Skip to Content
Merck
All Photos(1)

Key Documents

View All Documentation

531316

Sigma-Aldrich

N-(tert-Butoxycarbonyl)-2-bromoaniline

97%

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Linear Formula:
BrC6H4HNCO2C(CH3)3
CAS Number:
78839-75-5
Molecular Weight:
272.14
MDL number:
MFCD01006614
UNSPSC Code:
12352100
PubChem Substance ID:
24877811
NACRES:
NA.22

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.)

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

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.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service