1-Chloroisoquinoline
1-Chloroisoquinoline (CAS: 19493-44-8, C9H6ClN) is a halogenated heterocyclic compound with a molecular weight of 163.60 g/mol. It serves as a valuable building block in organic synthesis. Its primary applications involve its use in various metal-catalyzed cross-coupling reactions, including manganese-catalyzed coupling with Grignard reagents and palladium-catalyzed coupling with boronic acids. It can also undergo homocoupling to form bis-isoquinolines, potentially useful as chiral ligands.
Manganese-Catalyzed Cross-Coupling
1-Chloroisoquinoline has been employed in manganese-catalyzed cross-coupling reactions with aryl- and alkylmagnesium halides, facilitating the formation of new carbon-carbon bonds.
Palladium-Catalyzed Cross-Coupling
This compound is a useful substrate in palladium-catalyzed cross-coupling reactions, particularly with heteroaryl boronic acids and esters, enabling the synthesis of complex heterocyclic structures.
Homocoupling Reactions
1-Chloroisoquinoline can participate in homocoupling reactions to yield bis-isoquinoline derivatives. Each enantiomer of these products may find application as chiral ligands in asymmetric synthesis.
| Molecular weight | 163.60 |
|---|---|
| Empirical formula | C9H6ClN |
| Assay | 95% |
| Boiling point | 274-275 °C/768 mmHg(lit.) |
| Application | The product has been used in a Mn-catalyzed cross-coupling with aryl- and alkylmagnesium halides.1 It has also been used in a Pd-catalyzed cross-coupling with heteroaryl boronic acids and esters.2 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.3 |
| Melting point | 31-36 °C(lit.) |
Hazard statements
- H315Causes skin irritation
- H319Causes serious eye irritation
- H335May cause respiratory irritation
Precautionary statements
- P261Avoid breathing dust, fume, gas or vapours
- P305IF IN EYES
| Protective equipment | dust mask type N95 (US), Eyeshields, Gloves |
|---|---|
| Water hazard class (WGK, DE) | 3 |
| Hazard codes (EU) | Xi |
| Risk statements (R) | 36/37/38 |
| Safety statements (S) | 26-36 |
Hazard information is provided for guidance. Always consult the product Safety Data Sheet (SDS), available on request, before handling.
Documentation
Every batch ships with a Certificate of Analysis covering assay, identity and purity; the grade is confirmed against your enquiry. Safety Data Sheets and technical data sheets are available on request.
Supply & logistics
Samples for technical evaluation; bulk MOQ by grade and packaging. In-stock material ships in 7–10 working days, worldwide, with full export documentation.
What is 1-Chloroisoquinoline used for?
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1-Chloroisoquinoline is used as a building block in organic synthesis, particularly in metal-catalyzed cross-coupling reactions and homocoupling reactions to form bis-isoquinolines.
What is the CAS number and formula for 1-Chloroisoquinoline?
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The CAS number is 19493-44-8 and the empirical formula is C9H6ClN.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies 1-Chloroisoquinoline with a minimum purity of 95%. This product is supplied for research and development purposes and is not intended for human consumption, therapeutic, or diagnostic use. TSS does not represent it as USP, BP, EP, or other pharmacopoeia grades.
How should 1-Chloroisoquinoline be handled safely?
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1-Chloroisoquinoline is classified as an irritant. It may cause skin irritation (H315), serious eye irritation (H319), and respiratory irritation (H335). When handling, wear appropriate personal protective equipment including a dust mask (type N95 US recommended), eyeshields, and gloves. Ensure adequate ventilation.
How is 1-Chloroisoquinoline shipped and exported?
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Tech Serve Solutions is a specialist global supplier and exporter of fine chemicals and laboratory reagents, equipped to handle international shipments of 1-Chloroisoquinoline.
How can I request a sample or quote for 1-Chloroisoquinoline?
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Please contact Tech Serve Solutions directly through our website or by phone to request a sample or a quotation for 1-Chloroisoquinoline.
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