3-Bromo-5-methylaniline

Name: 3-Bromo-5-methylaniline
Brand: ChemScene
Availability: InStock
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CAS No. 74586-53-1
Cat. No. CS-W016924
Purity≥97%
MDL No.MFCD11845553

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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 74586-53-1

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Description

3-Bromo-5-methylaniline features a bromine atom at the meta position relative to the amino group and a methyl substituent at the para position, delivering enhanced electron density and steric profile. This configuration supports selective coupling reactions in pharmaceutical synthesis and enables efficient incorporation into complex heterocycles under standard conditions.

Application

3-Bromo-5-methylaniline serves as a valuable building block in medicinal chemistry and agrochemical synthesis, offering a regioselective platform for Suzuki-Miyaura and Buchwald-Hartwig coupling reactions. The bromo group enables efficient cross-coupling under mild conditions, while the ortho-methyl substituent provides steric and electronic modulation. Bench-stable and readily purified by recrystallization, it functions effectively in multi-step syntheses of heterocyclic scaffolds and functionalized arylamines.

General Information

CAS No. 74586-53-1
Cat. No. CS-W016924
Purity ≥97%
MDL No. MFCD11845553
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₈BrN
Molecular Weight 186.05
Synonym(s) None
SMILES C1=C(N)C=C(Br)C=C1C

Computational Chemistry Data

TPSA 26.02
LogP 2.33972
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-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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Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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3-Bromo-5-methylaniline

CAS No. 74586-53-1

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