tert-butyl 5-methyl-1H-indole-1-carboxylate

• ChemBase ID: 142095
• Molecular Formular: C14H17NO2
• Molecular Mass: 231.29028
• Monoisotopic Mass: 231.12592879
• SMILES: Cc1ccc2c(c1)ccn2C(=O)OC(C)(C)C
• Canonical SMILES: Cc1ccc2c(c1)ccn2C(=O)OC(C)(C)C
• InChI: InChI=1S/C14H17NO2/c1-10-5-6-12-11(9-10)7-8-15(12)13(16)17-14(2,3)4/h5-9H,1-4H3
• InChIKey: NSPCCUXHOQOAJQ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: tert-butyl 5-methyl-1H-indole-1-carboxylate
• IUPAC Traditional name: tert-butyl 5-methylindole-1-carboxylate
• Synonyms: tert-Butyl 5-methylindole-1-carboxylate; 1-(tert-Butoxycarbonyl)-5-methylindole; 1-(叔丁氧基羰基)-5-甲基吲哚

Database IDs

• CAS Number: 129822-49-7
• MDL Number: MFCD06008299
• PubChem SID: 24882785; 162236326
• PubChem CID: 11333711

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 3.578489
• LogD (pH = 7.4): 3.578489
• Log P: 3.578489
• Molar Refractivity: 66.8852 cm^3
• Polarizability: 27.269741 Å^3
• Polar Surface Area: 31.23 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Boiling Point: 208-209 °C(lit.)
• Flash Point: >110 °C; >230 °F
• Density: 1.056 g/mL at 25 °C(lit.)
• Refractive Index: n20/D 1.5410(lit.)

Safety Information

• European Hazard Symbols: Harmful (Xn)
• UN Number: 2811
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: 3
• Risk Statements: 22-43
• Safety Statements: 36/37
• GHS Pictograms: GHS06
• GHS Signal Word: Danger
• GHS Hazard statements: H301-H317
• GHS Precautionary statements: P280-P301 + P310
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Faceshields, Gloves
• RID/ADR: UN 2811 6.1/PG 3

Product Information

• Purity: 97%
• Empirical Formula (Hill Notation): C14H17NO2

DETAILS

Sigma Aldrich - 636479

Packaging
5 g in glass bottle
Application

• Reactant in stereoselective preparation of substituted dihydroindole derivatives via palladium-catalyzed stereoselective carboaminoxylation reactions
• Reactant in conversion of 1-Boc-indoles to 1-Boc-oxindoles
• Reactant in preparation of indolyl aromatic chiral alpha-sulfoxides
• Reactant in preparation of (indolyl)borates, silanes, and silanols