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510149

Sigma-Aldrich

tert-Butyl indoline-1-carboxylate

98%

Synonym(s):
N-(tert-Butoxycarbonyl)-2,3-dihydroindole
Empirical Formula (Hill Notation):
C13H17NO2
CAS Number:
Molecular Weight:
219.28
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

98%

bp

83-84 °C/0.1 mmHg (lit.)

mp

46-50 °C (lit.)

SMILES string

CC(C)(C)OC(=O)N1CCc2ccccc12

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

InChI key

GWAXLDLPPZPQLO-UHFFFAOYSA-N

General description

tert -Butyl indoline-1-carboxylate is an N-substituted indoline derivative.

Application

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

Packaging

5 g in glass bottle

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

230.0 °F - closed cup

Flash Point(C)

110 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificate of Analysis

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Certificate of Origin

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