4-Bromo-5-chloronaphthalen-2-ol

CAS No. 2454397-73-8
Cat. No. CS-0181196
Molecule weight257.51
Purity≥98%
MDL No.None

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4-Bromo-5-chloronaphthalen-2-ol|CS-0181196

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General Information

CAS No. 2454397-73-8
Cat. No. CS-0181196
Purity ≥98%
MDL No. None
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₆BrClO
Molecular Weight 257.51
Synonym(s) 4-Bromo-5-chloro-2-naphthol
SMILES OC1=CC(Br)=C2C(Cl)=CC=CC2=C1

Description

4-Bromo-5-chloronaphthalen-2-ol features a naphthalene core bearing bromo and chloro substituents at the 4- and 5-positions, respectively, with a hydroxyl group at the 2-position. This electron-deficient scaffold enables direct coupling in cross-coupling reactions and serves as a building block for bioactive molecules and functional materials.

Application

4-Bromo-5-chloronaphthalen-2-ol serves as a versatile building block for the synthesis of functionalized naphthalene scaffolds. Its ortho-hydroxyl group enables direct coupling in Suzuki-Miyaura and Ullmann reactions, while the bromo and chloro substituents offer complementary reactivity for sequential cross-coupling. The molecule exhibits good bench stability and facilitates straightforward purification, making it well-suited for iterative synthetic strategies in medicinal chemistry and materials science applications.

Safety Information

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

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Computational Chemistry Data

TPSA 20.23
LogP 3.9613
H_Acceptors 1
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Chloride

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic ring compounds Naphthalene compounds

Key Words

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4-Bromo-5-chloronaphthalen-2-ol

CAS No. 2454397-73-8

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