from cultivated plants. Datura stramonium is cultivated under greenhouse
Tehetena Mesganaw et al.
Organic process research & development, 18(9), 1097-1104 (2014-10-08)
A Rh-catalyzed C-H bond activation/alkenylation/electrocyclization cascade reaction provides diverse 1,2-dihydropyridines from simple and readily available precursors. The reaction can be carried out at low (<1%) Rh-catalyst loadings, and the use of the robust, air-stable Rh precatalyst, [RhCl(cod)]
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