1,2,4,5-Tetrakis(bromomethyl)benzene
1,2,4,5-Tetrakis(bromomethyl)benzene (CAS: 15442-91-8) is an organic compound with the formula C6H2(CH2Br)4 and a molecular weight of 449.80 g/mol. This halogenated hydrocarbon serves as a versatile building block in organic synthesis. It is primarily utilised in the preparation of complex molecular architectures, including tetrapodal ligands, thiacyclophanes, and dendrimeric structures, underscoring its utility in advanced chemical research and development.
- IUPAC
- α,α′,α′′,α′′′-Tetrabromodurene
- Synonyms
- 5-Tetrakis(bromomethyl)benzeneα,α′,α′′,α′′′-Tetrabromodurene
Synthesis of Tetrapodal Imidazolium Ligands
1,2,4,5-Tetrakis(bromomethyl)benzene is a key precursor for synthesising tetrapodal imidazolium ligands, often isolated as their hexafluorophosphate (PF6-) salts. These complex structures are valuable in catalysis and materials science.
Construction of Macrocyclic Compounds
The compound has been employed in the synthesis of macrocyclic molecules such as thiacyclophanes. These ring systems are important for fundamental studies in host-guest chemistry and supramolecular assembly.
Development of Dendrimeric Complexes
It serves as a building block for creating dendrimeric organoplatinum complexes. The branched, tree-like structure of dendrimers offers unique properties for applications in areas like catalysis and drug delivery.
Preparation of Conformationally Constrained Derivatives
The reactivity of the bromomethyl groups allows for the synthesis of conformationally constrained cyclic alpha-amino acid derivatives, enabling precise control over molecular shape for specific chemical applications.
| Molecular weight | 449.80 |
|---|---|
| Linear formula | C6H2(CH2Br)4 |
| Assay | 95% |
| Application | 1,2,4,5-Tetrakis(bromomethyl)benzene has been used in the synthesis of:• tetrapodal imidazolium ligands as their PF6- salts1• 6,7-bis(bromomethyl)-2,11,18,21,24-pentaoxatetracyclo[23.4. 0.04,9.012,17]nonacosa-1(25),4(9),5,7,12 (17),13,15,26,28-nonaene2• conformationally constrained cyclic α-amino acid derivatives3• thiacyclophanes4,5 • dendrimeric organoplatinum complexes6 |
| Melting point | 159-161 °C(lit.) |
Hazard statements
- H314Causes severe skin burns and eye damage
- H335May cause respiratory irritation
Precautionary statements
- P261Avoid breathing dust, fume, gas or vapours
- P280Wear protective gloves, clothing and eye/face protection
- P305IF IN EYES
- P310Immediately call a POISON CENTER or doctor
| Protective equipment | Eyeshields, Faceshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges |
|---|---|
| Transport (UN / ADR) | UN 3261 8 / PGII |
| Water hazard class (WGK, DE) | 3 |
| Hazard codes (EU) | C |
| Risk statements (R) | 34-36/37 |
| Safety statements (S) | 26-27-28-36/37/39-45 |
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 1,2,4,5-Tetrakis(bromomethyl)benzene used for?
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1,2,4,5-Tetrakis(bromomethyl)benzene is used as a versatile building block in organic synthesis for creating complex molecular structures such as tetrapodal imidazolium ligands, thiacyclophanes, dendrimeric complexes, and conformationally constrained cyclic alpha-amino acid derivatives.
What are the CAS number and chemical formula for this compound?
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The CAS number for 1,2,4,5-Tetrakis(bromomethyl)benzene is 15442-91-8, and its linear formula is C6H2(CH2Br)4.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies 1,2,4,5-Tetrakis(bromomethyl)benzene with an assay of 95%. We do not represent this product as USP, BP, EP, or any other pharmacopoeia grade; it is intended for research and chemical synthesis purposes.
What are the safety considerations when handling 1,2,4,5-Tetrakis(bromomethyl)benzene?
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This compound is classified as Danger, with hazards including H314 (Causes severe skin burns and eye damage) and H335 (May cause respiratory irritation). Appropriate personal protective equipment, including eyeshields, face shields, gloves, and suitable respiratory protection, is essential. Handle only in well-ventilated areas and follow all safety precautions.
How is 1,2,4,5-Tetrakis(bromomethyl)benzene packed, shipped, and exported?
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1,2,4,5-Tetrakis(bromomethyl)benzene is carefully packed according to international regulations for hazardous materials and is available for global export by Tech Serve Solutions.
How can I request a sample or obtain a quote for 1,2,4,5-Tetrakis(bromomethyl)benzene?
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To request a sample or obtain a quotation, please contact our sales department through the website or by phone, referencing the product name and CAS number.
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