tert-butyl 2,3-dihydro-1H-indole-1-carboxylate

• ChemBase ID: 149852
• Molecular Formular: C13H17NO2
• Molecular Mass: 219.27958
• Monoisotopic Mass: 219.12592879
• SMILES: CC(C)(C)OC(=O)N1CCc2c1cccc2
• Canonical SMILES: O=C(N1CCc2c1cccc2)OC(C)(C)C
• InChI: InChI=1S/C13H17NO2/c1-13(2,3)16-12(15)14-9-8-10-6-4-5-7-11(10)14/h4-7H,8-9H2,1-3H3
• InChIKey: GWAXLDLPPZPQLO-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: tert-butyl 2,3-dihydro-1H-indole-1-carboxylate
• IUPAC Traditional name: tert-butyl 2,3-dihydroindole-1-carboxylate
• Synonyms: N-(tert-Butoxycarbonyl)-2,3-dihydroindole; tert-Butyl indoline-1-carboxylate; tert-butyl 2,3-dihydro-1H-indole-1-carboxylate; 1-(tert-Butoxycarbonyl)indoline; tert-Butyl indoline-1-carboxylate; 1-Boc-indoline; 吲哚啉-1-羧酸叔丁酯; 1-Boc-吲哚啉

Database IDs

• CAS Number: 143262-10-6
• MDL Number: MFCD01318399
• Beilstein Number: 5336249
• PubChem SID: 162244014; 24873481
• PubChem CID: 3663954

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 2.7881615
• LogD (pH = 7.4): 2.7881615
• Log P: 2.7881615
• Molar Refractivity: 62.7757 cm^3
• Polarizability: 24.371157 Å^3
• Polar Surface Area: 29.54 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 45-49°C; 46 - 50°C; 46-50 °C(lit.)
• Boiling Point: 150°C/15mm; 83-84 °C/0.1 mmHg(lit.)
• Flash Point: >110°C(230°F); 110 °C; 230 °F
• Hydrophobicity(logP): 3.019

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36; 26-37
• TSCA Listed: 否
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338; P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: 95%; 98%
• Empirical Formula (Hill Notation): C13H17NO2

DETAILS

Sigma Aldrich - 510149

Packaging
5, 25 g in glass bottle
Application

• Reactant in preparation of aryl alkyl amines via alkylation reactions catalyzed by Pd1
• Reactant in preparation of allyl- and arylindolines2
• Reactant in modular indole synthesis of the highly strained CDEF parent tetracycle of nodulisporic acids A and B3
• Reactant in asymmetric synthesis of β-amino esters via rhodium prolinate complex-catalyzed α-C-H activation / carbenoid insertion reactions4
• Reactant in preparation of substituted indolines and tetrahydroquinolines via cycloaddition approach5