1,3-Benzodioxole

1,3-Benzodioxole
Names
Preferred IUPAC name
2H-1,3-Benzodioxole
Other names
1,3-Benzodioxole
Benzo[d][1,3]dioxole
1,2-[Methylenebis(oxy)]benzene
1,2-Methylenedioxybenzene (no longer recommended)
Identifiers
274-09-9 N
3D model (Jmol) Interactive image
Interactive image
115506
ChEBI CHEBI:38732 YesY
ChemSpider 13881169 YesY
ECHA InfoCard 100.005.448
EC Number 205-992-0
MeSH 1,3-Benzodioxole
PubChem 9229
RTECS number DA5600000
UN number 1993
Properties
C7H6O2
Molar mass 122.12 g·mol−1
Density 1.064 g cm−3
Boiling point 172–173 °C (342–343 °F; 445–446 K)
log P 2.08
Vapor pressure 1.6 kPa
Thermochemistry
-3.428 MJ mol−1
Hazards
GHS pictograms
GHS signal word WARNING
H302, H332
Xn
R-phrases R20/22
S-phrases S22, S24/25
NFPA 704
Flammability code 2: Must be moderately heated or exposed to relatively high ambient temperature before ignition can occur. Flash point between 38 and 93 °C (100 and 200 °F). E.g., diesel fuel Health code 1: Exposure would cause irritation but only minor residual injury. E.g., turpentine Reactivity code 0: Normally stable, even under fire exposure conditions, and is not reactive with water. E.g., liquid nitrogen Special hazards (white): no codeNFPA 704 four-colored diamond
2
1
0
Flash point 61 °C (142 °F; 334 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is YesYN ?)
Infobox references

1,3-Benzodioxole (1,2-methylenedioxybenzene) is an organic compound with the formula C6H4O2CH2. The compound is classified as benzene derivative and a heterocyclic compound containing the methylenedioxy functional group. It is a colorless liquid.

Although benzodioxozole is not particularly important, many related compounds containing the methylenedioxyphenyl group are bioactive, and thus are found in pesticides and pharmaceuticals.[1]

Preparation

1,3-Benzodioxole can be synthesized from catechol with disubstituted halomethanes.[2][3]


See also

References

  1. ↑ Murray, M., "Mechanisms of inhibitory and regulatory effects of methylenedioxyphenyl compounds on cytochrome P450-dependent drug oxidation", Curr. Drug Metab. 2000, volume 1, 67-84. doi:10.2174/1389200003339270
  2. ↑ Bonthrone, W. & Cornforth, J. (1969). "The methylenation of catechols". Journal of the Chemical Society: 1202–1204. doi:10.1039/J39690001202. Retrieved 28 December 2013.
  3. ↑ Fujita, Harushige; Yamashita & Masataro (1973). "The Methylenation of Several Allylbenzene-1,2-diol Derivatives in Aprotic Polar Solvents". Bulletin of the Chemical Society of Japan. 46 (11): 3553–3554. doi:10.1246/bcsj.46.3553. Retrieved 27 December 2013.


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