Standard Article

Diethyl Ethoxymethylenemalonate

  1. Lutz F. Tietze1,
  2. Holger Geissler1,
  3. C. Wade Downey2

Published Online: 16 SEP 2013

DOI: 10.1002/047084289X.rd194.pub2

e-EROS Encyclopedia of Reagents for Organic Synthesis

e-EROS Encyclopedia of Reagents for Organic Synthesis

How to Cite

Tietze, L. F., Geissler, H. and Downey, C. W. 2013. Diethyl Ethoxymethylenemalonate. e-EROS Encyclopedia of Reagents for Organic Synthesis. .

Author Information

  1. 1

    Georg-August-Universität zu Göttingen, Germany

  2. 2

    University of Richmond, VA, USA

Publication History

  1. Published Online: 16 SEP 2013

Chemistry Terms

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Abstract

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(push–pull alkene;1 1,4-addition–elimination (AdN–E);2 quinoline derivatives;3 1,4-addition;4 [3 + 2] cycloadditions;5 Diels–Alder reaction;6 protecting group for amino sugars7 and amino acids;8 oxo-Meldrum's acid9)

Physical Data: R = Et: bp 108–110 °C/0.25 mmHg; d 1.070 g cm−3. R = Me:2h mp 44–45 °C; bp 106 °C/0.7 mmHg.

Solubility: sol ethanol and diethyl ether.

Form Supplied in: clear liquid; widely available.

Analysis of Reagent Purity:n20D = 1.4612–1.4623.

Preparative Method: prepared by heating Triethyl Orthoformate, Diethyl Malonate, Acetic Anhydride, and catalytic amounts of Zinc Chloride.10

Purification: fractional vacuum distillation.

