4421-09-4

Basic information

• Product Name: Piperonylonitrile
• Synonyms: 5-Cyano-1,3-benzodioxole;Piperonylonitrile, 97% 25GR;3,4-Methylenedioxy benzonitrile (Piperonyl Nitrile);Piperonylonitrile 97%;3,4-Methylenedioxy benzonitrile Piperonylonitrile;2H-1,3-benzodioxole-5-carbonitrile;AKOS B004105;AKOS 214-97
• CAS NO: 4421-09-4
• Molecular Formula: C₈H₅NO₂
• Molecular Weight: 147.13
• EINECS: 224-590-6
• Product Categories: Benzodiozoles, Benzodioxines & Benzodioxepines;Benzodiozoles, Benzodioxines & Benzodioxepines;Aromatic Esters
• Mol File: 4421-09-4.mol
• Article Data: 143

Chemical Properties

• Melting Point: 91-93 °C(lit.)
• Boiling Point: 267.22°C (rough estimate)
• Flash Point: 115.4 °C
• Appearance: White to beige/Crystalline Powder or Needles
• Density: 1.3067 (rough estimate)
• Vapor Pressure: 0.0146mmHg at 25°C
• Refractive Index: 1.5510 (estimate)
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: Dichloromethane, Ethyl Acetate, Methanol
• BRN: 6224
• CAS DataBase Reference: Piperonylonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: Piperonylonitrile(4421-09-4)
• EPA Substance Registry System: Piperonylonitrile(4421-09-4)

Safety Data

• Hazard Codes: Xn,Xi
• Statements: 20/21/22-20/21
• Safety Statements: 36-23-24/25
• RIDADR: 3276
• WGK Germany: 3
• RTECS: TO2645000
• HazardClass: 6.1
• PackingGroup: III
• Hazardous Substances Data: 4421-09-4(Hazardous Substances Data)

Usage

Uses

Different sources of media describe the Uses of 4421-09-4 differently. You can refer to the following data:
1. A methylenedioxyphenyl (MDP) compound. Inhibitor of nasal P 450-dependent N-demethylase in rabbits. Toxic against D. farinae, D. pteronyssinus, and T. putrescentiae.
2. Piperonylonitrile has been used to alter the growth of Nif + and Nif - strains of K.pneumoniae.

InChI:InChI=1/C8H5NO2/c9-4-6-1-2-7-8(3-6)11-5-10-7/h1-3H,5H2

Upstream product

• 871875-58-0 piperonal-chlorimin 
• 141-52-6 sodium ethanolate 
• 56-23-5 tetrachloromethane 
• 623-11-0 1-methyl-4-nitrosobenzene 
• 98-09-9 benzenesulfonyl chloride 
• 4847-94-3 3,4-methylenedioxybenzamide 
• 20747-42-6 piperonal-(Z)-oxime 
• 110-86-1 pyridine 
• 98-88-4 benzoyl chloride 
• 121-44-8 triethylamine 
• 75-36-5 acetyl chloride 
• 2089-36-3 (E)-3,4-methylenedioxybenzaldehyde oxime 
• 108-31-6 maleic anhydride 
• 71-43-2 benzene 

Downstream Products

• 82-85-9 benzo[1,3]dioxol-5-yl-(2-hydroxy-4,6-dimethoxy-phenyl)-ketone 
• 861531-48-8 benzo[1,3]dioxol-5-yl-(2,4,6-trimethoxy-phenyl)-ketone 
• 28281-49-4 3,4-methylenedioxypropiophenone 
• 857550-36-8 benzo[d][1,3]dioxol-5-yl(phenyl)methanimine 
• 81258-47-1 3.6-Bis-<3.4-methylendioxy-phenyl>-1.2-dihydro-1.2.4.5-tetrazin 
• 17345-61-8 3,4-dihydroxybenzonitrile 
• 145102-01-8 3-hydroxy-4-(propylthio)benzonitrile 
• 118128-85-1 C-Benzo[1,3]dioxol-5-yl-C-[2,3-dimethoxy-6-(2-methyl-[1,3]dioxolan-2-ylmethyl)-phenyl]-methyleneamine 
• 94-53-1 Piperonylic acid 
• 3162-29-6 1-(benzo[d][1,3]dioxol-6-yl)ethanone 
• 177662-29-2 3,4-methylenedioxy-N-[4-(methylsulfonyl)phenyl]benzenecarboximidamide 
• 2620-50-0 1,3-benzodioxol-5-ylmethyl amine 
• 6701-35-5 bis(benzo[d][1,3]dioxol-5-ylmethyl)amine 
• 41230-20-0 2-(benzo[1,3]dioxol-5-yl)-1,3-benzothiazole 

Relevant articles and documents

Nickel-Catalyzed Reversible Functional Group Metathesis between Aryl Nitriles and Aryl Thioethers

We describe a new functional group metathesis between aryl nitriles and aryl thioethers. The catalytic system nickel/dcype is essential to achieve this fully reversible transformation in good to excellent yields. Furthermore, the cyanide- and thiol-free reaction shows high functional group tolerance and great efficiency for the late-stage derivatization of commercial molecules. Finally, synthetic applications demonstrate its versatility and utility in multistep synthesis.

Imidazole hydrochloride promoted synthesis of 3,5-disubstituted-1,2,4-oxadiazoles

Imidazole hydrochloride as an additive promotes the reaction of amidoximes and DMA derivatives to generated 3,5-disubstituted-1,2,4-oxadiazoles in low to excellent yields without the use of coupling reagents, oxidants, strong acids or bases and other additives.

Cu2O-Catalyzed Conversion of Benzyl Alcohols Into Aromatic Nitriles via the Complete Cleavage of the C≡N Triple Bond in the Cyanide Anion

Nitrogen transfer from cyanide anion to an aldehyde is emerging as a promising method for the synthesis of aromatic nitriles. However, this method still suffers from a disadvantage that a use of stoichiometric Cu(II) or Cu(I) salts is required to enable the reaction. As we report herein, we overcame this drawback and developed a catalytic method for nitrogen transfer from cyanide anion to an alcohol via the complete cleavage of the C≡N triple bond using phen/Cu2O as the catalyst. The present condition allowed a series of benzyl alcohols to be smoothly converted into aromatic nitriles in moderate to high yields. In addition, the present method could be extended to the conversion of cinnamic alcohol to 3-phenylacrylonitrile.