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About This Item
Empirical Formula (Hill Notation):
C9H6BrN
CAS Number:
Molecular Weight:
208.05
Beilstein:
112939
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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Quality Level
Assay
98%
form
liquid
refractive index
n20/D 1.664 (lit.)
bp
274-276 °C (lit.)
mp
13-15 °C (lit.)
density
1.533 g/mL at 25 °C (lit.)
SMILES string
Brc1cnc2ccccc2c1
InChI
1S/C9H6BrN/c10-8-5-7-3-1-2-4-9(7)11-6-8/h1-6H
InChI key
ZGIKWINFUGEQEO-UHFFFAOYSA-N
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General description
3-Bromoquinoline undergoes bromine-magnesium exchange reaction with lithium tributylmagnesate in toluene at -10°C, which is quenched by various electrophiles to yield functionalized quinolines.
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2
Storage Class Code
10 - Combustible liquids
WGK
WGK 3
Flash Point(F)
230.0 °F - closed cup
Flash Point(C)
110 °C - closed cup
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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Tributylmagnesium ate complex-mediated bromine-magnesium exchange of bromoquinolines: a convenient access to functionalized quinolines.
Dumouchel S, et al.
Tetrahedron Letters, 44(10), 2033-2035 (2003)
Patrick W Fedick et al.
Journal of the American Society for Mass Spectrometry, 30(10), 2144-2151 (2019-08-09)
Suzuki cross-coupling is a widely performed reaction, typically using metal catalysts under heated conditions. Acceleration of the Suzuki cross-coupling reaction has been previously explored in microdroplets using desorption electrospray ionization mass spectrometry (DESI-MS). Building upon previous work, presented here is
Bin Yang et al.
Environmental science and pollution research international, 23(4), 3399-3405 (2015-10-23)
The solubilities of 19 different kinds of N-heteroaromatic compounds in aqueous solutions with different concentrations of NaCl were determined at 298.15 K with a UV-vis spectrophotometry and titration method, respectively. Setschenow constants, Ks, were employed to describe the solubility behavior
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