1,3-Benzodioxole-5-acetonitrile

Base Information

• Chemical Name: 1,3-Benzodioxole-5-acetonitrile
• CAS No.: 4439-02-5
• Molecular Formula: C9H7NO2
• Molecular Weight: 161.16
• Hs Code.: 29329990
• European Community (EC) Number: 224-655-9
• UNII: L55KXL9MTL
• DSSTox Substance ID: DTXSID50196149
• Nikkaji Number: J205.821I
• Wikidata: Q63396566
• Mol file: 4439-02-5.mol

Synonyms:4439-02-5;3,4-(Methylenedioxy)phenylacetonitrile;1,3-Benzodioxole-5-acetonitrile;3,4-Methylenedioxyphenylacetonitrile;2-(Benzo[d][1,3]dioxol-5-yl)acetonitrile;2-(1,3-benzodioxol-5-yl)acetonitrile;3,4-Methylenedioxybenzyl Cyanide;Homopiperonylonitrile;443-92-5;2-(2H-1,3-benzodioxol-5-yl)acetonitrile;1,3-Benzodioxol-5-ylacetonitrile;MFCD00005835;[3,4-(methylenedioxy)phenyl]acetonitrile;Homopiperonylnitrile;3,4-methylenedioxybenzylcyanide;Peperacetonitrile;piperonyl cyanide;Piperonylacetonitrile;L55KXL9MTL;Benzodioxole-5-acetonitrile;927-38-8;SCHEMBL141712;(Benzodioxol-5-yl)acetonitrile;5-Cyanomethyl-1,3-benzodioxole;DTXSID50196149;benzo[1,3]dioxole-5-acetonitrile;3,4-Methylene Dioxyphenyl Nitrile;3,4-methylenedioxyphenylacetonitile;EINECS 224-655-9;1,3-Benzodioxol-5-ylacetonitrile #;benzo[1,3]dioxol-5-yl-acetonitrile;CK1017;(Benzo[1,3]dioxol-5-yl)acetonitrile;2-(1,3-dioxaindan-5-yl)acetonitrile;AKOS001359218;FS-1043;2-(1,3-benzodioxol-5-yl)-acetonitrile;2-(3,4-Methylenedioxyphenyl)acetonitrile;SY031615;3,4-METHYLENEDIOXYBENZENEACETONITRIL;AI3-21056;CS-0033767;FT-0614405;FT-0682041;M1923;3,4-(Methylenedioxy)phenylacetonitrile, 99%;EN300-26831;A851331;Q63396566;Z234894070

Chemical Property of 1,3-Benzodioxole-5-acetonitrile

Chemical Property:

• Appearance/Colour: Pale yellow low melting solid
• Vapor Pressure: 0.00117mmHg at 25°C
• Melting Point: 43-45 ºC
• Refractive Index: 1.574
• Boiling Point: 299.7 °C at 760 mmHg
• Flash Point: 130.5°C
• PSA: 42.25000
• Density: 1.27g/cm³
• LogP: 1.48138
• Storage Temp.: Inert atmosphere,Room Temperature
• Water Solubility.: Insoluble in water.
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 161.047678466
• Heavy Atom Count: 12
• Complexity: 208

Purity/Quality:

3,4-(Methylenedioxy)phenylacetonitrile 97% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 20/21/22
• Safety Statements: 36-36/37

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Nitrogen Compounds -> Nitriles
• Canonical SMILES: C1OC2=C(O1)C=C(C=C2)CC#N
• Uses: 3,4-(Methylenedioxy)phenylacetonitrile was used in synthesis of derrubone. It was used as standard to analyze the seized methamphetamine samples showing unique profiles of stable isotopic compositions by isotope ratio mass spectrometry.

Technology Process of 1,3-Benzodioxole-5-acetonitrile

There total 30 articles about 1,3-Benzodioxole-5-acetonitrile 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: 98.0%

Benzo[1,3]dioxol-5-yl-chloro-acetonitrile (180330-90-9) → 3,4-methylenedioxyphenylacetonitrile (4439-02-5)

Guidance literature:

With sodium hydrogen telluride; acetic acid; In ethanol; benzene; at -20 ℃; for 0.333333h;

DOI:10.1016/0040-4020(96)00401-2

Reference yield: 90.0%

Benzo[1,3]dioxol-5-yl-methylsulfanyl-acetonitrile (84784-39-4) → 3,4-methylenedioxyphenylacetonitrile (4439-02-5)

Guidance literature:

With acetic acid; zinc; at 100 ℃; for 1h;

Reference yield: 89.0%

3,4-methylenedioxyphenylethylamine (1484-85-1) → 3,4-methylenedioxyphenylacetonitrile (4439-02-5)

Guidance literature:

With 2,2,6,6-tetramethyl-piperidine-N-oxyl; free radical; trichloroisocyanuric acid; In dichloromethane; at 10 ℃; for 2.5h;

DOI:10.1055/s-2003-42431

upstream raw materials:

5-(chloromethyl)-1,3-benzodioxole

sodium cyanide

potassium cyanide

benzo[1,3]dioxol-5-yl-acetaldehyde-oxime

Downstream raw materials:

6,7-(methylenedioxy)isochroman-3-one

6,7-methylenedioxy-1,4-dihydro-3(2H)-isoquinolinone

4,5-methylenedioxy-2-aminomethylphenylacetic acid bisamide

(chloro-4 phenyl)-2 hydroxy-4 (methylenedioxy-3,4 phenyl)-1 pentane carbonitrile

Refernces

• 1、 Hu, Dandan,Liu, Jiayue,Ren, Hongjun,Song, Jinyu,Zhang, Jun-Qi,Zhu, Guorong. "Rapid and Simple Access to α-(Hetero)arylacetonitriles from Gem-Difluoroalkenes". supporting information. p. 786 - 790. Retrieved 2022/01/28.
• 2、 Almutairi, Maha S.,Soumya,Al-Wabli, Reem I.,Hubert Joe,Attia, Mohamed I.. "Density functional theory calculations, vibration spectral analysis and molecular docking of the antimicrobial agent 6-(1,3-benzodioxol-5-ylmethyl)-5-ethyl-2-{[2-(morpholin-4-yl)ethyl] sulfanyl}pyrimidin-4(3H)-one". . p. 653 - 666. Retrieved 2020/03/30.