4-Bromo-5-methylindoline-2,3-dione

Name: 4-Bromo-5-methylindoline-2,3-dione
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 147149-84-6
Cat. No. CS-W022110
Purity≥98%
MDL No.MFCD00560709

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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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4-Bromo-5-methylindoline-2,3-dione|CS-W022110

Structure of 147149-84-6

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General Information

CAS No. 147149-84-6
Cat. No. CS-W022110
Purity ≥98%
MDL No. MFCD00560709
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₆BrNO₂
Molecular Weight 240.06
Synonym(s) 4-Bromo-5-methylisatin
SMILES CC1=CC=C2NC(=O)C(=O)C2=C1Br

Description

4-Bromo-5-methylindoline-2,3-dione features a sterically hindered, electron-deficient quinone core paired with a bromo substituent at the 4-position and a methyl group at the 5-position. This combination enhances reactivity in transition-metal-catalyzed coupling processes while maintaining bench-stable handling under standard conditions.

Application

4-Bromo-5-methylindoline-2,3-dione serves as a versatile building block in the synthesis of heterocyclic scaffolds and bioactive molecules. Its bromo and methyl substituents enable site-specific functionalization via cross-coupling reactions, while the quinone moiety facilitates Diels–Alder cycloadditions and nucleophilic additions. The compound exhibits good bench stability and is compatible with standard purification techniques, making it well-suited for iterative synthesis workflows in medicinal chemistry and process development.

Synthesis

Route1
- In-stock
  
  7745-91-7
- ~%
- In-stock
  
  147149-84-6
References
- Journal of Medicinal Chemistry, , vol. 47, # 4 p. 935 - 946
Route2
- 147149-83-5
- ~%
- In-stock
  
  147149-84-6
- 306325-13-3
References
- Journal of Medicinal Chemistry, , vol. 47, # 4 p. 935 - 946

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+H312+H332-H319
Precautionary Statements : P261-P264-P270-P271-P280-P301+P310-P302+P352-P304+P341-P305+P351+P338-P312-P330-P337+P313-P363-P501

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Computational Chemistry Data

TPSA 46.17
LogP 1.89232
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Indolin compounds

Key Words

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4-Bromo-5-methylindoline-2,3-dione

CAS No. 147149-84-6

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