tert-Butyl 6-bromo-1H-benzo[d]imidazole-1-carboxylate

Name: tert-Butyl 6-bromo-1H-benzo[d]imidazole-1-carboxylate
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CAS No. 1006899-77-9
Cat. No. CS-0097681
Purity≥95%
MDL No.MFCD13182497

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Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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tert-Butyl 6-bromo-1H-benzo[d]imidazole-1-carboxylate|CS-0097681

Structure of 1006899-77-9

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General Information

CAS No. 1006899-77-9
Cat. No. CS-0097681
Purity ≥95%
MDL No. MFCD13182497
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₂H₁₃BrN₂O₂
Molecular Weight 297.15
Synonym(s) tert-Butyl 6-bromo-1H-benzimidazole-1-carboxylate
SMILES O=C(OC(C)(C)C)N1C=NC2=CC=C(C=C12)Br

Description

tert-Butyl 6-bromo-1H-benzo[d]imidazole-1-carboxylate features a brominated benzoimidazole core with a bench-stable tert-butyl carbamate protecting group. This combination enables direct functionalization at the 6-position while maintaining compatibility with palladium-catalyzed cross-coupling reactions and subsequent deprotection under mild acidic conditions.

Application

tert-Butyl 6-bromo-1H-benzo[d]imidazole-1-carboxylate serves as a versatile building block for the synthesis of brominated benzimidazole scaffolds, enabling late-stage functionalization via Pd-catalyzed cross-coupling reactions. The tert-butyl carbamate group provides excellent stability and facilitates purification, while the bromo substituent offers high reactivity in Suzuki, Stille, and Negishi couplings. Its compatibility with diverse reaction conditions makes it ideal for constructing complex heterocyclic architectures in medicinal chemistry and materials science 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 : H302
Precautionary Statements : P264-P270-P330-P501

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Computational Chemistry Data

TPSA 44.12
LogP 3.582
H_Acceptors 4
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Benzimidazole compounds

Key Words

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tert-Butyl 6-bromo-1H-benzo[d]imidazole-1-carboxylate

CAS No. 1006899-77-9

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