Product Name

  • Name

    Diethyl ethylmalonate

  • EINECS 205-093-3
  • CAS No. 133-13-1
  • Article Data85
  • CAS DataBase
  • Density 1.02 g/cm3
  • Solubility immiscible with water
  • Melting Point 0 °C
  • Formula C9H16O4
  • Boiling Point 211.7 °C at 760 mmHg
  • Molecular Weight 188.224
  • Flash Point 88.3 °C
  • Transport Information
  • Appearance Clear, colorless liquid.
  • Safety 24/25-36-26
  • Risk Codes 36/37/38
  • Molecular Structure Molecular Structure of 133-13-1 (Diethyl ethylmalonate)
  • Hazard Symbols IrritantXi
  • Synonyms Malonicacid, ethyl-, diethyl ester (6CI,7CI,8CI);Propanedioic acid, ethyl-, diethylester (9CI);2-Ethylmalonic acid diethyl ester;Diethyl 2-ethylmalonate;Diethyl a-ethylmalonate;Ethylpropanedioic acid diethyl ester;NSC 8706;
  • PSA 52.60000
  • LogP 1.13880

Synthetic route

ethyl iodide
75-03-6

ethyl iodide

diethyl malonate
105-53-3

diethyl malonate

ethyl diethyl malonate
133-13-1

ethyl diethyl malonate

Conditions
ConditionsYield
With P(MeNCH2CH2)3N In hexane; acetonitrile at 25℃; for 0.5h;92%
With silver(l) oxide
With ethanol; magnesium ethylate
ethyl bromide
74-96-4

ethyl bromide

diethyl malonate
105-53-3

diethyl malonate

ethyl diethyl malonate
133-13-1

ethyl diethyl malonate

Conditions
ConditionsYield
With potassium carbonate; N-benzyl-N,N,N-triethylammonium chloride In N,N-dimethyl-formamide at 60℃; for 4h;90%
With potassium carbonate; N-benzyl-N,N,N-triethylammonium chloride In N,N-dimethyl-formamide at 60℃; for 4h; Product distribution; other solvent, other temperature, other reaction time;90%
With sodium acetylide In benzene at 20 - 25℃; for 0.5h; further reagent (sodium phenylacetylide);89%
diethyl cyclopropane-1,1-dicarboxylate
1559-02-0

diethyl cyclopropane-1,1-dicarboxylate

ethyl diethyl malonate
133-13-1

ethyl diethyl malonate

Conditions
ConditionsYield
With samarium diiodide; tris(dibenzoylmethano)iron(III); tert-butyl alcohol In tetrahydrofuran for 0.5h; Ambient temperature;89%
With hydrogen; palladium on activated charcoal In methanol Product distribution;
With (5,10,15,20-tetrakis-4-tolylporphyrinato)(methyl)rhodium(III); isopropyl alcohol In benzene-d6 at 200℃; for 48h; Darkness; Sealed tube; regioselective reaction;14 %Spectr.
diethyl ethylidenemalonate
1462-12-0

diethyl ethylidenemalonate

BuMnCl
88626-90-8

BuMnCl

A

diethyl (1-methyl-pentyl)malonate
82297-04-9

diethyl (1-methyl-pentyl)malonate

B

ethyl diethyl malonate
133-13-1

ethyl diethyl malonate

Conditions
ConditionsYield
In tetrahydrofuran at -30℃; for 2h;A 87%
B 6%
...Expand
diethyl ethylidenemalonate
1462-12-0

diethyl ethylidenemalonate

butyl-iodo-manganese
62485-87-4

butyl-iodo-manganese

A

diethyl (1-methyl-pentyl)malonate
82297-04-9

diethyl (1-methyl-pentyl)malonate

B

ethyl diethyl malonate
133-13-1

ethyl diethyl malonate

Conditions
ConditionsYield
In diethyl ether at -30℃; for 2h;A 83%
B 11%
...Expand
diethyl ethylidenemalonate
1462-12-0

diethyl ethylidenemalonate

C12H27Mn(1-)*Cl(1-)*Mg(2+)

