563048
2-Bromo-6-methylaniline
95%
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About This Item
Linear Formula:
Br(CH3)C6H3NH2
CAS Number:
Molecular Weight:
186.05
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
MDL number:
Assay:
95%
InChI
1S/C7H8BrN/c1-5-3-2-4-6(8)7(5)9/h2-4H,9H2,1H3
SMILES string
Cc1cccc(Br)c1N
InChI key
LDUCMSVRKKDATH-UHFFFAOYSA-N
assay
95%
refractive index
n20/D 1.6030 (lit.)
bp
105-107 °C/205 mmHg (lit.)
density
1.4780 g/mL at 25 °C (lit.)
functional group
bromo
Application
2-Bromo-6-methylaniline can be used as a reactant to synthesize:
- Alkyl substituted bromoindazole building blocks by Pd-catalyzed Suzuki coupling reaction with various vinyl boronic acids.
- Difluoropyridoindole via Pd-catalyzed intramolecular Heck reaction with difluoropiperidinone.
- 4-Methyl-N-phenyl-1H-benzo[d]imidazol-2-amine by one-pot Cu-catalyzed domino C-N cross-coupling reaction with iodobenzene and thiourea.
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
10 - Combustible liquids
wgk
WGK 3
flash_point_f
215.1 °F - closed cup
flash_point_c
101.7 °C - closed cup
ppe
Eyeshields, Gloves, type ABEK (EN14387) respirator filter
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Synthesis and evaluation of indazole based analog sensitive Akt inhibitors
Okuzumi T, et al.
Molecular Biosystems, 6(8), 1389-1402 (2010)
Copper-promoted one-pot approach: Synthesis of benzimidazoles
Boddapati SN, et al.
Molecules (Basel), 25(8), 1788-1788 (2020)
Novel synthesis of 4, 4-difluoropyrido [4, 3-b] indoles via intramolecular Heck reaction
Madaiah M, et al.
Tetrahedron Letters, 54(11), 1424-1427 (2013)
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