26163-44-0

Basic information

• Product Name: 1-(2-Nitrobenzoyl)piperidine
• Synonyms: 1-(2-Nitrobenzoyl)piperidine;(2-nitrophenyl)-1-piperidinylMethanone
• CAS NO: 26163-44-0
• Molecular Formula: C₁₂H₁₄N₂O₃
• Molecular Weight: 234.25
• Mol File: 26163-44-0.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 411.9 °C at 760 mmHg
• Flash Point: 202.9 °C
• Appearance: /
• Density: 1.256 g/cm³
• Vapor Pressure: 5.4E-07mmHg at 25°C
• Refractive Index: 1.589
• CAS DataBase Reference: 1-(2-Nitrobenzoyl)piperidine(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(2-Nitrobenzoyl)piperidine(26163-44-0)
• EPA Substance Registry System: 1-(2-Nitrobenzoyl)piperidine(26163-44-0)

Safety Data

• Hazardous Substances Data: 26163-44-0(Hazardous Substances Data)

Usage

General Description

1-(2-Nitrobenzoyl)piperidine is a chemical compound with the molecular formula C13H14N2O3. It is a synthetic derivative of piperidine, a heterocyclic amine. The compound contains a piperidine ring with a 2-nitrobenzoyl group attached. It is often used as a building block in organic synthesis, particularly in the pharmaceutical industry for the production of various drugs and other biologically active compounds. The presence of the nitro group makes it useful in the formation of other nitrogen-containing compounds. Additionally, it has been studied for its potential pharmacological properties, although specific uses for the compound in medicinal applications have not been widely established.

InChI:InChI=1/C12H14N2O3/c15-12(13-8-4-1-5-9-13)10-6-2-3-7-11(10)14(16)17/h2-3,6-7H,1,4-5,8-9H2

Upstream product

• 110-89-4 piperidine 
• 552-89-6 2-nitro-benzaldehyde 
• 612-25-9 2-Nitrobenzyl alcohol 
• 610-14-0 2-nitrobenzyl chloride 

Downstream Products

• 87866-31-7 1-(2-nitro-thiobenzoyl)-piperidine 
• 42103-91-3 1-(2-acetylamino-benzoyl)-piperidine 
• 39630-25-6 2-(piperidin-1-yl-carbonyl)-aniline 

Relevant articles and documents

METHODS OF CONTROLLING CROP PESTS USING AROMATIC AMIDE INSECT REPELLENTS, METHODS OF MAKING AROMATIC AMIDE INSECT REPELLENTS, AND NOVEL AROMATIC AMIDE INSECT REPELLENTS

Methods of protecting fruit crops from flying insect pests and of repelling flying insects using aromatic amide compounds are disclosed. The methods apply the compounds to various surfaces, such as the fruit crops, the ground or structures adjacent to the fruit crops, or an object, article, human skin or animal. The compounds have the formula RxC6Hy—C(═O)—N(Cy), where RxC6Hy is a substituted phenyl group, each R group is independently C1-C6 alkyl, substituted C1-C4 alkyl, (substituted) C6-C10 aryl, C1-C4 alkoxy, C6-C10 aryloxy, halogen, nitro, cyano, cyanate, isocyanate, nitroso, C1-C4 alkylthio, phenylthio, (halogen-substituted) C1-C4 alkylsulfonyl, phenylsulfonyl, tolylsulfonyl, amino, mono- or di-C1-C4 alkylamino, diphenylamino, di-C1-C4 alkylamido, formyl, C2-C7 acyl, or C1-C6 alkoxycarbonyl; x is an integer of 1 to 5; x+y=5; Cy is a C2-C8 (substituted) alkadiyl, a C4-C6 (substituted) alkenediyl, or a (substituted) diyl of the formula —(CH2CH2)—O—(CH2CH2)—, —(CH2CH2)—NR′—(CH2CH2)— or —(CH2CH2)—S—(CH2CH2)— that, along with the amide N atom, forms a non-aromatic cyclic group; and R′ is C1-C6 alkyl, substituted C1-C4 alkyl, (substituted) C6-C10 aryl, or (substituted) benzyl.

Copper-Catalyzed Aerobic Oxidative Amidation of Benzyl Alcohols

A Cu-catalyzed synthesis of amides from alcohols and secondary amines using the oxygen in air as the terminal oxidant has been developed. The methodology is operationally simple requiring no high pressure equipment or handling of pure oxygen. The commercially available, nonprecious metal catalyst, Cu(phen)Cl2, in conjunction with di-tert-butyl hydrazine dicarboxylate and an inorganic base provides a variety of benzamides in moderate to excellent yields. The pKa of amine conjugate acid and electronics of alcohol were shown to impact the selection of base for optimal reactivity. A mechanism consistent with the observed reactivity trends, KIE, and Hammett study is proposed.