5-Bromo-1,3-dihydrobenzoimidazol-2-one

Name: 5-Bromo-1,3-dihydrobenzoimidazol-2-one
Brand: ChemScene
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CAS No. 39513-26-3
Cat. No. CS-W005438
Purity≥97%
MDL No.MFCD01893032

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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+
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5-Bromo-1,3-dihydrobenzoimidazol-2-one|CS-W005438

Structure of 39513-26-3

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General Information

CAS No. 39513-26-3
Cat. No. CS-W005438
Purity ≥97%
MDL No. MFCD01893032
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₅BrN₂O
Molecular Weight 213.03
Synonym(s) 5-Bromo-1,3-dihydro-2H-benzimidazol-2-one
SMILES BrC2=CC1=C(NC(N1)=O)C=C2

Description

5-Bromo-1,3-dihydrobenzoimidazol-2-one features a brominated benzene ring fused to a labile imidazolone core, enabling direct functionalization at the C5 position. This electron-deficient heterocycle serves as a stable scaffold for late-stage derivatization in medicinal chemistry and materials synthesis.

Application

5-Bromo-1,3-dihydrobenzoimidazol-2-one serves as a versatile building block for heterocyclic synthesis, enabling efficient access to substituted benzimidazoles via palladium-catalyzed cross-coupling reactions. The bromine substituent provides high reactivity in Suzuki, Stille, and Negishi couplings, while the lactam functionality offers orthogonal handle for further functionalization. Bench-stable and readily purified by recrystallization, it functions reliably in multi-step sequences requiring good functional group tolerance and predictable regiochemistry.

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 : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

TPSA 48.65
LogP 1.6187
H_Acceptors 1
H_Donors 2
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Benzimidazole compounds

Key Words

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5-Bromo-1,3-dihydrobenzoimidazol-2-one

CAS No. 39513-26-3

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