260053
2-Bromo-6-nitrotoluene
98%
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About This Item
Linear Formula:
CH3C6H3(NO2)Br
CAS Number:
Molecular Weight:
216.03
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
259-566-4
Beilstein/REAXYS Number:
2502581
MDL number:
Assay:
98%
Form:
solid
InChI key
LYTNSGFSAXWBCA-UHFFFAOYSA-N
InChI
1S/C7H6BrNO2/c1-5-6(8)3-2-4-7(5)9(10)11/h2-4H,1H3
SMILES string
Cc1c(Br)cccc1[N+]([O-])=O
assay
98%
form
solid
bp
143 °C/22 mmHg (lit.)
Quality Level
functional group
bromo, nitro
Related Categories
Application
2-Bromo-6-nitrotoluene has been used:
- as starting reagent in total synthesis of N-acetyl methyl ester of (±)-clavicipitic acids
- in synthesis of carbazomadurin A, highly oxygenated neuronal cell protecting carbazole alkaloid
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
235.4 °F - closed cup
flash_point_c
113 °C - closed cup
ppe
dust mask type N95 (US), Eyeshields, Gloves
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Palladium-catalyzed reactions in the synthesis of 3-and 4-substituted indoles. 2. Total synthesis of the N-acetyl methyl ester of (?)-clavicipitic acids.
Harrington PJ, et al.
Journal of the American Chemical Society, 109(14), 4335-4338 (1987)
Hans-Joachim Knölker et al.
Chemical communications (Cambridge, England), (10)(10), 1170-1171 (2003-06-05)
The highly oxygenated neuronal cell protecting carbazole alkaloid carbazomadurin A was synthesized in nine steps and 11% overall yield from isovanillic acid.
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