Dimethyl carbate: Difference between revisions

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Revision as of 00:25, 21 April 2015 edit217.23.7.103 (talk)No edit summary← Previous edit		Revision as of 21:16, 1 November 2015 edit undoDePiep (talk \| contribs)Extended confirmed users294,285 editsm Chembox: unknown parameters: fix spelling, replace or remove. See also full parameter list (via AWB script)Next edit →
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	\| IUPACName = Dimethyl (1''R'',2''S'',3''R'',4''S'')-bicyclohept-5-ene-2,3-dicarboxylate		\| IUPACName = Dimethyl (1''R'',2''S'',3''R'',4''S'')-bicyclohept-5-ene-2,3-dicarboxylate
	\| OtherNames = Dimethyl ''cis''-5-norbornene-2,3-dicarboxylate ; Dimalone		\| OtherNames = Dimethyl ''cis''-5-norbornene-2,3-dicarboxylate ; Dimalone
	\| Section1 = {{Chembox Identifiers		\|Section1={{Chembox Identifiers
	\| CASNo = 39589-98-5		\| CASNo = 39589-98-5
	\| CASNo_Ref = {{cascite\|correct\|}}		\| CASNo_Ref = {{cascite\|correct\|}}
	\| UNII_Ref = {{fdacite\|correct\|FDA}}		\| UNII_Ref = {{fdacite\|correct\|FDA}}
	\| UNII = BN2PH0TQOD		\| UNII = BN2PH0TQOD
	\| PubChem =		\| PubChem =
	\| ChemSpiderID = 10430159		\| ChemSpiderID = 10430159
	\| ATCCode_prefix = P03		\| ATCCode_prefix = P03
	\| ATCCode_suffix = BX05		\| ATCCode_suffix = BX05
	\| SMILES = O=C(OC)2(C(=O)OC)\1C2/C=C/1		\| SMILES = O=C(OC)2(C(=O)OC)\1C2/C=C/1
	\| 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+		\| 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+
	\| InChIKey = VGQLNJWOULYVFV-SPJNRGJMBT		\| InChIKey = VGQLNJWOULYVFV-SPJNRGJMBT
	\| StdInChI = 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+		\| StdInChI = 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+
	\| StdInChIKey = VGQLNJWOULYVFV-SPJNRGJMSA-N		\| StdInChIKey = VGQLNJWOULYVFV-SPJNRGJMSA-N
	}}		}}
	\| Section2 = {{Chembox Properties		\|Section2={{Chembox Properties
	\| C=11\|H=14\|O=4		\| C=11 \| H=14 \| O=4
	\| Appearance =		\| Appearance =
	\| Density = 1.4852 g/cm<sup>3</sup><ref name=Merck>'']'', 11th Edition, '''3230'''</ref>		\| Density = 1.4852 g/cm<sup>3</sup><ref name=Merck>'']'', 11th Edition, '''3230'''</ref>
	\| MeltingPtC = 38		\| MeltingPtC = 38
	\| ~~Melting_ref~~ = <ref name=Merck/>		\| MeltingPt_ref = <ref name=Merck/>
	\| BoilingPt =		\| BoilingPt =
	\| Solubility =		\| Solubility =
	}}		}}
	\| Section3 = {{Chembox Hazards		\|Section3={{Chembox Hazards
	\| MainHazards =		\| MainHazards =
	\| FlashPt =		\| FlashPt =
	\| AutoignitionPt =		\| AutoignitionPt =
	}}		}}
	}}		}}

Revision as of 21:16, 1 November 2015

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	39589-98-5
3D model (JSmol)	Interactive image
ChemSpider	10430159
UNII	BN2PH0TQOD
CompTox Dashboard (EPA)	DTXSID701032069
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

^ Merck Index, 11th Edition, 3230
"Dimethyl carbate". AlanWood.net.
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. doi:10.1021/jo01344a543. ISSN 0022-3263.{{cite journal}}: CS1 maint: multiple names: authors list (link)

External links

Dimethyl carbate, PAN Pesticides Database

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