C12H27Mn(1-)*Cl(1-)*Mg(2+)

A

diethyl (1-methyl-pentyl)malonate
82297-04-9

diethyl (1-methyl-pentyl)malonate

B

ethyl diethyl malonate
133-13-1

ethyl diethyl malonate

Conditions
ConditionsYield
In tetrahydrofuran at -30℃; for 2h;A 82%
B 12%
...Expand
diethyl ethylidenemalonate
1462-12-0

diethyl ethylidenemalonate

C12H27Mn

C12H27Mn

A

diethyl (1-methyl-pentyl)malonate
82297-04-9

diethyl (1-methyl-pentyl)malonate

B

ethyl diethyl malonate
133-13-1

ethyl diethyl malonate

Conditions
ConditionsYield
In tetrahydrofuran at -30℃; for 2h;A 82%
B 8%
...Expand
diethyl ethylidenemalonate
1462-12-0

diethyl ethylidenemalonate

lithium tri-n-butylmanganate

lithium tri-n-butylmanganate

A

diethyl (1-methyl-pentyl)malonate
82297-04-9

diethyl (1-methyl-pentyl)malonate

B

ethyl diethyl malonate
133-13-1

ethyl diethyl malonate

Conditions
ConditionsYield
In tetrahydrofuran at -30℃; for 2h;A 80%
B 7%
...Expand
n-butyllithium
109-72-8, 29786-93-4

n-butyllithium

diethyl ethylidenemalonate
1462-12-0

diethyl ethylidenemalonate

methylaluminum dichloride
917-65-7

methylaluminum dichloride

A

diethyl isopropylmalonate
759-36-4

diethyl isopropylmalonate

B

diethyl (1-methyl-pentyl)malonate
82297-04-9

diethyl (1-methyl-pentyl)malonate

C

ethyl diethyl malonate
133-13-1

ethyl diethyl malonate

Conditions
ConditionsYield
Stage #1: n-butyllithium; methylaluminum dichloride In hexane; toluene at -40℃; for 1h; Substitution;
Stage #2: With boron trifluoride diethyl etherate In hexane; toluene for 1h; Addition;
Stage #3: diethyl ethylidenemalonate In hexane; toluene at -40℃; for 18h; Reduction; Michael addition;		A 7 % Chromat.
B 74%
C 6 % Chromat.
...Expand
diethyl ethylidenemalonate
1462-12-0

diethyl ethylidenemalonate

C3H7ClMn
105486-13-3

C3H7ClMn

A

diethyl 2-(3-methylbutan-2-yl)malonate
759-29-5

diethyl 2-(3-methylbutan-2-yl)malonate

B

ethyl diethyl malonate
133-13-1

ethyl diethyl malonate

Conditions
ConditionsYield
In tetrahydrofuran at -30℃; for 2h;A 70%
B 11%
...Expand
bronidox
30007-47-7

bronidox

C9H15LiO4

C9H15LiO4

A

5-(1,3-dioxa-5-cyclohexylidene)-1,3-dioxane
86251-75-4

5-(1,3-dioxa-5-cyclohexylidene)-1,3-dioxane

B

5-nitro-5-(5-nitro-1,3-dioxa-5-cyclohexyl)-1,3-dioxacyclohexane
86251-74-3

5-nitro-5-(5-nitro-1,3-dioxa-5-cyclohexyl)-1,3-dioxacyclohexane

C

ethyl diethyl malonate
133-13-1

ethyl diethyl malonate

D

diethyl ethyl(5-nitro-1,3-dioxan-5-yl)malonate

diethyl ethyl(5-nitro-1,3-dioxan-5-yl)malonate

Conditions
ConditionsYield
In dimethyl sulfoxide at 20℃; for 12h; Yield given;A n/a
B 11%
C n/a
D 67%
In dimethyl sulfoxide at 20℃; for 12h;A n/a
B 11%
C n/a
D 67%
...Expand
diethyl ethylidenemalonate
1462-12-0

