531316
N-(tert-Butoxycarbonyl)-2-bromoaniline
97%
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About This Item
Linear Formula:
BrC6H4HNCO2C(CH3)3
CAS Number:
Molecular Weight:
272.14
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
MDL number:
Assay:
97%
InChI
1S/C11H14BrNO2/c1-11(2,3)15-10(14)13-9-7-5-4-6-8(9)12/h4-7H,1-3H3,(H,13,14)
SMILES string
CC(C)(C)OC(=O)Nc1ccccc1Br
InChI key
UQBGKDLSIIHUEZ-UHFFFAOYSA-N
assay
97%
refractive index
n20/D 1.54 (lit.)
bp
110 °C/0.3 mmHg (lit.)
density
1.342 g/mL at 25 °C (lit.)
functional group
amine, bromo
Quality Level
Related Categories
General description
N-(tert-Butoxycarbonyl)-2-bromoaniline, also known as tert-butyl-N-(2-bromophenyl)carbamate, is an N-Boc-protected o-bromoaniline.1 It reacts with ethyl perfluorooctanoate in the presence of tert-butyllithium to form the corresponding 1-hydroxy-1H-perfluorooctyl compound.
Application
N-(tert-Butoxycarbonyl)-2-bromoaniline may be used in the synthesis of N-boc-protected o-aryl anilines, which undergoes coupling reaction with bromoacetylenes to form the corresponding arene?ynamides.
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
230.0 °F - closed cup
flash_point_c
110 °C - closed cup
ppe
dust mask type N95 (US), Eyeshields, Gloves
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Novel reduction of perfluoroalkyl ketones with lithium alkoxides.
Sokeirik YS, et al.
Journal of Fluorine Chemistry, 127(1), 150-152 (2006)
Yousuke Yamaoka et al.
The Journal of organic chemistry, 80(2), 957-964 (2014-12-30)
A Brønsted acid-promoted arene-ynamide cyclization has been developed to construct the 3H-pyrrolo[2,3-c]quinolines. This reaction consists of the generation of a highly reactive keteniminium intermediate from arene-ynamide activated by a Brønsted acid and electrophilic aromatic substitution reaction to give arene-fused quinolines
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