4-Chloro-5-fluoroindoline-2,3-dione

Name: 4-Chloro-5-fluoroindoline-2,3-dione
Brand: ChemScene
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CAS No. 84378-94-9
Cat. No. CS-0042906
Purity≥97%
MDL No.MFCD03618550

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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-Chloro-5-fluoroindoline-2,3-dione|CS-0042906

Structure of 84378-94-9

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General Information

CAS No. 84378-94-9
Cat. No. CS-0042906
Purity ≥97%
MDL No. MFCD03618550
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₃ClFNO₂
Molecular Weight None
Synonym(s) 4-chloro-5-fluoroisatin
SMILES O=C1NC2=C(C(Cl)=C(F)C=C2)C1=O

Description

4-Chloro-5-fluoroindoline-2,3-dione features a fused bicyclic core with strategically positioned halogen substituents that enhance reactivity and electronic modulation. This electron-deficient quinone derivative integrates readily into synthetic scaffolds requiring strong acceptor properties. The ortho-chloro and para-fluoro groups stabilize the molecule under standard conditions while enabling selective transformations in complex reaction networks.

Application

4-Chloro-5-fluoroindoline-2,3-dione serves as a versatile electrophilic building block in synthetic chemistry, enabling efficient construction of complex heterocyclic scaffolds. Its orthogonal reactivity profile facilitates selective functionalization at the indole core, with enhanced stability under standard bench conditions. The molecule functions effectively in nucleophilic substitution and cycloaddition reactions, offering predictable regioselectivity for applications in medicinal chemistry and materials science.

Synthesis

Route1
- 367-21-5
- ~%
- In-stock
  
  84378-94-9
References
- Palluotto, Fausta; Campagna, Francesco; Carotti, Angelo; Ferappi, Marcello; Rosato, Antonio; Vitali, Cesare Farmaco, 2002 , vol. 57, # 1 p. 63 - 69
Route2
- 367-21-5
- ~%
- In-stock
  
  84378-94-9
- In-stock
  
  96202-57-2
References
- GLAXOSMITHKLINE LLC; BROOKS, Carl, A.; CHEUNG, Mui; EIDAM, Hilary, S.; FOX, Ryan, M.; HILFIKER, Mark, A.; MANAS, Eric, S.; YE, Guosen Patent: WO2011/119701 A1, 2011 ; WO 2011/119701 A1

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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Computational Chemistry Data

TPSA 46.17
LogP 1.6139
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Chloride

Building Blocks Skeleton Aromatic heterocycle compounds Indolin compounds

Key Words

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4-Chloro-5-fluoroindoline-2,3-dione

CAS No. 84378-94-9

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