diethyl ethylidenemalonate

tert.-butyl lithium
594-19-4

tert.-butyl lithium

methylaluminum dichloride
917-65-7

methylaluminum dichloride

A

diethyl isopropylmalonate
759-36-4

diethyl isopropylmalonate

B

diethyl 2-(3,3-dimethylbutan-2-yl)malonate
125001-54-9

diethyl 2-(3,3-dimethylbutan-2-yl)malonate

C

ethyl diethyl malonate
133-13-1

ethyl diethyl malonate

Conditions
ConditionsYield
Stage #1: tert.-butyl lithium; methylaluminum dichloride In hexane; toluene; pentane at -40℃; for 1h; Substitution;
Stage #2: With boron trifluoride diethyl etherate In hexane; toluene; pentane for 1h; Addition;
Stage #3: diethyl ethylidenemalonate In hexane; toluene; pentane at -40℃; Reduction; Michael addition;		A 2 % Chromat.
B 66%
C 6 % Chromat.
...Expand
hex-3-yne
928-49-4

hex-3-yne

diethyl ethylidenemalonate
1462-12-0

diethyl ethylidenemalonate

A

ethyl diethyl malonate
133-13-1

ethyl diethyl malonate

B

diethyl (E-2-ethyl-1-methyl-pent-2-enyl)malonate

diethyl (E-2-ethyl-1-methyl-pent-2-enyl)malonate

Conditions
ConditionsYield
Stage #1: hex-3-yne With diisobutylaluminium hydride In n-heptane; toluene at 50℃; for 3h; Addition;
Stage #2: diethyl ethylidenemalonate In n-heptane; toluene at -40℃; for 18h; Michael addition;		A 21 % Chromat.
B 43%
...Expand
4-O,O-t-butyl 1-ethyl 2-(ethoxycarbonyl)monoperoxybutanedioate
89317-62-4

4-O,O-t-butyl 1-ethyl 2-(ethoxycarbonyl)monoperoxybutanedioate

A

ethyl 3-(t-butoxy)-2-(ethoxycarbonyl)propionate
91368-88-6

ethyl 3-(t-butoxy)-2-(ethoxycarbonyl)propionate

B

diethyl (cyclohexylmethyl)propanedioate
29805-59-2

diethyl (cyclohexylmethyl)propanedioate

C

ethyl diethyl malonate
133-13-1

ethyl diethyl malonate

D

Diethyl methylmalonate
609-08-5

Diethyl methylmalonate

E

2-(tert-butoxy)butanedioic acid diethyl ester

2-(tert-butoxy)butanedioic acid diethyl ester

Conditions
ConditionsYield
In cyclohexane Ambient temperature; Irradiation; photolysis of further t-butyl percarboxylates in various solvents;A 40.8%
B n/a
C 1.3%
D 37%
E 1.7%
...Expand
diethyl ethylidenemalonate
1462-12-0

diethyl ethylidenemalonate

t-butylmanganese chloride
125001-53-8

t-butylmanganese chloride

A

diethyl 2-(3,3-dimethylbutan-2-yl)malonate
125001-54-9

diethyl 2-(3,3-dimethylbutan-2-yl)malonate

B

ethyl diethyl malonate
133-13-1

ethyl diethyl malonate

Conditions
ConditionsYield
In tetrahydrofuran at -30℃; for 2h;A 10%
B 40%
...Expand
diethyl ethylidenemalonate
1462-12-0

diethyl ethylidenemalonate

A

diethyl 2-(3,3-dimethylbutan-2-yl)malonate
125001-54-9

diethyl 2-(3,3-dimethylbutan-2-yl)malonate

B

ethyl diethyl malonate
133-13-1

ethyl diethyl malonate

Conditions
ConditionsYield
With t-butylmanganese chloride In tetrahydrofuran at -30℃; for 2h; var. organomanganeses.;A 10%
B 40%
2-Ethyl-2-(2-phenylsulfanyl-acetyl)-malonic acid diethyl ester
93845-20-6

