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135364 Aldrich

Diethyl oxalate

≥99%

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Properties

Related Categories Building Blocks, C6 to C7, Carbonyl Compounds, Chemical Synthesis, Esters,
vapor density   5.03 (vs air)
vapor pressure   1 mmHg ( 47 °C)
assay   ≥99%
refractive index   n20/D 1.410(lit.)
bp   185 °C(lit.)
mp   −41 °C(lit.)
solubility   alcohol: miscible
  diethyl ether: miscible
  organic solvents: miscible
  water: partially soluble
density   1.076 g/mL at 25 °C(lit.)

Description

Packaging

1, 3 kg in glass bottle

25 g in glass bottle

Application

Diethyl oxalate was used in microemulsion synthesis of ZnO nanoparticles1. It was also used in the synthesis of sym-1,4-diphenyl-1,4-dihydro-1,2,4,5-polytetrazine2.

General description

Diethyl oxalate undergoes transesterification with phenol in the liquid phase over very efficient MoO3/TiO2 solid-acid sol-gel catalysts to form diphenyl oxalate3. It undergoes Claisen condensation with active methylene group of ketosteroids to form glyoxalyl derivatives4. It undergoes hydrogenation in the presence of high copper contented mesoporous Cu/SBA-15 catalysts to yield ethylene glycol5.

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Safety & Documentation

Safety Information

Symbol 
Signal word 
Danger
Hazard statements 
Target organs 
Kidney
RIDADR 
UN 2525 6.1 / PGIII
WGK Germany 
1
RTECS 
RO2800000
Flash Point(F) 
167 °F
Flash Point(C) 
75 °C

Protocols & Articles

Peer-Reviewed Papers

References

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1. Comparison of two novel solution-based routes for the synthesis of equiaxed ZnO nanoparticles. Elen K, et al. J. Nanomater. 2011, 18, (2011)

2. Novel macromolecules containing sym-tetrazine rings and their subsequent reactions through click modifications. Sayed RA and Wiggins JS. Polymer Prepr. 49(1), 188, (2008)

3. Cerium nitrate: a new topical antiseptic for extensive burns. Monafo WW, Tandon SN, Ayvazian VH, et al. Surgery 80(4), 465-73, (1976)

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4. Diethyl oxalate as new reagent for spectrophotometric determination of ketosteroids. Görög S Anal. Chem. 42(6), 560-3, (1970)

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5. One pot synthesis of ultra-high copper contented Cu/SBA-15 material as excellent catalyst in the hydrogenation of dimethyl oxalate to ethylene glycol. Guo X, et al. Catal. Letters 132(1-2), 22-27, (2009)

Merck 14,3125

Beil. 2,IV,1848

Fieser 1,250 / Fieser 2,132 / Fieser 7,106 / Fieser 15,133

Aldrich MSDS 1, 677:B / Corp MSDS 1 (1), 1218:C / FT-IR 1 (1), 613:C / FT-IR 2 (1), 981:A / FT-NMR 1 (1), 934:A / IR-Spectra (3), 366:D / IR-Spectra (2), 326:A / NMR-Reference 2 (1), 518:B / RegBook 1 (1), 699:B / Sax 6, 1023 / Sigma FT-IR 1 (2), 813:B / Structure Index 1, 106:C:1 / Vapor Phase 3, 636:A

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