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542865

Sigma-Aldrich

8-Quinolinylboronic acid

technical grade

Synonym(s):

8-Quinolineboronic acid

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About This Item

Empirical Formula (Hill Notation):
C9H8BNO2
CAS Number:
86-58-8
Molecular Weight:
172.98
MDL number:
MFCD01114698
UNSPSC Code:
12352103
PubChem Substance ID:
24878641
NACRES:
NA.22

grade

technical grade

form

solid

mp

>300 °C (lit.)

SMILES string

OB(O)c1cccc2cccnc12

InChI

1S/C9H8BNO2/c12-10(13)8-5-1-3-7-4-2-6-11-9(7)8/h1-6,12-13H

InChI key

KXJJSKYICDAICD-UHFFFAOYSA-N

Application

Reactant involved in:
  • C-H and C-S bond activations
  • Synthesis of pyridazine via sequential amination / Suzuki coupling / alkylation reactions
  • Suzuki-Miyaura coupling reactions for synthesis of biaryl monophosphorus ligands, fused tricyclic oxa-quinolones, or substituted β-amino acids
  • Copper-catalyzed azidation with sodium azide
  • Studies of the affect of fluoride on the stability of boronic acids during click reactions

Other Notes

Contains varying amounts of anhydride

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
29396LK
MKAA4773
06306BJ
04931KH
07120JE

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Mayoorini Majuran et al.
ChemPlusChem, 85(2), 346-352 (2020-02-07)
We report the synthesis, photophysics, electrochemistry and electrochemiluminescence (ECL) of two dqp (dqp=2,6-di(quinoline-8-yl)pyridine) based ruthenium(II) complexes, bearing either a n-butyl ester (1) or the corresponding carboxylic acid functionality (2). The complexes were prepared from [Ru(dqp)(MeCN)3 ][PF6 ]2 by reaction with

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