Methyl 5-bromo-4-fluoro-2-methylbenzoate

Name: Methyl 5-bromo-4-fluoro-2-methylbenzoate
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CAS No. 1564624-36-7
Cat. No. CS-0181062
Purity≥97%
MDL No.MFCD26863043

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
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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+
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Methyl 5-bromo-4-fluoro-2-methylbenzoate|CS-0181062

Structure of 1564624-36-7

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General Information

CAS No. 1564624-36-7
Cat. No. CS-0181062
Purity ≥97%
MDL No. MFCD26863043
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₈BrFO₂
Molecular Weight 247.06
Synonym(s) Methyl 3-bromo-4-fluoro-6-methylbenzoate
SMILES O=C(OC)C1=CC(Br)=C(F)C=C1C

Description

Methyl 5-bromo-4-fluoro-2-methylbenzoate features a trifunctional aromatic core with strategically positioned bromo, fluoro, and methyl groups. This electron-deficient platform enables direct coupling in cross-coupling reactions, while the ester functionality offers synthetic versatility. The molecule exhibits robust stability under standard bench conditions and facilitates efficient derivatization in medicinal chemistry and materials synthesis workflows.

Application

Methyl 5-bromo-4-fluoro-2-methylbenzoate serves as a versatile building block for late-stage functionalization in medicinal chemistry and agrochemical synthesis. Its orthogonal halogenation pattern enables selective cross-coupling reactions, particularly Pd-catalyzed Suzuki and Stille couplings, with high chemoselectivity. The methyl ester group provides a handle for further derivatization, while the fluorine and bromine substituents offer favorable electronic effects and metabolic stability. Bench-stable and readily purified by flash chromatography, it functions effectively in multi-step synthetic sequences requiring predictable reactivity and structural precision.

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-P280-P302+P352

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Computational Chemistry Data

TPSA 26.3
LogP 2.68322
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 5-bromo-4-fluoro-2-methylbenzoate

CAS No. 1564624-36-7

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