Methyl 4-bromo-2,6-dimethylbenzoate

Name: Methyl 4-bromo-2,6-dimethylbenzoate
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CAS No. 90841-46-6
Cat. No. CS-0119801
Purity≥98%
MDL No.MFCD11227152

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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 4-bromo-2,6-dimethylbenzoate|CS-0119801

Structure of 90841-46-6

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Description

Methyl 4-bromo-2,6-dimethylbenzoate features a brominated aromatic core with two methyl groups positioned ortho to the ester functionality. This sterically shielded architecture enhances stability and directs regioselective coupling reactions. The electron-deficient ring facilitates palladium-catalyzed cross-coupling, while the methyl substituents reduce undesired side reactions. Ideal for constructing complex heterocycles and functionalized arenes under standard conditions.

Application

Methyl 4-bromo-2,6-dimethylbenzoate serves as a versatile building block in synthetic organic chemistry, enabling palladium-catalyzed cross-coupling reactions due to its well-defined bromine functionality. The methyl ester group provides stability and facilitates downstream transformations, while the ortho-methyl substituents enhance regiochemical control and offer steric protection. This compound exhibits excellent bench stability and is compatible with standard reaction conditions, making it ideal for constructing complex aromatic scaffolds in medicinal chemistry and materials science applications.

General Information

CAS No. 90841-46-6
Cat. No. CS-0119801
Purity ≥98%
MDL No. MFCD11227152
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₁₁BrO₂
Molecular Weight 243.10
Synonym(s) None
SMILES O=C(OC)C1=C(C)C=C(Br)C=C1C

Computational Chemistry Data

TPSA 26.3
LogP 2.85254
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 1

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 : P260-P264-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P332+P313-P337+P313-P362+P364-P403+P233-P405-P501

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Other Classifications

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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Methyl 4-bromo-2,6-dimethylbenzoate

CAS No. 90841-46-6

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