Polyoxymethylene dimethyl ethers

Polyoxymethylene dimethyl ethers
Identifiers
CAS Number	13353-03-2; 13352-75-5; 13352-76-6; 13352-77-7; 13353-04-3 ;
3D model (JSmol)	Interactive image; Interactive image; Interactive image; Interactive image; Interactive image;
ChemSpider	29577153; 29577150; 29577151; 26540223; 29577154;
PubChem CID	58099115;
	InChI InChI=1S/C5H12O4/c1-6-3-8-5-9-4-7-2/h3-5H2,1-2H3; InChI=1S/C6H14O5/c1-7-3-9-5-11-6-10-4-8-2/h3-6H2,1-2H3; InChI=1S/C7H16O6/c1-8-3-10-5-12-7-13-6-11-4-9-2/h3-7H2,1-2H3; InChI=1S/C8H18O7/c1-9-3-11-5-13-7-15-8-14-6-12-4-10-2/h3-8H2,1-2H3; InChI=1S/C9H20O8/c1-10-3-12-5-14-7-16-9-17-8-15-6-13-4-11-2/h3-9H2,1-2H3;
	SMILES COCOCOCOC; COCOCOCOCOC; COCOCOCOCOCOC; COCOCOCOCOCOCOC; COCOCOCOCOCOCOCOC;
Properties
Chemical formula	H3CO(CH2O)nCH3
Molar mass	Variable
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Polyoxymethylene dimethyl ethers (PODE or DMMn) are a class of chemical compounds with the molecular formula H₃CO(CH₂O)_nCH₃ where n is typically about 3 to 8.

PODE can be produced from methylal and formaldehyde or a formaldehyde equivalent such as paraformaldehyde^[1] or trioxane.^[2]

PODE is used as a diesel fuel additive^[3] and as a solvent.

References

^ Arvidson M., Fakley M.E., Spencer M.S. (1987). "Lithium halide-assisted formation of polyoxymethylene dimethyl ethers from dimethoxymethane and formaldehyde". Journal of Molecular Catalysis. 41 (3): 391–393. doi:10.1016/0304-5102(87)80118-9.{{cite journal}}: CS1 maint: multiple names: authors list (link)
^ Qi Zhao; Hui Wang; Zhang-feng Qin; Zhi-wei Wu; Jian-bing Wu; Wei-bin Fan; Jian-guo Wang (2011). "Synthesis of polyoxymethylene dimethyl ethers from methanol and trioxymethylene with molecular sieves as catalysts". Journal of Fuel Chemistry and Technology. 39 (12): 918–923. doi:10.1016/S1872-5813(12)60003-6.
^ Pellegrini, L., Marchionna, M., Patrini, R., and Florio, S. (2013). "Emission Performance of Neat and Blended Polyoxymethylene Dimethyl Ethers in an Old Light-Duty Diesel Car". SAE Technical Paper Series. Vol. 1. doi:10.4271/2013-01-1035. {{cite book}}: |work= ignored (help)CS1 maint: multiple names: authors list (link)

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[1] Arvidson M., Fakley M.E., Spencer M.S. (1987). "Lithium halide-assisted formation of polyoxymethylene dimethyl ethers from dimethoxymethane and formaldehyde". Journal of Molecular Catalysis. 41 (3): 391–393. doi:10.1016/0304-5102(87)80118-9.{{cite journal}}: CS1 maint: multiple names: authors list (link)

[2] Qi Zhao; Hui Wang; Zhang-feng Qin; Zhi-wei Wu; Jian-bing Wu; Wei-bin Fan; Jian-guo Wang (2011). "Synthesis of polyoxymethylene dimethyl ethers from methanol and trioxymethylene with molecular sieves as catalysts". Journal of Fuel Chemistry and Technology. 39 (12): 918–923. doi:10.1016/S1872-5813(12)60003-6.

[3] Pellegrini, L., Marchionna, M., Patrini, R., and Florio, S. (2013). "Emission Performance of Neat and Blended Polyoxymethylene Dimethyl Ethers in an Old Light-Duty Diesel Car". SAE Technical Paper Series. Vol. 1. doi:10.4271/2013-01-1035. {{cite book}}: |work= ignored (help)CS1 maint: multiple names: authors list (link)

[1]

[2]

[3]

Identifiers

CAS Number	13353-03-2 13352-75-5 13352-76-6 13352-77-7 13353-04-3^N
3D model (JSmol)	Interactive image Interactive image Interactive image Interactive image Interactive image
ChemSpider	29577153 29577150 29577151 26540223 29577154
PubChem CID	58099115
InChI InChI=1S/C5H12O4/c1-6-3-8-5-9-4-7-2/h3-5H2,1-2H3 InChI=1S/C6H14O5/c1-7-3-9-5-11-6-10-4-8-2/h3-6H2,1-2H3 InChI=1S/C7H16O6/c1-8-3-10-5-12-7-13-6-11-4-9-2/h3-7H2,1-2H3 InChI=1S/C8H18O7/c1-9-3-11-5-13-7-15-8-14-6-12-4-10-2/h3-8H2,1-2H3 InChI=1S/C9H20O8/c1-10-3-12-5-14-7-16-9-17-8-15-6-13-4-11-2/h3-9H2,1-2H3
SMILES COCOCOCOC COCOCOCOCOC COCOCOCOCOCOC COCOCOCOCOCOCOC COCOCOCOCOCOCOCOC
Properties
Chemical formula	H₃CO(CH₂O)_nCH₃
Molar mass	Variable
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references