5-(benzyloxy)-1H-indole

• ChemBase ID: 12158
• Molecular Formular: C15H13NO
• Molecular Mass: 223.26982
• Monoisotopic Mass: 223.09971404
• SMILES: c1c(cccc1)COc1ccc2c(c1)cc[nH]2
• Canonical SMILES: c1ccc(cc1)COc1ccc2c(c1)cc[nH]2
• InChI: InChI=1S/C15H13NO/c1-2-4-12(5-3-1)11-17-14-6-7-15-13(10-14)8-9-16-15/h1-10,16H,11H2
• InChIKey: JCQLPDZCNSVBMS-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-(benzyloxy)-1H-indole
• IUPAC Traditional name: indole, 5-benzyloxy-
• Synonyms: 5-Benzyloxy-1H-indole; 5-Benzyloxyindole; 5-Benzyloxyindole; 5-(Phenylmethoxy)-1H-indole; 5-(Benzyloxy)-1H-indole; 5-Benzyloxyindole; Benzyl 1H-Indol-5-yl Ether; 5-(benzyloxy)-1H-indole; NSC 62895; 5-(Benzyloxy)indole; 5-苄氧基吲哚

Database IDs

• CAS Number: 1215-59-4
• EC Number: 214-930-1
• MDL Number: MFCD00005676
• Beilstein Number: 173532
• PubChem SID: 24891673; 160975465
• PubChem CID: 14624

CALCULATED PROPERTIES

• Acid pKa: 16.749268
• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): 3.6388097
• LogD (pH = 7.4): 3.6388097
• Log P: 3.6388097
• Molar Refractivity: 68.2203 cm^3
• Polarizability: 27.740093 Å^3
• Polar Surface Area: 25.02 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; ethanol: may be hazy yellow; Methanol
• Apperance: Pale Brown Solid; white to light yellow
• Melting Point: 100-102°C; 100-103 °C; 100-104 °C(lit.); 86-91°C; 96-101°C

Safety Information

• Storage Condition: Refrigerator
• Storage Warning: IRRITANT; Irritant
• RTECS: NL4850000
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 2; 3
• Risk Statements: 36/37/38
• Safety Statements: 26; 26-37
• TSCA Listed: false; 否
• GHS Pictograms: GHS07
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥95.0% (HPLC); 94%, may contain up to ca 7% toluene; 95%; 95+%; 98%
• Grade: purum
• Impurities: ≤7% solvents; 5% various solvents of crystallization
• Empirical Formula (Hill Notation): C15H13NO

DETAILS

MP Biomedicals - 05212336

MP Biomedicals Rare Chemical collection

MP Biomedicals - 02150451

Crystalline
Intermediate in synthesis of serotonin analogs.

Sigma Aldrich - B8292

Application

• Reactant in regio- and stereoselective morpholine-catalyzed direct C-3 alkenylation with α,β-unsaturated aldehydes
• Reactant in selective debenzylation of protective groups using SiliaCat-palladium under mild reaction conditions
• Reactant in metal-free Friedel-Crafts alkylation reactions
• Reactant in preparation of protein kinase (PKC) inhibitors
• Reactant in preparation of indole/quinoline carbothioic acid amide derivatives

Sigma Aldrich - B27803

Packaging
25 g in poly bottle
5 g in glass bottle
Application

• Reactant in regio- and stereoselective morpholine-catalyzed direct C-3 alkenylation with α,β-unsaturated aldehydes
• Reactant in selective debenzylation of protective groups using SiliaCat-palladium under mild reaction conditions
• Reactant in metal-free Friedel-Crafts alkylation reactions
• Reactant in preparation of protein kinase (PKC) inhibitors
• Reactant in preparation of indole/quinoline carbothioic acid amide derivatives

Sigma Aldrich - 13640

General description
may contain ~5% solvent
Application

• Reactant in regio- and stereoselective morpholine-catalyzed direct C-3 alkenylation with α,β-unsaturated aldehydes
• Reactant in selective debenzylation of protective groups using SiliaCat-palladium under mild reaction conditions
• Reactant in metal-free Friedel-Crafts alkylation reactions
• Reactant in preparation of protein kinase (PKC) inhibitors
• Reactant in preparation of indole/quinoline carbothioic acid amide derivatives