2,7-Dibromo-9,9-dimethyl-9,10-dihydroacridine

Name: 2,7-Dibromo-9,9-dimethyl-9,10-dihydroacridine
Brand: ChemScene
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CAS No. 1333316-35-0
Cat. No. CS-0161486
Purity≥96%
MDL No.MFCD26402967

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2,7-Dibromo-9,9-dimethyl-9,10-dihydroacridine|CS-0161486

Structure of 1333316-35-0

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General Information

CAS No. 1333316-35-0
Cat. No. CS-0161486
Purity ≥96%
MDL No. MFCD26402967
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₅H₁₃Br₂N
Molecular Weight 367.08
Synonym(s) 2,7-Dibromo-9,10-dihydro-9,9-dimethyl-acridine
SMILES CC1(C)C2=C(C=CC(Br)=C2)NC3=CC=C(Br)C=C13

Description

2,7-Dibromo-9,9-dimethyl-9,10-dihydroacridine features a rigid acridine core with bromine substituents at the 2 and 7 positions, flanked by two methyl groups on the central carbon. This electron-deficient scaffold enables direct coupling in palladium-catalyzed cross-coupling reactions. The steric shielding from the dimethyl substitution enhances stability and facilitates handling under standard bench conditions.

Application

2,7-Dibromo-9,9-dimethyl-9,10-dihydroacridine serves as a versatile building block in synthetic organic chemistry, enabling efficient access to brominated acridine scaffolds. Its dibromo substitution pattern facilitates subsequent cross-coupling reactions, while the sterically hindered 9,9-dimethyl group enhances stability and simplifies purification. The compound functions effectively in Pd-catalyzed transformations and is well-suited for constructing functionalized heterocycles relevant to materials science and medicinal chemistry applications.

Safety Information

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Computational Chemistry Data

TPSA 12.03
LogP 5.5945
H_Acceptors 1
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Other aromatic heterocycles compounds

Key Words

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2,7-Dibromo-9,9-dimethyl-9,10-dihydroacridine

CAS No. 1333316-35-0

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