2-Ethyl-2-(2-phenylsulfanyl-acetyl)-malonic acid diethyl ester

A

diethyl (acetyl)ethylmalonate
3378-01-6

diethyl (acetyl)ethylmalonate

B

ethyl diethyl malonate
133-13-1

ethyl diethyl malonate

Conditions
ConditionsYield
With nickel In acetoneA 20%
B 24%
2-acetylpropanoic acid ethyl ester
609-14-3

2-acetylpropanoic acid ethyl ester

ethyl 2-bromopropanedioic acid diethyl ester
29237-78-3

ethyl 2-bromopropanedioic acid diethyl ester

ethyl diethyl malonate
133-13-1

ethyl diethyl malonate

ethyl bromide
74-96-4

ethyl bromide

sodium diethylmalonate
996-82-7

sodium diethylmalonate

ethyl diethyl malonate
133-13-1

ethyl diethyl malonate

diethyl sulfate
64-67-5

diethyl sulfate

sodium diethylmalonate
996-82-7

sodium diethylmalonate

ethyl diethyl malonate
133-13-1

ethyl diethyl malonate

2-Ethyl-3-oxo-succinic acid diethyl ester
26103-77-5

2-Ethyl-3-oxo-succinic acid diethyl ester

ethyl diethyl malonate
133-13-1

ethyl diethyl malonate

Conditions
ConditionsYield
at 160℃;
ethanol
64-17-5

ethanol

2-ethyl-3-oxo-acrylic acid ethyl ester
24489-48-3

2-ethyl-3-oxo-acrylic acid ethyl ester

ethyl diethyl malonate
133-13-1

ethyl diethyl malonate

ethanol
64-17-5

ethanol

propane-1,1,1-tricarboxylic acid triethyl ester
16515-91-6

propane-1,1,1-tricarboxylic acid triethyl ester

sodium ethanolate
141-52-6

sodium ethanolate

A

ethyl diethyl malonate
133-13-1

ethyl diethyl malonate

B

Diethyl carbonate
105-58-8

Diethyl carbonate

...Expand
ethanol
64-17-5

ethanol

ethyl-malonyl bromide
98024-97-6

ethyl-malonyl bromide

ethyl diethyl malonate
133-13-1

ethyl diethyl malonate

ethanol
64-17-5

ethanol

1,3-diethyl-2,4-dioxo-cyclobutane-1,3-dicarboxylic acid diethyl ester
36832-92-5

1,3-diethyl-2,4-dioxo-cyclobutane-1,3-dicarboxylic acid diethyl ester

sodium ethanolate
141-52-6

sodium ethanolate

A

monoethyl DL-ethyl-malonate
69923-74-6, 2985-34-4

monoethyl DL-ethyl-malonate

B

ethyl diethyl malonate
133-13-1

ethyl diethyl malonate

...Expand
2-ethyl-3-oxo-acrylic acid ethyl ester
24489-48-3

2-ethyl-3-oxo-acrylic acid ethyl ester

sodium methylate
124-41-4

sodium methylate

ethyl diethyl malonate
133-13-1

ethyl diethyl malonate

diethyl ethylidenemalonate
1462-12-0

diethyl ethylidenemalonate

ethyl diethyl malonate
133-13-1

ethyl diethyl malonate

Conditions
ConditionsYield
With diethyl ether; nickel under 73550.8 - 95616 Torr;
With ethanol; nickel under 73550.8 - 95616 Torr;
With palladium Hydrogenation;
ethyl propionyl-2-diazoacetate
2009-98-5

