4-Fluoroisoindoline-1,3-dione

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

CAS No. 51108-29-3
Cat. No. CS-0066494
Purity≥96%
MDL No.MFCD13196660

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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-Fluoroisoindoline-1,3-dione|CS-0066494

Structure of 51108-29-3

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General Information

CAS No. 51108-29-3
Cat. No. CS-0066494
Purity ≥96%
MDL No. MFCD13196660
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₄FNO₂
Molecular Weight 165.12
Synonym(s) 4-fluoro-1H-Isoindole-1,3(2H)-dione
SMILES O=C1NC(C2=C1C=CC=C2F)=O

Description

4-Fluoroisoindoline-1,3-dione serves as a reactive electrophilic scaffold for conjugate addition reactions, featuring a fluorine atom at the 4-position that enhances reactivity through inductive withdrawal. This electron-deficient heterocycle integrates readily into complex molecular architectures under mild conditions, offering high functional group tolerance and enabling efficient access to fluorinated analogs in synthetic organic chemistry workflows.

Application

4-Fluoroisoindoline-1,3-dione serves as a versatile building block in medicinal chemistry, enabling efficient construction of bioactive heterocycles through nucleophilic substitution and cycloaddition reactions. Its fluorinated scaffold enhances metabolic stability and modulates electronic properties, while the diketone functionality offers robust compatibility with diverse functional groups. Bench-stable and readily purified, it facilitates scalable synthesis of pharmaceutical intermediates and API precursors.

Synthesis

Route1
- In-stock
  
  652-39-1
- ~80%
- In-stock
  
  51108-29-3
References
- BAYER SCHERING PHARMA AKTIEGESELLSCHAFT Patent: US2011/34450 A1, 2011 ; Location in patent: Page/Page column 114 ;
Route2
- In-stock
  
  117-21-5
- ~%
- In-stock
  
  51108-29-3
References
- BASF Aktiengesellschaft Patent: US4680412 A1, 1987 ;

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 0.7093
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Other aromatic heterocycles compounds

Key Words

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4-Fluoroisoindoline-1,3-dione

CAS No. 51108-29-3

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