8-Methyl-8-azabicyclo[3.2.1]octane

HCID 79037

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Basic information

CAS: 529-17-9
Standard SMILES: CN1C2CCCC1CC2
InChIKey: XLRPYZSEQKXZAA-UHFFFAOYSA-N
Molecular formula: C8H15N
Average molar mass: 125.21 g/mol
Monoisotopic mass: 125.12044948

Names & identifiers

Preferred name: 8-Methyl-8-azabicyclo[3.2.1]octane
IUPAC: 8-methyl-8-azabicyclo[3.2.1]octane
English name: 8-Methyl-8-azabicyclo[3.2.1]octane
Molecular formula: C8H15N
Molecular weight: 125.21

Names & synonyms

SCHEMBL44882SCHEMBL157432SCHEMBL432765SCHEMBL1546171SCHEMBL4506043SCHEMBL6308532SCHEMBL8304971SCHEMBL9373968MFCD24390172AKOS030627455AS-47573DB-052206

Show more names

TROPANE1αH,5αH-Tropane1alphaH,5alphaH-Tropane2,3-Dihydro-8-methylnortropidine8-Methyl-8-azabicyclo[3.2.1]octaneN-Methyl-8-azabicyclo[3.2.1]octane8-Azabicyclo[3.2.1]octane, 8-methyl-(1β,5β)-8-Methyl-8-azabicyclo[3.2.1]octane(1S,5R)-8-Methyl-8-azabicyclo[3.2.1]octane

F14365

Database identifiers

CAS: 529-17-9
PubChem CID: 79037
DTXSID: DTXSID50879243
Nikkaji: J779.311A

Properties

Computed structural properties

XLogP: 1.7
Topological polar surface area: 3.2 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 1
Rotatable bonds: 0
Heavy atoms: 9
Formal charge: 0
Complexity: 99

Physicochemical properties

Boiling point: 167 · 167-169 °C (lit.)
Density: 0.931 g/mL · 0.931 g/mL at 25 °C (lit.)
refractive index: 20 · n20/D 1.477(lit.)
Flash point: 108 °F · 108 °F
form: liquid
pka: 11.57 · 11.57±0.20(Predicted)
Merck: 13 · 13,9847
InChI: 1S/C8H15N/c1-9-7-3-2-4-8(9)6-5-7/h7-8H,2-6H2,1H3/t7-,8+
InChIKey: XLRPYZSEQKXZAA-OCAPTIKFSA-N
SMILES: CN1[C@H]2CCC[C@@H]1CC2
LogP: 1.74 · 1.740 (est)
FDA UNII: 62 QFG0728A · 62QFG0728A
UNSPSC Code: 12352100 · 12352100
NACRES: 22 · NA.22
Symbol(GHS): 2 · GHS02,GHS07
Signal word: Warning
Hazard statements: 226 · H226-H315-H319-H335
Precautionary statements: 210 · P210-P302+P352-P305+P351+P338
target organs: Respiratory system
PPE: Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
Hazard Codes: Xi
Risk Statements: 10 · 10-36/37/38
Safety Statements: 16 · 16-26-36
RIDADR: 1993 · UN 1993 3/PG 3
WGK Germany: 3 · 3
HazardClass: 3.2 · 3.2
PackingGroup: III
Storage Class: 3 · 3 - Flammable liquids
Hazard Classifications: 2 Flam · Eye Irrit. 2Flam. Liq. 3Skin Irrit. 2STOT SE 3

Safety & regulation

Safety data

PPE: Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
wgk: 3
ridadr: UN 1993 3/PG 3
risk_code: 10-36/37/38
Signal word: Warning
Symbol(GHS): GHS02,GHS07
hazard_code: Xi
safety_code: 16-26-36
hazard_class: 3.2
Storage Class: 3 - Flammable liquids
packing_group: III
target organs: Respiratory system
Hazard statements: H226-H315-H319-H335
Hazard Classifications: Eye Irrit. 2Flam. Liq. 3Skin Irrit. 2STOT SE 3
Precautionary statements: P210-P302+P352-P305+P351+P338

Chemistry & industry

Applications · 2 items

UsesTropane (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.

General DescriptionTropane (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.