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ChemicalBook > Product Catalog >Organic Chemistry >Hydrocarbons and derivatives >Aromatic hydrocarbons >1,3-Benzodioxole

1,3-Benzodioxole

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CAS:274-09-9
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1,3-Benzodioxole Basic information
Product Name:1,3-Benzodioxole
Synonyms: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;2h-1,3-benzodioxole
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
1,3-Benzodioxole Structure
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.)
Fp 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
InChIKeyFTNJQNQLEGKTGD-UHFFFAOYSA-N
LogP2.08
CAS DataBase Reference274-09-9(CAS DataBase Reference)
NIST Chemistry Reference1,3-Benzodioxole(274-09-9)
EPA Substance Registry System1,3-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 Information
ProviderLanguage
1,2-(Methylenedioxy)benzene English
SigmaAldrich English
ACROS English
ALFA English
1,3-Benzodioxole Usage And Synthesis
Description1,3-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 Propertiesclear colourless to light yellow liquid. Insoluble in acids.
Uses1,3-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.
Production Methods1,3-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.
Application1,3-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.
DefinitionChEBI: 1,3-benzodioxole is a benzodioxole consisting of a benzene ring substituted by a the methylenedioxy group.
General DescriptionSupersonic 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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