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About This Item
Empirical Formula (Hill Notation):
C9H6ClN
CAS Number:
Molecular Weight:
163.60
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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Quality Level
Assay
95%
bp
274-275 °C/768 mmHg (lit.)
mp
31-36 °C (lit.)
SMILES string
Clc1nccc2ccccc12
InChI
1S/C9H6ClN/c10-9-8-4-2-1-3-7(8)5-6-11-9/h1-6H
InChI key
MSQCQINLJMEVNJ-UHFFFAOYSA-N
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Application
The product has been used in a Mn-catalyzed cross-coupling with aryl- and alkylmagnesium halides. It has also been used in a Pd-catalyzed cross-coupling with heteroaryl boronic acids and esters. Furthermore, it has been used in a homocoupling reaction to yield bis-isoquinoline, each enantiomer of which might be very useful as a chiral ligand for asymmetric synthesis.
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
Target Organs
Respiratory system
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Certificates of Analysis (COA)
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Homocoupling of aryl iodides and bromides using a palladium/indium bimetallic system.
Chang, Yu Mi, et al.
Synthetic Communications, 35(13), 1851-1857 (2005)
Synlett, 247-247 (2007)
Kelvin Billingsley et al.
Journal of the American Chemical Society, 129(11), 3358-3366 (2007-03-01)
A highly active and efficient catalyst system derived from a palladium precatalyst and monophosphine ligands 1 or 2 for the Suzuki-Miyaura cross-coupling reaction of heteroaryl boronic acids and esters has been developed. This method allows for the preparation of a
Nelson R Vinueza et al.
Physical chemistry chemical physics : PCCP, 20(33), 21567-21572 (2018-08-11)
Two previously unreported isomeric biradicals with a 1,4-radical topology, the 1,5-didehydroisoquinolinium cation and the 4,8-didehydroisoquinolinium cation, and an additional, previously reported isomer, the 4,5-didehydroisoquinolinium cation, were studied to examine the importance of the exact location of the radical sites on
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