1-{[(2S)-1-methylpyrrolidin-2-yl]methyl}piperidine

• ChemBase ID: 149499
• Molecular Formular: C11H22N2
• Molecular Mass: 182.30578
• Monoisotopic Mass: 182.17829871
• SMILES: CN1CCC[C@H]1CN1CCCCC1
• Canonical SMILES: CN1CCC[C@H]1CN1CCCCC1
• InChI: InChI=1S/C11H22N2/c1-12-7-5-6-11(12)10-13-8-3-2-4-9-13/h11H,2-10H2,1H3/t11-/m0/s1
• InChIKey: VCVPSRADUBPOKJ-NSHDSACASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-{[(2S)-1-methylpyrrolidin-2-yl]methyl}piperidine
• IUPAC Traditional name: 1-{[(2S)-1-methylpyrrolidin-2-yl]methyl}piperidine
• Synonyms: (S)-1-Methyl-2-(piperidinomethyl)pyrrolidine; (S)-1-[(1-Methyl-2-pyrrolidinyl)methyl]piperidine; (S)-1-甲基-2-(哌啶甲基)吡咯烷; (S)-1-[(1-甲基-2-吡咯烷基)甲基]哌啶

Database IDs

• CAS Number: 84466-85-3
• MDL Number: MFCD18642280
• Beilstein Number: 4242955
• PubChem SID: 24868270; 162243664
• PubChem CID: 11126915

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): -2.63377
• LogD (pH = 7.4): -1.2103077
• Log P: 1.5247446
• Molar Refractivity: 57.3604 cm^3
• Polarizability: 22.610828 Å^3
• Polar Surface Area: 6.48 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Boiling Point: 121-123 °C/22 mmHg(lit.)
• Flash Point: 105 °C; 221 °F
• Density: 0.909 g/mL at 25 °C(lit.)
• Refractive Index: n20/D 1.478(lit.)
• Optical Rotation: [α]20/D -69°, c = 0.5 in ethanol

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319
• GHS Precautionary statements: P305 + P351 + P338
• Personal Protective Equipment: Eyeshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter

Product Information

• Purity: 97%
• Empirical Formula (Hill Notation): C11H22N2

DETAILS

Sigma Aldrich - 446351

Application
Useful chiral ligand for catalytic asymmetric aldol reactions. Mukaiyama, T.1
Packaging
1 mL in glass bottle