1-Bromo-4-methoxy-2,3-dimethylbenzene

Name: 1-Bromo-4-methoxy-2,3-dimethylbenzene
Brand: ChemScene
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CAS No. 50638-48-7
Cat. No. CS-W014903
Purity≥97%
MDL No.MFCD01652199

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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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1-Bromo-4-methoxy-2,3-dimethylbenzene|CS-W014903

Structure of 50638-48-7

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General Information

CAS No. 50638-48-7
Cat. No. CS-W014903
Purity ≥97%
MDL No. MFCD01652199
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₁₁BrO
Molecular Weight 215.09
Synonym(s) 4-Bromo-2,3-dimethylanisole
SMILES COC1=CC=C(Br)C(C)=C1C

Description

1-Bromo-4-methoxy-2,3-dimethylbenzene features a bromine substituent flanked by electron-donating methoxy and methyl groups, enhancing reactivity in palladium-catalyzed cross-coupling. The ortho-methyl groups provide steric protection, improving stability during handling and reaction setup under standard conditions. This aryl bromide serves as a robust building block for complex aromatic architectures in synthetic organic chemistry.

Application

1-Bromo-4-methoxy-2,3-dimethylbenzene serves as a versatile aryl halide building block in cross-coupling reactions, enabling efficient construction of biaryl scaffolds under palladium-catalyzed conditions. The methoxy and methyl groups provide predictable electronic and steric modulation, enhancing regioselectivity in Suzuki, Stille, and Negishi couplings. Bench-stable and readily purified by flash chromatography, it functions reliably in medicinal chemistry and materials synthesis workflows.

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 : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501

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Computational Chemistry Data

TPSA 9.23
LogP 3.07454
H_Acceptors 1
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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1-Bromo-4-methoxy-2,3-dimethylbenzene

CAS No. 50638-48-7

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