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Key Documents

630918

Sigma-Aldrich

2-Bromo-N-methylaniline

95%

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About This Item

Linear Formula:
BrC6H4NHCH3
CAS Number:
Molecular Weight:
186.05
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Assay

95%

refractive index

n20/D 1.6070 (lit.)

bp

107-109 °C/12 mmHg (lit.)

density

1.589 g/mL at 25 °C (lit.)

SMILES string

CNc1ccccc1Br

InChI

1S/C7H8BrN/c1-9-7-5-3-2-4-6(7)8/h2-5,9H,1H3

InChI key

SMVIAQFTVWDWDS-UHFFFAOYSA-N

Related Categories

General description

2-Bromo-N-methylaniline can be synthesized via the reduction of 2-bromoformylanilide.

Application

2-Bromo-N-methylaniline can be used to synthesize benzimidazole derivatives, via one pot N-arylation of amides/cyclic amides in the presence of copper iodide nanoparticles. It can also be used in the synthesis of alkyltelluro-substituted aromatic amines, which can show radical trapping ability.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Precautionary Statements

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

10 - Combustible liquids

WGK

WGK 2

Flash Point(F)

217.4 °F - closed cup

Flash Point(C)

103 °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’.

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Poon F-J, et al.
Chemistry?A European Journal , 22(36), 12891-12903 (2016)
"Nanoparticle mediated organic synthesis (NAMO-synthesis): CuI-NP catalyzed ligand free amidation of aryl halides"
Kumar A and Bishnoi KA
Royal Society of Chemistry Advances, 4(78), 41631- 41635 (2014)
"Syntheses of 2-Unsubstituted 1H-1, 3-Benzazaphospholes from N-Formyl-2-bromoanilides"
Ghalib M, et al.
Heteroatom Chem., 4(78), 452-459 (2013)

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