• Name

  3,4-(Methylenedioxy)phenylacetonitrile

• EINECS 224-655-9
• CAS No. 4439-02-5
• Article Data29
• CAS DataBase
• Density 1.27g/cm³
• Solubility Insoluble in water.
• Melting Point 43-45 ºC
• Formula C₉H₇NO₂
• Boiling Point 299.7 °C at 760 mmHg
• Molecular Weight 161.16
• Flash Point 130.5°C
• Transport Information 3439
• Appearance Pale yellow low melting solid
• Safety S36/37;S36
• Risk Codes R20/21/22   
• Molecular Structure
• Hazard Symbols
• Synonyms Acetonitrile,[3,4-(methylenedioxy)phenyl]- (6CI,7CI,8CI);(Benzo[1,3]dioxol-5-yl)acetonitrile;(Benzodioxol-5-yl)acetonitrile;3,4-Methylenedioxybenzylcyanide;5-Cyanomethyl-1,3-benzodioxole;Benzodioxole-5-acetonitrile;Homopiperonylonitrile;Piperonylacetonitrile;[3,4-(Methylenedioxy)phenyl]acetonitrile;1,3-Benzodioxole-5-acetonitrile;
• PSA 42.25000
• LogP 1.48138

Synthetic route

180330-90-9

Benzo[1,3]dioxol-5-yl-chloro-acetonitrile

4439-02-5

3,4-methylenedioxyphenylacetonitrile

Conditions

Conditions	Yield
With sodium hydrogen telluride; acetic acid In ethanol; benzene at -20℃; for 0.333333h;	98%

84784-39-4

Benzo[1,3]dioxol-5-yl-methylsulfanyl-acetonitrile

4439-02-5

3,4-methylenedioxyphenylacetonitrile

Conditions

Conditions	Yield
With acetic acid; zinc at 100℃; for 1h;	90%

1484-85-1

3,4-methylenedioxyphenylethylamine

4439-02-5

3,4-methylenedioxyphenylacetonitrile

Conditions

Conditions	Yield
With 2,2,6,6-tetramethyl-piperidine-N-oxyl; free radical; trichloroisocyanuric acid In dichloromethane at 10℃; for 2.5h;	89%

2635-13-4

1,2-(methylenedioxy)-4-bromobenzene

1071-36-9

sodium cyanoacetate

4439-02-5

3,4-methylenedioxyphenylacetonitrile

Conditions

Conditions	Yield
With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; bis(η3-allyl-μ-chloropalladium(II)) In 1,3,5-trimethyl-benzene at 20 - 140℃; for 5.16667h; Inert atmosphere; Sealed tube; chemoselective reaction;	89%

495-76-1

piperonol

151-50-8

potassium cyanide

4439-02-5

3,4-methylenedioxyphenylacetonitrile

Conditions

Conditions	Yield
With tetrachloromethane; 18-crown-6 ether; tributylphosphine In acetonitrile for 24h; Ambient temperature;	84%

ethyl 4-(1,3-benzodioxol-5-yl)-5-methyl-isoxazole-3-carboxylate

4439-02-5

3,4-methylenedioxyphenylacetonitrile

Conditions

Conditions	Yield
With potassium fluoride In water; N,N-dimethyl-formamide at 125℃; for 16h; Inert atmosphere;	81%

333-20-0

potassium thioacyanate

218144-97-9

N'-(benzo[d][1,3]dioxol-5-ylmethylene)-4-methylbenzenesulfonohydrazide

4439-02-5

3,4-methylenedioxyphenylacetonitrile

Conditions

Conditions	Yield
With copper(l) iodide; oxygen; 1,8-diazabicyclo[5.4.0]undec-7-ene; toluene-4-sulfonic acid hydrazide In 1-methyl-pyrrolidin-2-one; acetonitrile at 80℃; under 760.051 Torr; for 7h; Molecular sieve; Green chemistry;	81%

20850-43-5

5-(chloromethyl)-1,3-benzodioxole

4439-02-5

3,4-methylenedioxyphenylacetonitrile

Conditions

Conditions	Yield
With sodium cyanide	78%

7228-38-8

5-chloro-1,3-benzodioxole

105-56-6

ethyl 2-cyanoacetate

4439-02-5

3,4-methylenedioxyphenylacetonitrile

Conditions

Conditions	Yield
Stage #1: 5-chloro-1,3-benzodioxole; ethyl 2-cyanoacetate With N-(2-methylnaphthalen-1-yl)-N’-(pyridin-2-ylmethyl)oxalamide; copper(I) bromide; sodium t-butanolate In isopropyl alcohol at 105℃; for 24h; Schlenk technique; Inert atmosphere; Stage #2: With water In isopropyl alcohol at 105℃; for 12h; Schlenk technique; Inert atmosphere; Cooling;	71%

1485-00-3

5-(2-nitrovinyl)benzo[1,3]dioxole

4439-02-5

3,4-methylenedioxyphenylacetonitrile

Conditions

Conditions	Yield
With titanium tetrachloride; tetraethylammonium tosylate In N,N-dimethyl-formamide electroreduction - 4 mA/cm2;	66%

2-(benzo-[d][1,3]dioxol-5-yl)-2-bromoacetonitrile

4439-02-5

3,4-methylenedioxyphenylacetonitrile

Conditions

Conditions	Yield
With sodium hydrogen telluride; acetic acid In ethanol; benzene at -20℃; for 0.333333h;	54%

20850-43-5

5-(chloromethyl)-1,3-benzodioxole

143-33-9

sodium cyanide

4439-02-5

3,4-methylenedioxyphenylacetonitrile

Conditions

Conditions	Yield
With acetone; sodium iodide
With water; mercury(II) cyanide; benzene

3,4-(Methylenedioxy)phenylacetonitrile Chemical Properties

3,4-(Methylenedioxy)phenylacetonitrile Safety Profile

3,4-(Methylenedioxy)phenylacetonitrile Specification