156744
1-Chloroisoquinoline
95%
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About This Item
Empirical Formula (Hill Notation):
C9H6ClN
CAS Number:
Molecular Weight:
163.60
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
MDL number:
Product Name
1-Chloroisoquinoline, 95%
InChI
1S/C9H6ClN/c10-9-8-4-2-1-3-7(8)5-6-11-9/h1-6H
SMILES string
Clc1nccc2ccccc12
InChI key
MSQCQINLJMEVNJ-UHFFFAOYSA-N
assay
95%
bp
274-275 °C/768 mmHg (lit.)
mp
31-36 °C (lit.)
functional group
chloro
Quality Level
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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.
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
11 - Combustible Solids
wgk
WGK 3
ppe
dust mask type N95 (US), Eyeshields, Gloves
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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
Synlett, 247-247 (2007)
Homocoupling of aryl iodides and bromides using a palladium/indium bimetallic system.
Chang, Yu Mi, et al.
Synthetic Communications, 35(13), 1851-1857 (2005)
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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