2-Bromo-5-hydroxynitrobenzene

Name: 2-Bromo-5-hydroxynitrobenzene
Brand: ChemScene
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CAS No. 78137-76-5
Cat. No. CS-W008975
Purity≥97%
MDL No.MFCD11040194

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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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2-Bromo-5-hydroxynitrobenzene|CS-W008975

Structure of 78137-76-5

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Description

2-Bromo-5-hydroxynitrobenzene features a strategically positioned hydroxyl group flanked by bromine and nitro substituents, enabling selective functionalization in multi-step syntheses. This electron-deficient aromatic scaffold supports efficient coupling reactions under mild conditions, offering reliable access to complex intermediates in medicinal chemistry and materials development.

Application

2-Bromo-5-hydroxynitrobenzene serves as a versatile building block in medicinal chemistry and materials synthesis, enabling selective functionalization via Suzuki-Miyaura and Stille couplings. The bromo group facilitates palladium-catalyzed cross-coupling reactions, while the hydroxyl and nitro functionalities offer orthogonal reactivity for further derivatization. Its bench-stable nature and compatibility with standard protecting group strategies support efficient multistep synthesis.

General Information

CAS No. 78137-76-5
Cat. No. CS-W008975
Purity ≥97%
MDL No. MFCD11040194
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₄BrNO₃
Molecular Weight 218.00
Synonym(s) 4-Bromo-3-nitrophenol; 2-Bromo-5-hydroxynitrobenzene, 1-Bromo-4-hydroxy-2-nitrobenzene
SMILES OC1=CC=C(Br)C([N+]([O-])=O)=C1

Computational Chemistry Data

TPSA 63.37
LogP 2.0629
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 1

Safety Information

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GHS Pictogram :	GHS No : GHS05,GHS07,GHS09
Signal Word : Danger	UN#: 3077
Class : 9	Packing Group : Ⅲ
Hazard Statements : H302-H315-H317-H318-H410
Precautionary Statements : P261-P264-P270-P272-P273-P280-P302+P352-P330-P362+P364-P391-P501

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Other Classifications

Building Blocks Functional Group Nitro compounds

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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2-Bromo-5-hydroxynitrobenzene

CAS No. 78137-76-5

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