ethyl propionyl-2-diazoacetate

ethyl diethyl malonate
133-13-1

ethyl diethyl malonate

Conditions
ConditionsYield
at 250℃;
ethyl bromide
74-96-4

ethyl bromide

sodium ethanolate
141-52-6

sodium ethanolate

ethyl acetoacetate
141-97-9

ethyl acetoacetate

diethyl malonate
105-53-3

diethyl malonate

A

ethyl diethyl malonate
133-13-1

ethyl diethyl malonate

B

ethyl 2-ethyl-3-oxobutanoate
607-97-6

ethyl 2-ethyl-3-oxobutanoate

...Expand
sodium diethylmalonate
996-82-7, 34727-00-9, 73177-21-6

sodium diethylmalonate

ethyl iodide
75-03-6

ethyl iodide

ethyl diethyl malonate
133-13-1

ethyl diethyl malonate

Conditions
ConditionsYield
With diethyl ether
With ethanol
ethyl diethyl malonate
133-13-1

ethyl diethyl malonate

monoethyl DL-ethyl-malonate
69923-74-6, 2985-34-4

monoethyl DL-ethyl-malonate

Conditions
ConditionsYield
Stage #1: ethyl diethyl malonate With potassium hydroxide; water In ethanol
Stage #2: With hydrogenchloride In water pH=2;		100%
With hydrogenchloride; potassium hydroxide 1.) EtOH, room temp.; overnight;95%
With potassium hydroxide In ethanol for 24h; Ambient temperature;73%
linolenyl tosylate
66605-62-7

linolenyl tosylate

ethyl diethyl malonate
133-13-1

ethyl diethyl malonate

ethyl (all-Z)-2-ethyl-2-ethoxycarbonyl-11,14,17-eicosatrienoate
1022975-94-5

ethyl (all-Z)-2-ethyl-2-ethoxycarbonyl-11,14,17-eicosatrienoate

Conditions
ConditionsYield
Stage #1: ethyl diethyl malonate With sodium hydride In tetrahydrofuran; N,N-dimethyl-formamide at 0 - 20℃; for 0.5h;
Stage #2: linolenyl tosylate With sodium iodide In tetrahydrofuran; N,N-dimethyl-formamide at 70℃; for 2h;		100%
1-(methyl)-thiourea
598-52-7

1-(methyl)-thiourea

ethyl diethyl malonate
133-13-1

ethyl diethyl malonate

5-ethyl-1-methyl-2-thioxodihydropyrimidine-4,6(1H,5H)-dione

5-ethyl-1-methyl-2-thioxodihydropyrimidine-4,6(1H,5H)-dione

Conditions
ConditionsYield
With sodium methylate In methanol for 16h; Reflux;99%
benzyl 2-fluoro-5-nitrobenzyl(methyl)carbamate
1508298-05-2

benzyl 2-fluoro-5-nitrobenzyl(methyl)carbamate

ethyl diethyl malonate
133-13-1

ethyl diethyl malonate

diethyl 2-(2-((((benzyloxy)carbonyl)(methyl)amino)methyl)-4-nitrophenyl)-2-ethylmalonate
1508295-78-0

diethyl 2-(2-((((benzyloxy)carbonyl)(methyl)amino)methyl)-4-nitrophenyl)-2-ethylmalonate

Conditions
ConditionsYield
Stage #1: ethyl diethyl malonate With sodium hydride In dimethyl sulfoxide at 20℃; for 0.333333h;
Stage #2: benzyl 2-fluoro-5-nitrobenzyl(methyl)carbamate In dimethyl sulfoxide at 65℃;		98%
ethyl diethyl malonate
133-13-1

ethyl diethyl malonate

4-Allyloxymethylbenzyl chloride
350671-26-0

4-Allyloxymethylbenzyl chloride

Diethyl 2-(4-allyloxymethylbenzyl)-2-ethylmalonate
350671-27-1

Diethyl 2-(4-allyloxymethylbenzyl)-2-ethylmalonate

Conditions
ConditionsYield
Stage #1: ethyl diethyl malonate With potassium tert-butylate In toluene for 0.5h; Heating;
Stage #2: 4-Allyloxymethylbenzyl chloride In toluene for 6.5h; Heating;		97.7%
ethyl diethyl malonate
133-13-1

