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Structure of 23761-24-2
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3-Bromocyclobutanone is a strained, reactive ketone featuring a bromine substituent on the cyclobutane ring. This electrophilic functionality enables direct incorporation into C–C bond-forming reactions and facilitates downstream functionalization via nucleophilic displacement or transition-metal-catalyzed coupling. The molecule exhibits enhanced reactivity due to ring strain and adjacent carbonyl polarization.
3-Bromocyclobutanone serves as a versatile synthetic building block for cyclobutane-based scaffolds, enabling direct functionalization at the C3 position. Its electrophilic bromine facilitates nucleophilic substitution and metal-catalyzed coupling reactions, while the ketone group supports enolization, aldol chemistry, and reductive amination. The compound exhibits good bench stability and is compatible with common protecting group strategies, facilitating its use in iterative synthesis of complex cyclic architectures.
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GHS Pictogram :
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GHS No : GHS07
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Signal Word : Warning
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UN#: N/A
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Class : N/A
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Packing Group : N/A
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Hazard Statements : H302
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Precautionary Statements : P264-P270-P330-P501
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Lot numbers can be found on the outside label of a product: