1-benzylpiperidine-4-carbaldehyde

• ChemBase ID: 34948
• Molecular Formular: C13H17NO
• Molecular Mass: 203.28018
• Monoisotopic Mass: 203.13101417
• SMILES: N1(Cc2ccccc2)CCC(C=O)CC1
• Canonical SMILES: O=CC1CCN(CC1)Cc1ccccc1
• InChI: InChI=1S/C13H17NO/c15-11-13-6-8-14(9-7-13)10-12-4-2-1-3-5-12/h1-5,11,13H,6-10H2
• InChIKey: SGIBOXBBPQRZDM-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-benzylpiperidine-4-carbaldehyde
• IUPAC Traditional name: 1-benzylpiperidine-4-carbaldehyde
• Synonyms: 4-Formyl-1-benzylpiperidine; N-(Phenylmethyl)piperidine-4-carboxaldehyde; N-Benzyl-4-formylpiperidine; 1-Benzyl-4-piperidine-carboxaldehyde; 1-Benzylpiperidine-4-carboxaldehyde; 1-Benzyl-4-piperidinecarboxaldehyde; 1-Benzylpiperidine-4-carbaldehyde; 1-(Phenylmethyl)-4-piperidinecarboxaldehyde; 1-Benzyl-4-formylpiperidine; 1-Benzylisonipecotaldehyde; N-Benzylpiperidine-4-carboxaldehyde; 1-苄基哌啶-4-甲醛; 1-苄基-4-哌啶甲醛

Database IDs

• CAS Number: 22065-85-6
• EC Number: 244-757-7
• MDL Number: MFCD02258902
• PubChem SID: 160998255; 24884678
• PubChem CID: 89584

CALCULATED PROPERTIES

• Acid pKa: 17.143229
• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): -1.0781827
• LogD (pH = 7.4): 0.66582906
• Log P: 1.829137
• Molar Refractivity: 62.0572 cm^3
• Polarizability: 24.104416 Å^3
• Polar Surface Area: 20.31 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Acetone; Chloroform; Dichloromethane; Ethyl Acetate
• Apperance: Light Brown Clear Oil
• Boiling Point: 315.4 °C/760 mmHg; 315°C
• Flash Point: >110 °C; >110°C(230°F); >230 °F
• Density: 1.026; 1.026 g/mL at 25 °C
• Refractive Index: 1.537; n20/D 1.537

Safety Information

• Storage Condition: Refrigerator
• Storage Warning: Air Sensitive; IRRITANT
• European Hazard Symbols: Toxic (T); Irritant (Xi)
• UN Number: 2810
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: 3
• Risk Statements: 25-41; 36/38
• Safety Statements: 26-28-36/37/39; 26-37
• TSCA Listed: false; 否
• GHS Pictograms: GHS05; GHS06; GHS07
• GHS Signal Word: Danger
• GHS Hazard statements: H301-H318; H315-H319
• GHS Precautionary statements: P280-P301 + P310-P305 + P351 + P338; P280-P305+P351+P338-P302+P352-P321-P362-P332+P313
• Personal Protective Equipment: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 2810 6.1/PG 3

Product Information

• Purity: 95%; 95+%; 98%
• Empirical Formula (Hill Notation): C13H17NO

DETAILS

Sigma Aldrich - 664081

Application
Building block used in a synthesis of donepezil, a reversible inhibitor of acetylcholinesterase.5
Reactant for:
• Stereospecific allylic alkylation1
• Reactions of Grignard reagents with carbonyl compounds2
• Fluorodenitrations and nitrodehalogenations for labeled PET ligands and fluoropharmaceuticals3
• Selective α1 receptor antagonists4Reactant for synthesis of:
• Donepezil5
• MCH-R1 antagonists6
Packaging
1, 5 g in glass bottle