tert-butyl 1H-indole-1-carboxylate

• ChemBase ID: 17964
• Molecular Formular: C13H15NO2
• Molecular Mass: 217.2637
• Monoisotopic Mass: 217.11027873
• SMILES: c1ccc2c(c1)ccn2C(=O)OC(C)(C)C
• Canonical SMILES: O=C(n1ccc2c1cccc2)OC(C)(C)C
• InChI: InChI=1S/C13H15NO2/c1-13(2,3)16-12(15)14-9-8-10-6-4-5-7-11(10)14/h4-9H,1-3H3
• InChIKey: OWPIFQXNMLDXKW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: tert-butyl 1H-indole-1-carboxylate
• IUPAC Traditional name: tert-butyl indole-1-carboxylate
• Synonyms: 1-(tert-Butoxycarbonyl)indole; 1-Indolecarboxylic acid tert-butyl ester; N-tert-Butoxycarbonylindole; N-Butyloxycarbonylindole; tert-Butyl 1-indolecarboxylate; 1-Boc-indole; tert-Butyl indole-1-carboxylate; 1-Boc-indole; 1H-Indole, N-BOC protected 98%; 1-吲哚羧酸叔丁酯; 1-Boc-吲哚

Database IDs

• CAS Number: 75400-67-8
• EC Number: 000-000-0
• MDL Number: MFCD02093939
• Beilstein Number: 4674239
• PubChem SID: 160981271; 24874000
• PubChem CID: 3532980

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 3.0650678
• LogD (pH = 7.4): 3.0650678
• Log P: 3.0650678
• Molar Refractivity: 61.844 cm^3
• Polarizability: 25.504805 Å^3
• Polar Surface Area: 31.23 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 24-26°C
• Boiling Point: 113-114°C/0.2mm; 113-114°C/0.2mm; 201 °C(lit.)
• Flash Point: 159.8 °F; 71 °C
• Density: 1.07; 1.07 g/mL at 25 °C(lit.); 1.070
• Refractive Index: 1.5420; 1.5430; n20/D 1.543(lit.)

Safety Information

• Storage Warning: IRRITANT, KEEP COLD; Irritant/Keep Cold
• German water hazard class: 3
• TSCA Listed: false; 否
• Personal Protective Equipment: Eyeshields, Gloves, half-mask respirator (US), multi-purpose combination respirator cartridge (US)

Product Information

• Purity: 97%; 98%
• Empirical Formula (Hill Notation): C13H15NO2

DETAILS

Sigma Aldrich - 518107

Packaging
25 mL in glass bottle
Application
Reactant for preparation of:
• Potent plant-growth inhibitors1
• Cannabinoid CB2 receptor ligands2
• Analogues of isomeridianin G and evaluation as GSK-3β inhibitors3
• Inhibitor of the Yersinia pestis salicylate adenylation domain YbtE4
• Cholecystokinin-2 receptor antagonists5
• Antileishmanial agents6
• Reactant for:
• Palladium-catalyzed Suzuki-Miyaura cross coupling reactions7
• Friedel-Crafts alkylation reactions8