23512-46-1

Basic information

• Product Name: Piperanine
• Synonyms: (2E)-1-Piperidino-5-(1,3-benzodioxole-5-yl)-2-pentene-1-one;(E)-1-(1-Piperidinyl)-5-(1,3-benzodioxole-5-yl)-2-pentene-1-one;1-[(E)-5-(1,3-Benzodioxol-5-yl)-1-oxo-2-pentenyl]piperidine;Piperanine;Δα,β-Dihydropiperine
• CAS NO: 23512-46-1
• Molecular Formula: C17H21 N O3
• Molecular Weight: 287.35
• Mol File: 23512-46-1.mol
• Article Data: 3

Chemical Properties

• Melting Point: 78 °C
• Boiling Point: 489.9±45.0 °C(Predicted)
• Appearance: /
• Density: 1.178±0.06 g/cm3(Predicted)
• Storage Temp.: ?20°C
• PKA: -0.79±0.20(Predicted)
• CAS DataBase Reference: Piperanine(CAS DataBase Reference)
• NIST Chemistry Reference: Piperanine(23512-46-1)
• EPA Substance Registry System: Piperanine(23512-46-1)

Safety Data

• Hazard Codes: N
• Statements: 50
• Safety Statements: 61
• RIDADR: UN 3077 9 / PGIII
• WGK Germany: 3
• Hazardous Substances Data: 23512-46-1(Hazardous Substances Data)

Upstream product

• 30830-55-8 3-(3,4-methylenedioxyphenyl)propionaldehyde 
• 105613-60-3 ethyl (E)-3-(3',4'-methylenedioxyphenyl)-2-penten-1-oate 
• 94-59-7 1-allyl-3,4-methylenedioxybenzene 
• 40918-96-5 methyl (2E)-3-(1,3-benzodioxol-5-yl)acrylate 
• 120-57-0 piperonal 
• 110-89-4 piperidine 
• 73818-55-0 Bestmann ylide 
• 222321-54-2 3-(3',4'-methylenedioxyphenyl)-2-penten-1-oic acid 
• 7031-03-0 3-(benzo[d][1,3]dioxol-5-yl)propan-1-ol 

Downstream Products

• 23434-88-0 tetrahydropiperine 

Relevant articles and documents

Synthesis of piperamides and new analogues from natural safrole

Species of the Piper genus are amply known for their biological activities. This paper describes a new synthetic route for the preparation of piperamides and analogues, using as an efficient precursor, the Brazilian natural product safrole (1). The amides (6a-c) were obtained in 25-32% overall yield.

Three-component synthesis of (E)-α,β-unsaturated amides of the piperine family

Selective formation of (E)-α,β-unsaturated amides by intermolecular three-component reaction between aldehydes, amines (1° or 2°) and ketenylidenetriphenylphosphorane (Ph3P=C=C=O) is described. Natural amides such as fagaramide and piperines could be prepared from immediately available educts. The method is shown to be extendable to the preparation of thioesters from thiols and aldehydes.