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Structure of 17135-74-9
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1,8-Dibromonaphthalene features two bromine atoms positioned at the peri-adjacent carbons of the naphthalene core, creating a sterically constrained, electron-deficient aromatic system. This configuration enhances its utility in transition-metal-catalyzed cross-coupling reactions, particularly in forming biaryl architectures with high regiocontrol. The compound exhibits bench-stable handling characteristics and integrates readily into synthetic sequences requiring orthogonal functionalization.
1,8-Dibromonaphthalene serves as a versatile building block in organic synthesis, enabling efficient construction of polycyclic architectures through palladium-catalyzed cross-coupling reactions. Its orthogonal bromine positions facilitate sequential functionalization, while the naphthalene core provides inherent stability and planarity beneficial for materials and pharmaceutical intermediates. The compound exhibits excellent bench stability and simplifies purification due to low volatility and defined crystallinity, making it well-suited for scalable synthetic workflows.
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GHS Pictogram :
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GHS No : GHS07,GHS09
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Signal Word : Warning
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UN#: 3077
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Class : 9
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Packing Group : Ⅲ
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Hazard Statements : H302-H411
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Precautionary Statements : P264-P270-P273-P330-P391-P501
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Lot numbers can be found on the outside label of a product: