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Sigma-Aldrich

3-Bromoquinoline

98%

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About This Item

Empirical Formula (Hill Notation):
C9H6BrN
CAS Number:
5332-24-1
Molecular Weight:
208.05
Beilstein:
112939
EC Number:
226-237-1
MDL number:
MFCD00006767
UNSPSC Code:
12352100
PubChem Substance ID:
24847599
NACRES:
NA.22

Quality Level

100

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.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315 - H319

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

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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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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