1,3-Benzodioxole

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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
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EC Number
  • 205-992-0
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MeSH 1,3-Benzodioxole
RTECS number
  • DA5600000
UNII
UN number 1993
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  • 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)

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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).

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

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

See also

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References

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  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. Lua error in Module:Citation/CS1/Configuration at line 2172: attempt to index field '?' (a nil value).
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