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1,3-Benzodioxole

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1,3-Benzodioxole Basic information

Product Name:
1,3-Benzodioxole
Synonyms:
  • 1,2-Methylenedioxybenzene (MDB)
  • 1,2- Methylenetwophenoxy
  • Anti-ABR (C-terminal) antibody produced in rabbit
  • FLJ45954
  • 1,2-Methylenedioxybenzene 1,3-Benzodioxole
  • 1,2-methylenedioxy-benzen
  • 1,3-Dioxaindan
  • 1,3-Dioxindan
CAS:
274-09-9
MF:
C7H6O2
MW:
122.12
EINECS:
205-992-0
Product Categories:
  • Aromatic Ethers
  • 274-09-9
Mol File:
274-09-9.mol
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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)
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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

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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 a colorless liquid. This compound is prepared by the reaction of catechol and dihalomethanes, for example, by use of 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.

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