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Dimethyl oxalate information


Dimethyl oxalate
Skeletal formula of dimethyl oxalate
Ball-and-stick model of the dimethyl oxalate molecule
Names
Preferred IUPAC name
Dimethyl oxalate
Identifiers
CAS Number
  • 553-90-2 checkY
3D model (JSmol)
  • Interactive image
ChemSpider
  • 10649
ECHA InfoCard 100.008.231 Edit this at Wikidata
PubChem CID
  • 11120
UNII
  • IQ3Q79344S checkY
CompTox Dashboard (EPA)
  • DTXSID9060287 Edit this at Wikidata
InChI
  • InChI=1S/C4H6O4/c1-7-3(5)4(6)8-2/h1-2H3
    Key: LOMVENUNSWAXEN-UHFFFAOYSA-N
  • InChI=1/C4H6O4/c1-7-3(5)4(6)8-2/h1-2H3
    Key: LOMVENUNSWAXEN-UHFFFAOYAF
SMILES
  • O=C(OC)C(=O)OC
Properties
Chemical formula
C4H6O4
Molar mass 118.088 g·mol−1
Appearance White crystals
Melting point 53 to 55 °C (127 to 131 °F; 326 to 328 K)[1]
Boiling point 166 to 167 °C (331 to 333 °F; 439 to 440 K)[1]
Magnetic susceptibility (χ)
-55.7·10−6 cm3/mol
Related compounds
Related compounds
Diphenyl oxalate
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Dimethyl oxalate is an organic compound with the formula (CO2CH3)2 or (CH3)2C2O4. It is the dimethyl ester of oxalic acid. Dimethyl oxalate is a colorless or white solid that is soluble in water.

  1. ^ a b P. P. T. Sah and S-L. Chien, Journal of the American Chemical Society, 1931, 53, 3901-3903.

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Dimethyl oxalate

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Dimethyl oxalate is an organic compound with the formula (CO2CH3)2 or (CH3)2C2O4. It is the dimethyl ester of oxalic acid. Dimethyl oxalate is a colorless...

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Oxalate

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forms a variety of salts, for example sodium oxalate (Na2C2O4), and several esters such as dimethyl oxalate ((CH3)2C2O4). It is a conjugate base of oxalic...

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Ethylene glycol

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carbonylation of methanol to dimethyl oxalate provides a promising approach to the production of C 1-based ethylene glycol. Dimethyl oxalate can be converted into...

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Diphenyl oxalate

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Diphenyl oxalate (trademark name Cyalume) is a solid whose oxidation products are responsible for the chemiluminescence in a glowstick. This chemical...

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Oxalic acid

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such as dimethyl oxalate (m.p. 52.5 to 53.5 °C, 126.5 to 128.3 °F). It forms an acid chloride called oxalyl chloride. Transition metal oxalate complexes...

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Magnesium oxalate

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Mg(NO3)2 and KOH and then adding that solution to dimethyl oxalate, (COOCH3)2. When heated, magnesium oxalate will decompose. First, the dihydrate will decompose...

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C4H6O4

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C4H6O4 (molar mass: 118.09 g/mol) may refer to: Diacetyl peroxide Dimethyl oxalate Glycerol-1,2-carbonate Methylmalonic acid (MMA) Succinic acid This...

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C3H4O4

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glyceraldehyde Monomethyl oxalate, a compound that cannot be isolated but is an intermediate in synthesizing or hydrolyzing dimethyl oxalate This set index page...

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Oxalyl chloride

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prepared in 1892 by the French chemist Adrien Fauconnier, who reacted diethyl oxalate with phosphorus pentachloride. It can also be prepared by treating oxalic...

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Carbonylation

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prepared by a related carbonylation of methyl acetate. Dimethyl carbonate and dimethyl oxalate are produced industrially using carbon monoxide and an...

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Oxocarbon anion

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are usually esters. Thus, for example, the oxalate moiety [−O−(C=O)2−O−] occurs in the ester dimethyl oxalate H3C−O−(C=O)2−O−CH3. The carbonate ion has...

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Chelidonic acid

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regulate the closing of leaves of Cassia mimosoides at nightfall. Dimethyl oxalate Dehydroacetic acid E. Raymond Riegel and F. Zwilgmeyer (1937). "Chelidonic...

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Glossary of chemical formulae

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isopropanol 67-63-0 (CH3)2CO acetone 67-64-1 (CH3)2C2O4 dimethyl oxalate 553-90-2 (CH3)2NNH2 dimethyl hydrazine 30260-66-3 (CH3)2NH dimethylamine 124-40-3...

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Oxalyldiaminopropionic acid

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ODAP. ODAP can be synthesized from L-α,β-diaminopropionic acid and dimethyl oxalate at a pH of 4.5-5. Cupric oxide can be used to temporarily protect the...

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Oxalate chloride

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An oxalate chloride or oxalato chloride is a mixed anion compound contains both oxalate and chloride anions. Related compounds include oxalate fluorides...

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EPA list of extremely hazardous substances

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Allyl alcohol Allylamine Aluminum phosphide Aminopterin Amiton Amiton oxalate Ammonia Amphetamine Aniline Aniline, 2,4,6-trimethyl- Antimony pentafluoride...

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Oxidative carbonylation

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catalysts: 2 CO + O2 + 4 MeOH → 2 (MeO)2CO + 2 H2O The preparation of dimethyl oxalate by oxidative carbonylation has also attracted commercial interest....

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Synthetic musk

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1,2,3,3,5-hexamethylindane Phantolide (Haarmann & Reimer) 4-Acetyl-1,1-dimethyl-6-tert-butylindane Celestolide (IFF) Crysolide (Givaudan Roure) 5-Acetyl-1...

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Oxalate phosphate

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The oxalate phosphates are chemical compounds containing oxalate and phosphate anions. They are also called oxalatophosphates or phosphate oxalates. Some...

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Indene

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homophthalic acid (o-carboxylphenylacetic acid). It condenses with diethyl oxalate in the presence of sodium ethoxide to form indene–oxalic ester, and with...

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List of compounds with carbon number 2

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16090-49-6 C2H6N dimethyl amidogen 15337-44-7 C2H6N2O2 ethylnitramine 19091-98-6 C2H6N2O4 hydrazinium hydrogen oxalate 20321-02-2 C2H6O dimethyl ether 115-10-6...

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Dicarbonate

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HO−C(=O)−O−C(=O)−OH or H2C2O5. Two important organic compounds containing this group are dimethyl dicarbonate H3C−C2O5−CH3 and di-tert-butyl dicarbonate (H3C−)3C−C2O5−C(−CH3)3...

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Symplocarpus foetidus

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include swelling of the lip, throat, and tongue. This is due to calcium oxalate crystals, which are moderately harmful to humans. It is possible to eliminate...

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Carbonate

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formula R−O−C(=O)−O−R′, or RR′CO3. Important organocarbonates include dimethyl carbonate, the cyclic compounds ethylene carbonate and propylene carbonate...

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Iron fertilization

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increase iron solubility in aerosols. Among these, photochemical reduction of oxalate-bound Fe(III) from iron-containing minerals is important. The organic ligand...

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