1,3-Benzodioxole Chemical Properties

Melting point:

-18 °C

Boiling point:

172-173 °C(lit.)

Density 

1.064 g/mL at 25 °C(lit.)

vapor pressure 

12 mm Hg ( 25 °C)

refractive index 

n20/D 1.539(lit.)

Flash point:

131 °F

storage temp. 

Inert atmosphere,Room Temperature

solubility 

2g/l

form 

Powder

color 

Yellow to orange to brown

Water Solubility 

0.2 g/100 mL (25 ºC)

BRN 

115506

InChIKey

FTNJQNQLEGKTGD-UHFFFAOYSA-N

LogP

2.08

CAS DataBase Reference

274-09-9(CAS DataBase Reference)

NIST Chemistry Reference

1,3-Benzodioxole(274-09-9)

EPA Substance Registry System

1,3-Benzodioxole (274-09-9)

Safety Information

Hazard Codes 

Xn,Xi

Risk Statements 

20/22-22-10-36/37/38-20/21/22-10/22

Safety Statements 

23-24/25-36/37/39-26-16-36

RIDADR 

UN 1993 3/PG 3

WGK Germany 

3

RTECS 

DA5600000

Hazard Note 

Irritant

TSCA 

Yes

HazardClass 

3

PackingGroup 

III

HS Code 

29329970

MSDS

• Language:English Provider:1,2-(Methylenedioxy)benzene
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

1,3-Benzodioxole Usage And Synthesis

Description

1,3-Benzodioxole, widely found in plant products, has shown potent antioxidant and antibacterial activities. It has recently been reported that 1,3-benzodioxole derivatives possess cytotoxic activity against several human tumor cell lines, including human colon carcinoma cells and multidrug-resistant nasopharyngeal carcinoma cells. No cytotoxic effects were noticed at a concentration of 10-4 M.

Chemical Properties

clear colourless to light yellow liquid. Insoluble in acids.

Uses

1,3-Benzodioxole is useful in gemological stimulant detection. It is also used as a precursor for perfumes, photo initiators, agrochemicals and pharmaceuticals. 1,3-benzodimine is an intermediate for the synthesis of the drugs oxolinic acid, cinoxacin and miloxacin.

Definition

ChEBI: 1,3-benzodioxole is a benzodioxole consisting of a benzene ring substituted by a the methylenedioxy group.

Production Methods

1,3-Benzodioxole is synthesized through the reaction of catechol with dihalomethanes, typically employing a concentrated aqueous alkaline solution in the presence of tetraalkylammonium or phosphonium salts, sometimes in the presence of alkyl iodides. 1,3-Benzodioxole is an important intermediate in organic synthesis, especially for the preparation of alkaloids.

Application

1,3-Benzodioxole belong to methylenedioxyphenyl (MDP) compounds that regulate cytochrome P 450-dependent drug oxidation, which is important in the process of eliminating drugs from the body. a hydrogen abstraction process can take place from the methylene-bridgea carbon of the benzodioxole compound and form a methylenedioxybenzene radical. It is therefore highly likely that 1,3-benzodioxole could serve as hydrogen donor for a CQ-based system initiating the photopolymerization of dental composite resin. In addition, 1,3-benzodioxole is an important organic intermediate (building block) to synthetize substituted methylenedioxybenzene products.

General Description

Supersonic jet fluorescence spectra of 1,3-benzodioxole has been studied. The far-infrared spectrum of the vapour of 1,3-benzodioxole has been reported. The electronic absorption spectra and the laser-induced fluorescence spectra of supersonic-jet-cooled 1,3-benzodioxole molecules has been investigated.

1,3-Benzodioxole(274-09-9)Related Product Information

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