Edge Rewrite
restyle Source code View original
// HTMLRewriter · presentation

This page was redesigned at the edge.

Cloudflare fetched the original article and streamed it through HTMLRewriter to apply an entirely new visual system without rebuilding the source page.

Jump to content

1,3-Benzodioxole

From Wikipedia, the free encyclopedia
(Redirected from Benzodioxole)
1,3-Benzodioxole
Kekulé, skeletal formula of 1,3-benzodioxole
Kekulé, skeletal formula of 1,3-benzodioxole
Ball and stick model of 1,3-benzodioxole
Ball and stick model of 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
Identifiers
3D model (JSmol)
115506
ChEBI
ChemSpider
ECHA InfoCard 100.005.448 Edit this at Wikidata
EC Number
  • 205-992-0
MeSH 1,3-Benzodioxole
RTECS number
  • DA5600000
UNII
UN number 1993
  • InChI=1S/C7H6O2/c1-2-4-7-6(3-1)8-5-9-7/h1-4H,5H2 checkY
    Key: FTNJQNQLEGKTGD-UHFFFAOYSA-N checkY
  • InChI=1/C7H6O2/c1-2-4-7-6(3-1)8-5-9-7/h1-4H,5H2
    Key: FTNJQNQLEGKTGD-UHFFFAOYAV
  • C1Oc2ccccc2O1
  • C1OC2=C(O1)C=CC=C2
Properties
C7H6O2
Molar mass 122.123 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 labelling:
GHS07: Exclamation mark
Warning
H302, H332
NFPA 704 (fire diamond)
NFPA 704 four-colored diamondHealth 1: Exposure would cause irritation but only minor residual injury. E.g. turpentineFlammability 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 fuelInstability 0: Normally stable, even under fire exposure conditions, and is not reactive with water. E.g. liquid nitrogenSpecial hazards (white): no code
1
2
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).
X markN verify (what is checkYX markN ?)

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

Preparation

[edit]

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

See also

[edit]

References

[edit]
  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 (9): 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. Archived from the original on 10 May 2023. Retrieved 27 December 2013.
  4. ↑ Metcalf Deceased, Robert L.; Horowitz, Abraham Rami (2014). "Insect Control, 2. Individual Insecticides". Ullmann's Encyclopedia of Industrial Chemistry. pp. 1–94. doi:10.1002/14356007.s14_s01. ISBN 978-3-527-30673-2.


Retrieved from "https://en.wikipedia.org/w/index.php?title=1,3-Benzodioxole&oldid=1358675536"