1,2-Epoxybutane

Chemical compound From Wikipedia, the free encyclopedia

1,2-Epoxybutane is an organic compound with the formula CH2(O)CHCH2CH3. It is a chiral epoxide prepared by oxidation of 1-butene.[1]

Quick facts Names, Identifiers ...
1,2-Epoxybutane
Names
Preferred IUPAC name
Ethyloxirane
Other names
1,2-Butyleneoxide
1,2-Buteneoxide
Ethyloxyrane
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.003.127 Edit this at Wikidata
EC Number
  • 203-438-2
RTECS number
  • EK3675000
UNII
UN number 3022
  • InChI=1S/C4H8O/c1-2-4-3-5-4/h4H,2-3H2,1H3
    Key: RBACIKXCRWGCBB-UHFFFAOYSA-N
  • (R): InChI=1S/C4H8O/c1-2-4-3-5-4/h4H,2-3H2,1H3/t4-/m1/s1
    Key: RBACIKXCRWGCBB-SCSAIBSYSA-N
  • (S): InChI=1S/C4H8O/c1-2-4-3-5-4/h4H,2-3H2,1H3/t4-/m0/s1
    Key: RBACIKXCRWGCBB-BYPYZUCNSA-N
  • CCC1CO1
  • (R): CC[C@@H]1CO1
  • (S): CC[C@H]1CO1
Properties
C4H8O
Molar mass 72.107 g·mol−1
Appearance colorless liquid
Density 0.83 g·cm−3
Melting point −150 Â°C (−238 Â°F; 123 K)
Boiling point 65 Â°C (149 Â°F; 338 K)
Viscosity 0.40 mPa.s
Hazards
GHS labelling:
GHS02: FlammableGHS07: Exclamation markGHS08: Health hazard
Danger
H225, H302, H312, H315, H319, H332, H335, H351, H412
P201, P202, P210, P233, P240, P241, P242, P243, P261, P264, P270, P271, P273, P280, P281, P301+P312, P302+P352, P303+P361+P353, P304+P312, P304+P340, P305+P351+P338, P308+P313, P312, P321, P322, P330, P332+P313, P337+P313, P362, P363, P370+P378, P403+P233, P403+P235, P405, P501
Flash point −22 Â°C (−8 Â°F; 251 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 Â°C [77 Â°F], 100 kPa).
Close

Synthesis and reactions

1,2-Epoxybutane undergoes ring-opening reactions, e.g. to give the chlorohydrin.[2]

Further reading

  • Herzberger, Jana; Niederer, Kerstin; Pohlit, Hannah; Seiwert, Jan; Worm, Matthias; Wurm, Frederik R.; Frey, Holger (2016). "Polymerization of Ethylene Oxide, Propylene Oxide, and Other Alkylene Oxides: Synthesis, Novel Polymer Architectures, and Bioconjugation". Chemical Reviews. 116 (4): 2170–2243. doi:10.1021/acs.chemrev.5b00441. PMID 26713458.

References

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