2-Bromo-N-methoxy-N-methylbenzamide

Name: 2-Bromo-N-methoxy-N-methylbenzamide
Brand: ChemScene
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CAS No. 899425-05-9
Cat. No. CS-0123057
Purity≥96%
MDL No.MFCD12798299

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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+
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2-Bromo-N-methoxy-N-methylbenzamide|CS-0123057

Structure of 899425-05-9

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General Information

CAS No. 899425-05-9
Cat. No. CS-0123057
Purity ≥96%
MDL No. MFCD12798299
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₁₀BrNO₂
Molecular Weight 244.09
Synonym(s) None
SMILES O=C(N(OC)C)C1=CC=CC=C1Br

Description

2-Bromo-N-methoxy-N-methylbenzamide features a brominated aromatic ring paired with a sterically hindered amide group, enabling reliable coupling in cross-coupling reactions. The methoxy and methyl substituents enhance solubility and stability under standard conditions, while the electrophilic bromine facilitates efficient transition-metal-mediated transformations.

Application

2-Bromo-N-methoxy-N-methylbenzamide serves as a versatile aryl bromide building block for palladium-catalyzed cross-coupling reactions, enabling efficient construction of biaryl and heteroaryl scaffolds. Its N-methoxy-N-methyl amide group enhances stability and facilitates purification, while the ortho-bromo functionality provides high reactivity in Suzuki, Stille, and Negishi couplings. This compound functions reliably in late-stage functionalization workflows and offers predictable regiochemistry for medicinal chemistry applications.

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
Precautionary Statements : P264-P280-P302+P352-P362+P364

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Computational Chemistry Data

TPSA 29.54
LogP 2.0825
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 2

Other Classifications

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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2-Bromo-N-methoxy-N-methylbenzamide

CAS No. 899425-05-9

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