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530018

Sigma-Aldrich

3-Bromo-2-methylaniline

97%

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About This Item

Linear Formula:
Br(CH3)C6H3NH2
CAS Number:
55289-36-6
Molecular Weight:
186.05
EC Number:
259-568-5
MDL number:
MFCD00051579
UNSPSC Code:
12352100
PubChem Substance ID:
24877724
NACRES:
NA.22

assay

97%

refractive index

n20/D 1.619 (lit.)

bp

248 °C (lit.)

density

1.51 g/mL at 25 °C (lit.)

functional group

bromo

SMILES string

Cc1c(N)cccc1Br

InChI

1S/C7H8BrN/c1-5-6(8)3-2-4-7(5)9/h2-4H,9H2,1H3

InChI key

IILVSKMKMOJHMA-UHFFFAOYSA-N

General description

3-Bromo-2-methylaniline is a 3-halo-2-methylaniline derivative.

Application

3-Bromo-2-methylaniline may be used in the preparation of :
  • 3,4-dibromo-2-methylaniline[1]
  • racemic 3,9-dibromo-4,10-dimethyl-6H,12H,5,11-methanodibenzodiazocine, a racemic derivative of Tröger′s base[2]
  • 4-bromo-1H-indazole[3]

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

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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Certificates of Analysis (COA)

Lot/Batch Number
BCBH1522V
BCBB7105V
BCBB7105
1437218
71196TJ

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A practical synthesis of a PI3K inhibitor under noncryogenic conditions via functionalization of a lithium triarylmagnesiate intermediate
Tian Q, et al.
Organic Process Research & Development, 17(1), 97-107 (2013)
Synthesis, Resolution, and Absolute Configuration of Difunctionalized Troger's Base Derivatives.
Kiehne U, et al.
Chemistry (Weinheim An Der Bergstrasse, Germany), 14(14), 4246-4255 (2008)
Efficient and Complementary Methods Offering Access to Synthetically Valuable 1, 2-Dibromobenzenes.
Diemer V, et al.
European Journal of Organic Chemistry, 2011(2), 327-340 (2011)

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