1-Iodo-3-nitrobenzene
1-Iodo-3-nitrobenzene (CAS: 645-00-1) is an organic compound with the molecular formula IC₆H₄NO₂ and a molecular weight of 249.01 g/mol. This nitro compound serves as a valuable building block in organic synthesis. It is primarily utilised in the preparation of more complex molecules, including heterocyclic compounds and biaryl systems, through various cross-coupling reactions and synthetic pathways. Its reactivity makes it a useful intermediate in chemical research and development.
Synthesis of Heterocyclic Compounds
1-Iodo-3-nitrobenzene is employed in the synthesis of specific heterocyclic structures. For instance, it has been used in the preparation of 5-substituted pyrrolo[3,2-b]pyridine amides, highlighting its utility in constructing fused ring systems.
Preparation of Biaryl Systems
This compound serves as a precursor for biaryl compounds. An example of its application includes the synthesis of 3′-nitro-4-methylthiobiphenyl, demonstrating its role in forming carbon-carbon bonds between aromatic rings.
Palladium-Catalyzed Cross-Coupling Reactions
1-Iodo-3-nitrobenzene participates in palladium(0) catalyzed cross-coupling reactions. It can react with heteroarylzinc iodide and unsaturated iodides, facilitating the formation of new C-C bonds in complex synthetic strategies.
| Molecular weight | 249.01 |
|---|---|
| Linear formula | IC6H4NO2 |
| Assay | 99% |
| Boiling point | 280 °C(lit.) |
| Application | 1-Iodo-3-nitrobenzene was used in the synthesis of 5-substituted pyrrolo[3,2-b]pyridine amide1 and 3′-nitro-4-methylthiobiphenyl2. It was used in palladium(0) catalyzed cross-coupling reaction between heteroarylzinc iodide and unsaturated iodide3. |
| Melting point | 36-38 °C(lit.) |
Hazard statements
- H228Flammable solid
- H302Harmful if swallowed
- H312Harmful in contact with skin
- H315Causes skin irritation
- H319Causes serious eye irritation
- H332Harmful if inhaled
- H335May cause respiratory irritation
Precautionary statements
- P210Keep away from heat, sparks and open flames. No smoking
- P261Avoid breathing dust, fume, gas or vapours
- P280Wear protective gloves, clothing and eye/face protection
- P305IF IN EYES
| Protective equipment | Eyeshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges |
|---|---|
| Flash point | 72 °C / 161.6 °F |
| Transport (UN / ADR) | UN 1325 4.1 / PGII |
| Water hazard class (WGK, DE) | 3 |
| Hazard codes (EU) | F,Xn |
| Risk statements (R) | 11-20/21/22-36/37/38 |
| Safety statements (S) | 26 |
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-Iodo-3-nitrobenzene used for?
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1-Iodo-3-nitrobenzene is primarily used as a building block in organic synthesis for the preparation of complex molecules such as heterocyclic compounds and biaryl systems, often via palladium-catalyzed cross-coupling reactions.
What are the CAS number and molecular formula for 1-Iodo-3-nitrobenzene?
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The CAS number for 1-Iodo-3-nitrobenzene is 645-00-1, and its molecular formula is IC₆H₄NO₂.
What grade and purity does Tech Serve Solutions supply for 1-Iodo-3-nitrobenzene?
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Tech Serve Solutions supplies 1-Iodo-3-nitrobenzene with a purity of 99%. This product is supplied for research and chemical synthesis purposes and is not represented as USP, BP, EP, or pharmacopoeia grade.
How should 1-Iodo-3-nitrobenzene be handled safely?
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1-Iodo-3-nitrobenzene is a combustible solid and is harmful if swallowed, in contact with skin, or if inhaled. It causes skin and serious eye irritation and may cause respiratory irritation. Handle with appropriate personal protective equipment, including eyeshields, suitable gloves, and a type N100 respirator, in a well-ventilated area. Avoid sources of ignition.
How is 1-Iodo-3-nitrobenzene packed and shipped?
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1-Iodo-3-nitrobenzene is packed in compliance with transport regulations for combustible solids (UN 1325, Class 4.1, Packing Group II). TSS exports chemicals globally, adhering to all relevant international shipping and customs requirements.
How can I request a sample or quote for 1-Iodo-3-nitrobenzene?
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To request a sample or a quotation for 1-Iodo-3-nitrobenzene, please contact our sales team through the website or by direct email, providing your specific requirements and delivery details.
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