2-Bromo-4-isopropylaniline

Name: 2-Bromo-4-isopropylaniline
Brand: ChemScene
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CAS No. 51605-97-1
Cat. No. CS-0154287
Purity≥96%
MDL No.MFCD00051585

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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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Description

2-Bromo-4-isopropylaniline features a bromine substituent at the ortho position relative to the aniline nitrogen, combined with a sterically hindered isopropyl group at the para position. This electronic and steric profile enhances stability and directs regioselective coupling in cross-coupling reactions. The molecule exhibits robust performance under standard bench conditions and serves as a key intermediate for pharmaceutical and agrochemical synthesis.

Application

2-Bromo-4-isopropylaniline serves as a versatile building block in medicinal chemistry, enabling direct incorporation of brominated arylamine motifs into pharmaceutical scaffolds. Its stability under standard reaction conditions and compatibility with palladium-catalyzed cross-coupling reactions facilitate efficient synthesis of biaryl derivatives. The isopropyl group provides steric bulk and modulates electronic properties, enhancing metabolic stability in target molecules.

General Information

CAS No. 51605-97-1
Cat. No. CS-0154287
Purity ≥96%
MDL No. MFCD00051585
Storage RT, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₁₂BrN
Molecular Weight 214.10
Synonym(s) 2-bromo-4-propan-2-ylaniline
SMILES CC(C)C1=CC(=C(C=C1)N)Br

Computational Chemistry Data

TPSA 26.02
LogP 3.1547
H_Acceptors 1
H_Donors 1
Rotatable_Bonds 1

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS06
Signal Word : Danger	UN#: 2810
Class : 6.1	Packing Group : Ⅲ
Hazard Statements : H302-H312-H315-H319-H331
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-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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2-Bromo-4-isopropylaniline

CAS No. 51605-97-1

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