3-Bromo-5-isopropylaniline

Name: 3-Bromo-5-isopropylaniline
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CAS No. 112930-36-6
Cat. No. CS-0533638
Molecule weight214.10
Purity≥95%
MDL No.MFCD22041962

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General Information

CAS No. 112930-36-6
Cat. No. CS-0533638
Purity ≥95%
MDL No. MFCD22041962
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₁₂BrN
Molecular Weight 214.10
Synonym(s) None
SMILES BrC1=CC(C(C)C)=CC(N)=C1

Description

3-Bromo-5-isopropylaniline offers a sterically hindered aryl amine scaffold with tailored reactivity, combining a bromine electrophile at the meta-position and an isopropyl group for enhanced solubility and stability. This structure enables efficient coupling in cross-coupling reactions and facilitates incorporation into complex molecular architectures under standard conditions.

Application

3-Bromo-5-isopropylaniline serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling direct incorporation of bromo and amino functionalities for subsequent cross-coupling reactions. Its isopropyl substituent provides steric bulk and enhanced metabolic stability, while the ortho-bromo group facilitates palladium-catalyzed coupling with high efficiency. The compound exhibits excellent bench stability, ease of purification, and compatibility with diverse functional groups, making it well-suited for modular synthesis workflows.

Safety Information

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GHS Pictogram : N/A	GHS No : N/A
Signal Word : N/A	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : N/A
Precautionary Statements : N/A

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Computational Chemistry Data

TPSA 26.02
LogP 3.1547
H_Acceptors 1
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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3-Bromo-5-isopropylaniline

CAS No. 112930-36-6

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