(5-BROMO-2-NITRO-PHENYL)-ACETIC ACID

Name: (5-BROMO-2-NITRO-PHENYL)-ACETIC ACID
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CAS No. 124840-61-5
Cat. No. CS-0060199
Molecule weight260.04
Purity≥97%
MDL No.None

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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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(5-BROMO-2-NITRO-PHENYL)-ACETIC ACID|CS-0060199

Structure of 124840-61-5

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General Information

CAS No. 124840-61-5
Cat. No. CS-0060199
Purity ≥97%
MDL No. None
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₆BrNO₄
Molecular Weight 260.04
Synonym(s) 5-Bromo-2-nitrophhenylacetic
SMILES C1=C(C=C(CC(=O)O)C(=C1)[N+](=O)[O-])Br

Description

This brominated nitrophenylacetic acid integrates a reactive acetic acid handle with an electron-deficient aromatic core, enabling efficient coupling in cross-coupling and conjugation workflows. The para-positioned nitro group enhances electrophilicity, while the bromine substituent provides a handle for palladium-catalyzed transformations. This compound exhibits robust stability under standard conditions and facilitates direct functionalization in synthetic sequences.

Application

2-(5-Bromo-2-nitrophenyl)acetic acid serves as a versatile building block in medicinal chemistry, enabling efficient access to substituted phenylacetate scaffolds. The molecule combines a bromine handle for cross-coupling reactions and a nitro group amenable to reduction and subsequent cyclization, facilitating the construction of biologically relevant heterocycles. Its bench-stable crystalline form simplifies handling and purification, while tolerating diverse functional groups under standard synthetic conditions.

Synthesis

Route1
- 125914-22-9
- ~79%
- In-stock
  
  124840-61-5
References
- Pachaly, Peter; Schaefer, Michael Archiv der Pharmazie (Weinheim, Germany), 1989 , vol. 322, p. 483 - 487
Route2
- 31938-07-5
- ~%
- In-stock
  
  124840-61-5
References
- Archiv der Pharmazie (Weinheim, Germany), , vol. 322, p. 483 - 487
Route3
- In-stock
  
  52414-98-9
- ~%
- In-stock
  
  124840-61-5
References
- Bioorganic and Medicinal Chemistry Letters, , vol. 16, # 2 p. 421 - 426

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 80.44
LogP 1.9844
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 3

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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(5-BROMO-2-NITRO-PHENYL)-ACETIC ACID

CAS No. 124840-61-5

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