Methyl 4-bromo-2,5-difluorobenzoate

Name: Methyl 4-bromo-2,5-difluorobenzoate
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CAS No. 1193162-21-8
Cat. No. CS-0061806
Purity≥97%
MDL No.MFCD23713110

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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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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Methyl 4-bromo-2,5-difluorobenzoate|CS-0061806

Structure of 1193162-21-8

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General Information

CAS No. 1193162-21-8
Cat. No. CS-0061806
Purity ≥97%
MDL No. MFCD23713110
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₅BrF₂O₂
Molecular Weight 251.02
Synonym(s) Benzoic acid, 4-bromo-2,5-difluoro-, methyl ester
SMILES COC(=O)C1=C(C=C(C(=C1)F)Br)F

Description

Methyl 4-bromo-2,5-difluorobenzoate features a trifunctional aromatic core with strategically positioned bromo and difluoro substituents that enable diverse cross-coupling transformations. The ester group provides synthetic versatility for downstream derivatization, while the electron-deficient ring enhances reactivity in palladium-catalyzed processes. This bench-stable compound serves as a key building block in medicinal chemistry and materials synthesis.

Application

Methyl 4-bromo-2,5-difluorobenzoate serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling efficient late-stage functionalization via palladium-catalyzed cross-coupling reactions. The ortho-fluoro substituents facilitate directed metallation, while the bromo group provides a reliable handle for Suzuki, Stille, or Negishi coupling. Bench-stable and readily purified by flash chromatography, it functions as a key intermediate in constructing substituted aromatic scaffolds with enhanced metabolic stability.

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 : 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

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Computational Chemistry Data

TPSA 26.3
LogP 2.5139
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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Methyl 4-bromo-2,5-difluorobenzoate

CAS No. 1193162-21-8

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