Featured Compounds

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  1. 1 - 61
Compound Information
Molecular Weight:216.231
Molecular Formula:C10H16O5
InChIKey:LTMHNWPUDSTBKD-UHFFFAOYSA-N
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Compound Information
Molecular Weight:174.1513
Molecular Formula:C7H10O5
InChIKey:RHFZTBSULNJWEI-UHFFFAOYSA-N
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Compound Information
Molecular Weight:216.2741
Molecular Formula:C11H20O4
InChIKey:CLPHAYNBNTVRDI-UHFFFAOYSA-N
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Compound Information
Molecular Weight:358.3835
Molecular Formula:C17H26O8
InChIKey:SJLKJDGCIMLTOF-UHFFFAOYSA-N
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Compound Information
Molecular Weight:23.99771
Molecular Formula:HNa
InChIKey:MPMYQQHEHYDOCL-UHFFFAOYSA-N
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Compound Information
Molecular Weight:78.1118
Molecular Formula:C6H6
InChIKey:UHOVQNZJYSORNB-UHFFFAOYSA-N
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Compound Information
Molecular Weight:147.505
Molecular Formula:C4H9ClMn
InChIKey:KTVRVCBQQPCMGF-UHFFFAOYSA-M
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Compound Information
Molecular Weight:274.3532
Molecular Formula:C14H26O5
InChIKey:KNFXPWAWIUQZHN-UHFFFAOYSA-N
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Compound Information
Molecular Weight:72.1057
Molecular Formula:C4H8O
InChIKey:WYURNTSHIVDZCO-UHFFFAOYSA-N
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Compound Information
Molecular Weight:98.143
Molecular Formula:C6H10O
InChIKey:MEIRRNXMZYDVDW-MQQKCMAXSA-N
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Compound Information
Molecular Weight:314.374
Molecular Formula:C16H26O6
InChIKey:RASRCXPYZHKJBF-NJNCEADSSA-N
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Compound Information
Molecular Weight:318.68
Molecular Formula:C4H6HgO4
InChIKey:BRMYZIKAHFEUFJ-UHFFFAOYSA-L
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Compound Information
Molecular Weight:37.833
Molecular Formula:BH4Na
InChIKey:YOQDYZUWIQVZSF-UHFFFAOYSA-N
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Compound Information
Molecular Weight:127.572
Molecular Formula:C6H6ClN
InChIKey:PNPCRKVUWYDDST-UHFFFAOYSA-N
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Compound Information
Molecular Weight:297.734
Molecular Formula:C14H16ClNO4
InChIKey:BPRVACYIWCWMTJ-UHFFFAOYSA-N
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Compound Information
Molecular Weight:251.666
Molecular Formula:C12H10ClNO3
InChIKey:XWMCHSWUDMFGSW-UHFFFAOYSA-N
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Compound Information
Molecular Weight:112.1265
Molecular Formula:C6H8O2
InChIKey:HIQNFQSASCLYLW-UHFFFAOYSA-N
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Compound Information
Molecular Weight:286.2778
Molecular Formula:C13H18O7
InChIKey:NQBSSVUIFIMESG-UHFFFAOYSA-N
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Compound Information
Molecular Weight:142.199
Molecular Formula:C8H11LiSi
InChIKey:RVCQHCLPKCVLFY-UHFFFAOYSA-N
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Compound Information
Molecular Weight:306.429
Molecular Formula:C16H22O4Si
InChIKey:CFOQENWOXSXHOB-UHFFFAOYSA-N
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Compound Information
Molecular Weight:110.177
Molecular Formula:C6H6S
InChIKey:RMVRSNDYEFQCLF-UHFFFAOYSA-N
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Compound Information
Molecular Weight:280.339
Molecular Formula:C14H16O4S
InChIKey:PEMONXFRJIYEET-UHFFFAOYSA-N
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Compound Information
Molecular Weight:58.0967
Molecular Formula:FK
InChIKey:NROKBHXJSPEDAR-UHFFFAOYSA-M
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Compound Information
Molecular Weight:101.9613
Molecular Formula:Al2O3
InChIKey:TWNQGVIAIRXVLR-UHFFFAOYSA-N
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Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound Information
Molecular Weight:294.2998
Molecular Formula:C15H18O6
InChIKey:KXGOWZRHSOJOLF-UHFFFAOYSA-N
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Compound Information
Molecular Weight:18.0153
Molecular Formula:H2O
InChIKey:XLYOFNOQVPJJNP-UHFFFAOYSA-N
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Compound Information
Molecular Weight:269.2937
Molecular Formula:C13H19NO5
InChIKey:LWBBMTMNCDVXOR-UHFFFAOYSA-N
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Compound Information
Molecular Weight:17.0305
Molecular Formula:H3N
InChIKey:QGZKDVFQNNGYKY-UHFFFAOYSA-N
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Compound Information
Molecular Weight:46.0684
Molecular Formula:C2H6O
InChIKey:LFQSCWFLJHTTHZ-UHFFFAOYSA-N
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Compound Information
Molecular Weight:223.2252
Molecular Formula:C11H13NO4
InChIKey:CDOCWOASIDJRLW-UHFFFAOYSA-N
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Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound Information
Molecular Weight:60.0983
Molecular Formula:C2H8N2
InChIKey:PIICEJLVQHRZGT-UHFFFAOYSA-N
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Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound Information
Molecular Weight:324.3306
Molecular Formula:C18H16N2O4
InChIKey:SVXIJJHNSLUJOC-UHFFFAOYSA-N
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Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound Information
Molecular Weight:783.36
Molecular Formula:C45H42BrNiP2
InChIKey:SRFHWRAJSHRPFA-UHFFFAOYSA-M
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Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound Information
Molecular Weight:189.987
Molecular Formula:C6H15BF4O
InChIKey:Not Available
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Compound Information
Molecular Weight:183.3746
Molecular Formula:C6H18NNaSi2
InChIKey:WRIKHQLVHPKCJU-UHFFFAOYSA-N
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Compound Information
Molecular Weight:83.0919
Molecular Formula:C3H5N3
InChIKey:JVVRJMXHNUAPHW-UHFFFAOYSA-N
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Compound Information
Molecular Weight:207.1861
Molecular Formula:C9H9N3O3
InChIKey:KCRIHOOVSNHMLN-UHFFFAOYSA-N
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Compound Information
Molecular Weight:60.052
Molecular Formula:C2H4O2
InChIKey:QTBSBXVTEAMEQO-UHFFFAOYSA-N
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Compound Information
Molecular Weight:111.1451
Molecular Formula:C5H9N3
InChIKey:CNBBPEZNHKKEKJ-UHFFFAOYSA-N
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Compound Information
Molecular Weight:253.685
Molecular Formula:C11H12ClN3O2
InChIKey:AMJUVLNZQUKSEJ-UHFFFAOYSA-N
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Compound Information
Molecular Weight:153.332
Molecular Formula:Cl3OP
InChIKey:XHXFXVLFKHQFAL-UHFFFAOYSA-N
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Compound Information
Molecular Weight:210.069
Molecular Formula:C6H12BrNO2
InChIKey:PQCDSUUAHSANKM-UHFFFAOYSA-N
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Compound Information
Molecular Weight:299.3196
Molecular Formula:C14H21NO6
InChIKey:SWWLHUIWRBACJD-UHFFFAOYSA-N
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Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound Information
Molecular Weight:61.996
Molecular Formula:C3H3LiO
InChIKey:QQYDLWHOIUQTON-UHFFFAOYSA-N
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Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound Information
Molecular Weight:701.9
Molecular Formula:C36H30Cl2P2Pd
InChIKey:YNHIGQDRGKUECZ-UHFFFAOYSA-L
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Compound Information
Molecular Weight:112.212
Molecular Formula:C4H9KO
InChIKey:LPNYRYFBWFDTMA-UHFFFAOYSA-N
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Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound Information
Molecular Weight:172.1785
Molecular Formula:C8H12O4
InChIKey:BQHDXNZNSPVVKB-UHFFFAOYSA-N
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Compound Information
Molecular Weight:106.42
Molecular Formula:Pd
InChIKey:KDLHZDBZIXYQEI-UHFFFAOYSA-N
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