2-Iodo-N,N-dimethylbenzamide

Name: 2-Iodo-N,N-dimethylbenzamide
Brand: ChemScene
Availability: InStock
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CAS No. 54616-46-5
Cat. No. CS-0210347
Purity≥98%
MDL No.MFCD00463660

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
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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Structure of 54616-46-5

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Description

2-Iodo-N,N-dimethylbenzamide features a sterically hindered dimethylamino group paired with an iodine substituent at the ortho position, enabling efficient coupling in Pd-catalyzed cross-coupling reactions. This bench-stable aryl iodide integrates readily into complex molecular architectures under standard conditions.

Application

2-Iodo-N,N-dimethylbenzamide serves as a versatile aryl iodide building block for palladium-catalyzed cross-coupling reactions, enabling efficient C–C and C–heteroatom bond formation. The dimethylamide group provides excellent stability and facilitates purification, while the ortho-iodo substituent ensures high reactivity in standard Suzuki, Stille, and Negishi coupling protocols. Its bench-stable crystalline nature supports reliable handling in synthetic workflows targeting complex heterocycles and pharmaceutical intermediates.

General Information

CAS No. 54616-46-5
Cat. No. CS-0210347
Purity ≥98%
MDL No. MFCD00463660
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₁₀INO
Molecular Weight 275.09
Synonym(s) LIJKCLMUVWTDKS-UHFFFAOYSA-N
SMILES CN(C)C(=O)C1=C(C=CC=C1)I

Computational Chemistry Data

TPSA 20.31
LogP 1.993
H_Acceptors 1
H_Donors 0
Rotatable_Bonds 1

Safety Information

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GHS Pictogram : N/A	GHS No : N/A
Signal Word : N/A	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : N/A
Precautionary Statements : N/A

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Other Classifications

Building Blocks Functional Group Amide

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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2-Iodo-N,N-dimethylbenzamide

CAS No. 54616-46-5

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