Description

2,4,6-Tris(bromomethyl)mesitylene (CAS No. 21988-87-4) is a highly specialized brominated aromatic compound with the molecular formula C₁₂H₁₅Br₃. This crystalline solid is a derivative of mesitylene, featuring three bromomethyl functional groups symmetrically positioned on the benzene ring, making it a valuable intermediate in organic synthesis and polymer chemistry. Its IUPAC name, 1,3,5-tris(bromomethyl)-2,4,6-trimethylbenzene, reflects its precise structural configuration. With a high degree of reactivity due to the presence of bromine atoms, this compound is particularly useful in crosslinking reactions, flame retardant formulations, and as a precursor for dendrimer synthesis. It is supplied with detailed technical specifications, including purity levels (typically ≥95%), melting point, and solubility data, ensuring reproducibility in research applications. Proper handling precautions are required due to its potential as a lachrymator and skin irritant.

Properties

• CAS Number: 21988-87-4
• Complexity: 144
• IUPAC Name: 1,3,5-tris(bromomethyl)-2,4,6-trimethyl-benzene
• InChI: InChI=1S/C12H15Br3/c1-7-10(4-13)8(2)12(6-15)9(3)11(7)5-14/h4-6H2,1-3H3
• InChI Key: BHIFXIATEXVOQA-UHFFFAOYSA-N
• Exact Mass: 397.87034
• Molecular Formula: C12H15Br3
• Molecular Weight: 398.96
• SMILES: CC1=C(C(=C(C(=C1CBr)C)CBr)C)CBr
• Monoisotopic Mass: 395.87239
• Synonyms: 2,4,6-Tris(bromomethyl)mesitylene, 21988-87-4, 1,3,5-Tris(bromomethyl)-2,4,6-trimethylbenzene, EINECS 244-697-1, DTXSID70176408, DTXCID0098899, 244-697-1, C12H15Br3, MFCD00192554, Benzene, 1,3,5-tris(bromomethyl)-2,4,6-trimethyl-, PMOC2, YSZC576, SCHEMBL258395, 1,3,5-Tris(Bromomethyl)-2,4,6-TriMethyl-Benzene, BCP19671, AKOS015835996, AC-9501, FD10703, DS-16599, 2,4,6-Tris(bromomethyl)mesitylene, 98%, DB-013966, NS00027015, T1641, 1,3,5-trisbromomethyl-2,4,6-trimethylbenzene, 2,4,6-Tris(bromomethyl)-1,3,5-trimethylbenzene, 1,3,5-tris(bromomethyl)-2,4,6-trimethyl benzene, 1,3,5-tris-(bromomethyl)-2,4,6-trimethylbenzene, 2,4,6-Tribromomethyl-1,3,5-trimethylbenzene;2,4,6-Trimethyl-1,3,5-tris(bromomethyl)benzene;

Application

2,4,6-Tris(bromomethyl)mesitylene serves as a key building block in the synthesis of advanced polymeric materials, particularly for creating crosslinked networks with enhanced thermal stability. It is employed in the development of flame retardant additives for plastics and textiles due to its high bromine content. Researchers also utilize this compound in supramolecular chemistry to construct star-shaped or dendritic architectures. Its reactivity in nucleophilic substitution reactions makes it valuable for modifying surfaces or creating functionalized organic frameworks.

Safety and Hazards

GHS Hazard Statements

• H302 (97.5%): Harmful if swallowed [Warning Acute toxicity, oral]
• H312 (97.5%): Harmful in contact with skin [Warning Acute toxicity, dermal]
• H314 (100%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]
• H318 (100%): Causes serious eye damage [Danger Serious eye damage/eye irritation]
• H332 (97.5%): Harmful if inhaled [Warning Acute toxicity, inhalation]

Precautionary Statements

• P260, P261, P264, P264+P265, P270, P271, P280, P301+P317, P301+P330+P331, P302+P352, P302+P361+P354, P304+P340, P305+P354+P338, P316, P317, P321, P330, P362+P364, P363, P405, and P501

Hazard Classes and Categories

• Acute Tox. 4 (97.5%)
• Acute Tox. 4 (97.5%)
• Skin Corr. 1C (100%)
• Eye Dam. 1 (100%)
• Acute Tox. 4 (97.5%)

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