3,3-Dichloro-1-(4-nitrophenyl)piperidin-2-one

Name: 3,3-Dichloro-1-(4-nitrophenyl)piperidin-2-one
Brand: ChemScene
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CAS No. 881386-01-2
Cat. No. CS-M2357
Molecule weight289.11
Purity≥98%
MDL No.MFCD23142941

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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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3,3-Dichloro-1-(4-nitrophenyl)piperidin-2-one|CS-M2357

Structure of 881386-01-2

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General Information

CAS No. 881386-01-2
Cat. No. CS-M2357
Purity ≥98%
MDL No. MFCD23142941
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₁H₁₀Cl₂N₂O₃
Molecular Weight 289.11
Synonym(s) 3,3-Dichloro-1-(4-nitrophenyl)-2-piperidinone
SMILES O=C1C(Cl)(Cl)CCCN1C2=CC=C([N+]([O-])=O)C=C2

Description

3,3-Dichloro-1-(4-nitrophenyl)piperidin-2-one features a sterically hindered piperidinone core bearing a para-nitro aryl group and two geminal chlorine atoms, conferring enhanced metabolic stability and electron-withdrawing character. This combination enables efficient integration into bioactive scaffolds for medicinal chemistry campaigns requiring lipophilic, electron-deficient heterocycles under standard bench conditions.

Application

3,3-Dichloro-1-(4-nitrophenyl)piperidin-2-one serves as a versatile building block in medicinal chemistry, enabling the synthesis of complex heterocyclic scaffolds through controlled functionalization. Its dichloro substitution at the piperidinone C3 position enhances electrophilicity for nucleophilic displacement, while the para-nitroaryl group provides a handle for reduction or coupling reactions. The compound exhibits bench stability and facilitates straightforward purification, making it suitable for scale-up in API intermediate development.

Synthesis

Route1
- 38560-30-4
- ~%
- In-stock
  
  881386-01-2
References
- Shapiro, Rafael; Rossano, Lucius T.; Mudryk, Boguslaw M.; Cuniere, Nicolas; Oberholzer, Matthew; Zhang, Huiping; Chen, Bang-Chi Patent: US2006/69258 A1, 2006 ; Location in patent: Page/Page column 12-13 ;

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 63.45
LogP 2.8955
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Nitro compounds

Building Blocks Skeleton Aliphatic heterocycle compounds Piperidine compounds

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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3,3-Dichloro-1-(4-nitrophenyl)piperidin-2-one

CAS No. 881386-01-2

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