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Dimethyl carbate

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Revision as of 15:43, 28 March 2014 by DePiep (talk | contribs) (check and adjust {Chembox} temperatures (fmt references, notes, brackets, numerics) using AWB)(diff) ← Previous revision | Latest revision (diff) | Newer revision → (diff) Not to be confused with Dimethyl carbonate.
Dimethyl carbate
Names
IUPAC name Dimethyl (1R,2S,3R,4S)-bicyclohept-5-ene-2,3-dicarboxylate
Other names Dimethyl cis-5-norbornene-2,3-dicarboxylate ; Dimalone
Identifiers
CAS Number
3D model (JSmol)
ChemSpider
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C11H14O4/c1-14-10(12)8-6-3-4-7(5-6)9(8)11(13)15-2/h3-4,6-9H,5H2,1-2H3/t6-,7+,8-,9+Key: VGQLNJWOULYVFV-SPJNRGJMSA-N
  • InChI=1/C11H14O4/c1-14-10(12)8-6-3-4-7(5-6)9(8)11(13)15-2/h3-4,6-9H,5H2,1-2H3/t6-,7+,8-,9+Key: VGQLNJWOULYVFV-SPJNRGJMBT
SMILES
  • O=C(OC)2(C(=O)OC)\1C2/C=C/1
Properties
Chemical formula C11H14O4
Molar mass 210.229 g·mol
Density 1.4852 g/cm
Melting point 38 °C (100 °F; 311 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). Infobox references
Chemical compound

Dimethyl carbate is an insect repellent. It can be prepared by the Diels–Alder reaction of dimethyl maleate and cyclopentadiene.

References

  1. ^ Merck Index, 11th Edition, 3230
  2. "Dimethyl carbate". AlanWood.net.
  3. Inukai, Takashi; Kojima, Takeshi (1966). "Aluminum chloride catalyzed diene condensation. II. Stronger adherence to the Alder endo rule". Journal of Organic Chemistry. 31: 2032–2033. ISSN 0022-3263.{{cite journal}}: CS1 maint: multiple names: authors list (link)

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