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531316

N-(tert-Butoxycarbonyl)-2-bromoaniline

Name: <I>N</I>-(<I>tert</I>-Butoxycarbonyl)-2-bromoaniline
Brand: ALDRICH

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About This Item

Linear Formula:

BrC₆H₄HNCO₂C(CH₃)₃

CAS Number:

78839-75-5

Molecular Weight:

272.14

NACRES:

NA.22

PubChem Substance ID:

24877811

UNSPSC Code:

12352100

MDL number:

MFCD01006614

Assay:

97%

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Properties

Quality Level

100

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

SMILES string

CC(C)(C)OC(=O)Nc1ccccc1Br

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)

InChI key

UQBGKDLSIIHUEZ-UHFFFAOYSA-N

Description

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

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)

Development of a Brønsted acid-promoted arene-ynamide cyclization toward the total syntheses of marinoquinolines A and C and aplidiopsamine A.

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

Global Trade Item Number

SKU	GTIN
531316-10G	04061837641169