Piperonylonitrile

Base Information

• Chemical Name: Piperonylonitrile
• CAS No.: 4421-09-4
• Molecular Formula: C8H5NO2
• Molecular Weight: 147.133
• Hs Code.: 29329990
• European Community (EC) Number: 224-590-6
• NSC Number: 27009
• UNII: A5Z5FV3HFS
• DSSTox Substance ID: DTXSID80196071
• Nikkaji Number: J50.701F
• Wikidata: Q72501071
• Mol file: 4421-09-4.mol

Synonyms:Piperonylonitrile;4421-09-4;1,3-Benzodioxole-5-carbonitrile;Benzo[d][1,3]dioxole-5-carbonitrile;3,4-(Methylenedioxy)benzonitrile;3,4-Methylenedioxybenzonitrile;Benzo-1,3-dioxole-5-carbonitrile;Benzonitrile, 3,4-methylenedioxy-;A5Z5FV3HFS;AI3-31574;EINECS 224-590-6;MFCD00005820;NSC 27009;NSC-27009;BRN 0006224;piperonylnitrile;NSC27009;2H-1,3-benzodioxole-5-carbonitrile;Piperonylonitrile, 97%;UNII-A5Z5FV3HFS;5-cyano-1,3-benzodioxol;SCHEMBL140150;Benzonitrile,4-methylenedioxy-;1,3-dioxaindane-5-carbonitrile;3,4-Methylene dioxy benzonitrile;DTXSID80196071;CHEBI:167767;Benzo[1,3]dioxole-5-carbonitrile;WLN: T56 BO DO CHJ HCN;CS-D1495;STK397291;AKOS000277078;1-Pentalenecarboxylic acid, octahydro-;SY048463;TS-01914;LS-117359;FT-0614107;P1074;EN300-61834;1,3-Benzodioxole-5-carbonitrile (Piperonitrile);5-19-07-00303 (Beilstein Handbook Reference);A918691;J-503865;Z57756578;F0001-1205

Chemical Property of Piperonylonitrile

Chemical Property:

• Appearance/Colour: white to beige crystalline powder or needles
• Vapor Pressure: 0.0146mmHg at 25°C
• Melting Point: 91-93 °C(lit.)
• Refractive Index: 1.597
• Boiling Point: 257.3 °C at 760 mmHg
• Flash Point: 115.4 °C
• PSA: 42.25000
• Density: 1.34 g/cm³
• LogP: 1.28698
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Dichloromethane, Ethyl Acetate, Methanol
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 147.032028402
• Heavy Atom Count: 11
• Complexity: 196

Purity/Quality:

99% ^*data from raw suppliers

1,3-Benzodioxole-5-carbonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn,Xi
• Statements: 20/21/22-20/21
• Safety Statements: 36-23-24/25

MSDS Files:

Useful:

• Canonical SMILES: C1OC2=C(O1)C=C(C=C2)C#N
• Uses: A methylenedioxyphenyl (MDP) compound. Inhibitor of nasal P 450-dependent N-demethylase in rabbits. Toxic against D. farinae, D. pteronyssinus, and T. putrescentiae. Piperonylonitrile has been used to alter the growth of Nif + and Nif - strains of K.pneumoniae.

Technology Process of Piperonylonitrile

There total 141 articles about Piperonylonitrile which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

piperonol (495-76-1) → piperonylonitrile (4421-09-4)

Guidance literature:

With 2,3'-bipyridine; ammonium hydroxide; copper(l) iodide; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; oxygen; In ethanol; at 20 ℃; for 24h;

DOI:10.1021/ol400459y

Reference yield: 99.0%

piperonal (120-57-0,30024-74-9) → piperonylonitrile (4421-09-4)

Guidance literature:

With sodium azide; trifluorormethanesulfonic acid; In acetonitrile; at 20 ℃; for 0.0333333h;

DOI:10.1021/jo3008258

Reference yield: 99.0%

1,3-benzodioxol-5-ylmethyl amine (2620-50-0) → piperonylonitrile (4421-09-4)

Guidance literature:

With copper(I) chloride; 4 A molecular sieve; oxygen; In pyridine; at 60 ℃; for 24h;

DOI:10.1055/s-1989-27286

upstream raw materials:

piperonal-chlorimin

sodium ethanolate

tetrachloromethane

1-methyl-4-nitrosobenzene

Downstream raw materials:

benzo[1,3]dioxol-5-yl-(2-hydroxy-4,6-dimethoxy-phenyl)-ketone

benzo[1,3]dioxol-5-yl-(2,4,6-trimethoxy-phenyl)-ketone

3,4-methylenedioxypropiophenone

benzo[d][1,3]dioxol-5-yl(phenyl)methanimine

Refernces

• 1、 Xia, Yu-Yan,Lv, Qing-Yang,Yuan, Hua,Wang, Jia-Yi. "Selective oxidation of alcohols to nitriles with high-efficient Co-[Bmim]Br/C catalyst system". . p. 3957 - 3964. Retrieved 2021/04/09.
• 2、 Wang, Xuetong,Wang, Yin,Liu, Xiaoling,He, Tingshu,Li, Lingli,Wu, Huili,Zhou, Shangjun,Li, Dan,Liao, Siwei,Xu, Ping,Huang, Xing,Yuan, Jianyong. "Imidazole hydrochloride promoted synthesis of 3,5-disubstituted-1,2,4-oxadiazoles". . . Retrieved 2021/10/14.