Diepoxybutane

Diepoxybutane (also known as butane diepoxide, butadiene diepoxide, or 1,2:3,4-diepoxybutane) is a chemical compound with two epoxide functional groups. It is used as a chemical intermediate, as a curing agent for polymers, as a cross-linking agent for textiles, and as a preservative.[2]

Diepoxybutane
Diepoxybutane.svg
Names
Preferred IUPAC name
2,2′-Bioxirane
Other names
1,1′-Bi[ethylene oxide]; 1,2:3,4-Diepoxybutane; 1,3-Butadiene diepoxide; Bioxirane; Butadiene dioxide; Butane diepoxide; Dioxybutadiene
Identifiers
3D model (JSmol)
Abbreviations DEB
79831
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.014.527 Edit this at Wikidata
EC Number
  • 206-060-6 215-979-1
UNII
UN number 3384 3082
  • InChI=1S/C4H6O2/c1-3(5-1)4-2-6-4/h3-4H,1-2H2
    Key: ZFIVKAOQEXOYFY-UHFFFAOYSA-N
  • InChI=1/C4H6O2/c1-3(5-1)4-2-6-4/h3-4H,1-2H2
    Key: ZFIVKAOQEXOYFY-UHFFFAOYAG
  • C1OC1C2CO2
Properties
C4H6O2
Molar mass 86.090 g·mol−1
Density 1.113 g/cm3 (18 °C)[1]
Melting point 4 °C (39 °F; 277 K)[1]
Boiling point 138 °C (280 °F; 411 K)[1]
Miscible[1]
Vapor pressure 0.52 kPa (at 20 °C)[2]
Hazards
GHS labelling:
GHS02: FlammableGHS05: CorrosiveGHS06: ToxicGHS08: Health hazard
Danger
H226, H301, H310, H311, H314, H330, H340, H350
P201, P202, P210, P233, P240, P241, P242, P243, P260, P262, P264, P270, P271, P280, P281, P284, P301+P310, P301+P330+P331, P302+P350, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P308+P313, P310, P312, P320, P321, P322, P330, P361, P363, P370+P378, P403+P233, P403+P235, P405, P501
Flash point 46 °C (115 °F; 319 K)[1]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Diepoxybutane is a carcinogen.[2] It has been used for the intentional mutagenesis of organisms in biological research.[3][4]

See alsoEdit

ReferencesEdit

  1. ^ a b c d e Record in the GESTIS Substance Database of the Institute for Occupational Safety and Health
  2. ^ a b c Diepoxybutane Report on Carcinogens, Twelfth Edition (2011)
  3. ^ Trent, Carol; Purnell, Beverly; Gavinski, Sheri; Hageman, Judy; Chamblin, Caroline; Wood, William B. (1991). "Sex-specific transcriptional regulation of the C. elegans sex-determining gene her-1". Mechanisms of Development. Elsevier BV. 34 (1): 43–55. doi:10.1016/0925-4773(91)90090-s. ISSN 0925-4773. PMID 1716965. S2CID 34466783.
  4. ^ Waugh, Robbie; Leader, David J.; McCallum, Nicola; Caldwell, David (2006). "Harvesting the potential of induced biological diversity". Trends in Plant Science. Elsevier BV. 11 (2): 71–79. doi:10.1016/j.tplants.2005.12.007. ISSN 1360-1385. PMID 16406304.