4-Bromo-2-hydroxybenzamide

Name: 4-Bromo-2-hydroxybenzamide
Brand: ChemScene
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CAS No. 5428-40-0
Cat. No. CS-0119943
Purity≥97%
MDL No.MFCD07780674

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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General Information

CAS No. 5428-40-0
Cat. No. CS-0119943
Purity ≥97%
MDL No. MFCD07780674
Storage RT, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₆BrNO₂
Molecular Weight 216.03
Synonym(s) Benzamide,4-bromo-2-hydroxy
SMILES O=C(N)C1=CC=C(Br)C=C1O

Description

4-Bromo-2-hydroxybenzamide features a bromine atom at the para position relative to the amide group, combined with a phenolic hydroxyl for enhanced reactivity. This electron-deficient aromatic scaffold enables efficient coupling in cross-coupling and peptide synthesis workflows. The molecule exhibits excellent stability under standard bench conditions and facilitates direct functionalization of complex heterocycles.

Application

4-Bromo-2-hydroxybenzamide serves as a versatile building block in medicinal chemistry, enabling direct incorporation into heterocyclic scaffolds via Ullmann-type couplings or electrophilic substitution. The ortho-hydroxyl group facilitates in situ activation for palladium-catalyzed cross-coupling, while the bromide supports reliable Suzuki and Stille reactions. Bench-stable and readily purified by recrystallization, it functions effectively in multi-step syntheses requiring orthogonal reactivity and functional group compatibility.

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-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501

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Computational Chemistry Data

TPSA 63.32
LogP 1.2536
H_Acceptors 2
H_Donors 2
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Amide

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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4-Bromo-2-hydroxybenzamide

CAS No. 5428-40-0

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