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124133

Sigma-Aldrich

3-Bromoquinoline

98%

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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

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.)

functional group

bromo

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

Signal Word

Warning

Hazard 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)
Alexander V Shaferov et al.
Sensors (Basel, Switzerland), 20(11) (2020-06-11)
Pd(0)-catalyzed amination was employed for the synthesis of a new family of (S)-1,1'-bianaphthalene-2,2'-diamine derivatives possessing additional chiral and fluorophore substituents. The compounds thus obtained were tested as potential detectors of seven amino alcohols, and some of them were found to
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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