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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)
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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