3-Bromo-2,6-dimethylaniline

Name: 3-Bromo-2,6-dimethylaniline
Brand: ChemScene
Availability: InStock
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CAS No. 53874-26-3
Cat. No. CS-0139912
Purity≥98%
MDL No.MFCD16658602

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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+

An item is classified as a dangerous good if our website displays Hazardous Material (HazMat) information for it.

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Structure of 53874-26-3

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Description

3-Bromo-2,6-dimethylaniline features a sterically hindered aromatic core with electron-donating methyl groups flanking a brominated position, enhancing regioselectivity in cross-coupling reactions. This bench-stable derivative delivers high functional group tolerance and facilitates efficient access to substituted anilines under standard conditions.

Application

3-Bromo-2,6-dimethylaniline serves as a valuable building block for the synthesis of functionalized aromatic scaffolds, leveraging its ortho-methyl groups to direct electrophilic substitution and enhance metabolic stability. The bromo substituent enables facile cross-coupling reactions, including Suzuki-Miyaura and Stille couplings, while the aniline functionality supports derivatization via acylation or diazotization. Its bench-stable crystalline form facilitates handling and purification, making it well-suited for iterative medicinal chemistry campaigns and process development workflows.

General Information

CAS No. 53874-26-3
Cat. No. CS-0139912
Purity ≥98%
MDL No. MFCD16658602
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₁₀BrN
Molecular Weight 200.08
Synonym(s) 3-BroMo-2,6-diMetylaniline
SMILES NC1=C(C)C(Br)=CC=C1C

Computational Chemistry Data

TPSA 26.02
LogP 2.64814
H_Acceptors 1
H_Donors 1
Rotatable_Bonds 0

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
Precautionary Statements : P264-P270-P330-P501

Quality Control

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Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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3-Bromo-2,6-dimethylaniline

CAS No. 53874-26-3

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