4-Bromo-5-methoxybenzene-1,2-diamine

Name: 4-Bromo-5-methoxybenzene-1,2-diamine
Brand: ChemScene
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CAS No. 108447-01-4
Cat. No. CS-0136875
Purity≥95%
MDL No.MFCD21648471

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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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4-Bromo-5-methoxybenzene-1,2-diamine|CS-0136875

Structure of 108447-01-4

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General Information

CAS No. 108447-01-4
Cat. No. CS-0136875
Purity ≥95%
MDL No. MFCD21648471
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₉BrN₂O
Molecular Weight 217.06
Synonym(s) 4-bromo-5-methoxy-1,2-phenylenediamine
SMILES NC1=CC(OC)=C(C=C1N)Br

Description

4-Bromo-5-methoxybenzene-1,2-diamine features a benzene core bearing bromo and methoxy substituents in ortho positions relative to the diamine functionality. This electron-rich scaffold enables direct incorporation into cross-coupling reactions and facilitates the synthesis of functionalized aromatic amines. The molecule exhibits enhanced solubility and stability under standard bench conditions, supporting efficient use in medicinal chemistry and materials development workflows.

Application

4-Bromo-5-methoxybenzene-1,2-diamine serves as a versatile building block for heterocyclic synthesis, enabling efficient access to substituted benzimidazoles and other N-heterocycles via cyclization with carboxylic acid derivatives. The bromo and methoxy groups provide orthogonal handles for further functionalization, while the diamine moiety offers high reactivity in palladium-catalyzed coupling reactions. Bench-stable and readily purified by recrystallization, it functions effectively in medicinal chemistry campaigns requiring targeted scaffold elaboration.

Safety Information

Download SDS

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-P330-P362+P364-P405-P501

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Computational Chemistry Data

TPSA 61.27
LogP 1.6221
H_Acceptors 3
H_Donors 2
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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4-Bromo-5-methoxybenzene-1,2-diamine

CAS No. 108447-01-4

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