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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

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

WGK

WGK 2

Flash Point(F)

closed cup

Flash Point(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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"Syntheses of 2-Unsubstituted 1H-1, 3-Benzazaphospholes from N-Formyl-2-bromoanilides"
Ghalib M, et al.
Heteroatom Chem., 4(78), 452-459 (2013)
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)

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