4-Bromo-1,8-naphthalic anhydride

Name: 4-Bromo-1,8-naphthalic anhydride
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CAS No. 81-86-7
Cat. No. CS-0015910
Purity≥95%
MDL No.MFCD00006927

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4-Bromo-1,8-naphthalic anhydride|CS-0015910

Structure of 81-86-7

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Description

4-Bromo-1,8-naphthalic anhydride features a sterically accessible anhydride moiety flanked by a bromine substituent at the 4-position. This electron-deficient naphthalene core enables efficient coupling in Diels-Alder reactions and serves as a direct handle for functionalization via nucleophilic substitution. Bench-stable under inert conditions, it facilitates streamlined access to complex polycyclic architectures in synthetic organic chemistry.

Application

4-Bromo-1,8-naphthalic anhydride serves as a versatile building block for the synthesis of functionalized naphthalene derivatives. Its anhydride functionality enables facile acylation and amidation reactions, while the bromine substituent provides a site for palladium-catalyzed cross-coupling. The compound exhibits good bench stability and facilitates straightforward purification, making it well-suited for use in medicinal chemistry and materials science applications.

General Information

CAS No. 81-86-7
Cat. No. CS-0015910
Purity ≥95%
MDL No. MFCD00006927
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₂H₅BrO₃
Molecular Weight 277.07
Synonym(s) 4-Bromo-1,8-naphthalenedicarboxylic Anhydride
SMILES O=C1C2=CC=CC3=C2C(C(O1)=O)=CC=C3Br

Computational Chemistry Data

TPSA 43.37
LogP 2.9129
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 0

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501

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Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Other aromatic heterocycles compounds

Key Words

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4-Bromo-1,8-naphthalic anhydride

CAS No. 81-86-7

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