ethyl diethyl malonate

epichlorohydrin
106-89-8

epichlorohydrin

2-carbethoxy-2-ethyl-4-(chloromethyl)butyrolactone
94958-06-2

2-carbethoxy-2-ethyl-4-(chloromethyl)butyrolactone

Conditions
ConditionsYield
With potassium tert-butylate for 12h; Heating;97%
With ethanol; sodium ethanolate Behandeln des Reaktionsgemisches mit wss. Salzsaeure;
ethyl diethyl malonate
133-13-1

ethyl diethyl malonate

2-nitro-N-(phenyl-λ3-iodaneylidene)benzenesulfonamide
149552-41-0

2-nitro-N-(phenyl-λ3-iodaneylidene)benzenesulfonamide

C15H18N2O8S

C15H18N2O8S

Conditions
ConditionsYield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In dichloromethane at 20℃; for 18h;97%
2-Methylpyrimido<1,6-a>benzimidazole-1,3-(2H,5H)-dione
94447-78-6

2-Methylpyrimido<1,6-a>benzimidazole-1,3-(2H,5H)-dione

ethyl diethyl malonate
133-13-1

ethyl diethyl malonate

4-Hydroxy-2-methyl-5-ethyl-1H,6H-2,6a,10b-triazafluoranthene-1,3,6(2H)-trione
136296-03-2

4-Hydroxy-2-methyl-5-ethyl-1H,6H-2,6a,10b-triazafluoranthene-1,3,6(2H)-trione

Conditions
ConditionsYield
With trichlorophenol at 280℃; for 0.5h;96%
tetrabutylammonium chloride monohydrate

tetrabutylammonium chloride monohydrate

ethyl diethyl malonate
133-13-1

ethyl diethyl malonate

diethyl 2-chloro-2-ethylmalonate
29263-83-0

diethyl 2-chloro-2-ethylmalonate

Conditions
ConditionsYield
With potassium carbonate In tetrachloromethane96%
acrylonitrile
107-13-1

acrylonitrile

ethyl diethyl malonate
133-13-1

ethyl diethyl malonate

diethyl 2-(2-cyanoethyl)-2-ethylmalonate
10444-12-9

diethyl 2-(2-cyanoethyl)-2-ethylmalonate

Conditions
ConditionsYield
With potassium tert-butylate In tert-butyl alcohol at 0 - 25℃; for 1h;95%
With potassium carbonate In tetrahydrofuran; 1,2-dimethoxyethane at 65℃; for 8h;92%
With 1,4-dioxane; N-benzyl-trimethylammonium hydroxide at 30 - 40℃;
ethyl diethyl malonate
133-13-1

ethyl diethyl malonate

2-ethyl-1,3-propandiol
2612-29-5

2-ethyl-1,3-propandiol

Conditions
ConditionsYield
With lithium aluminium tetrahydride In tetrahydrofuran for 72h; Reflux;95%
With lithium aluminium tetrahydride In tetrahydrofuran at 20℃; for 72h; Inert atmosphere; Reflux;95%
With lithium aluminium tetrahydride for 14h; Reflux; Inert atmosphere;95%
ethyl diethyl malonate
133-13-1

ethyl diethyl malonate

ethylmalonic acid
601-75-2

ethylmalonic acid

Conditions
ConditionsYield
With sodium hydroxide In water for 2h; Heating;95%
With potassium hydroxide In water for 2h; Heating;94%
With potassium hydroxide; water ueber mehrere Stufen;
4-(bromomethyl)-4'-methyl-2,2'-bipyridine dihydrobromide
118724-31-5

4-(bromomethyl)-4'-methyl-2,2'-bipyridine dihydrobromide

ethyl diethyl malonate
133-13-1

ethyl diethyl malonate

2-ethyl-2-(4'-methyl-[2,2']bipyridinyl-4-ylmethyl)-malonic acid diethyl ester

2-ethyl-2-(4'-methyl-[2,2']bipyridinyl-4-ylmethyl)-malonic acid diethyl ester

Conditions
ConditionsYield
Stage #1: ethyl diethyl malonate With sodium hydride In N,N-dimethyl-formamide for 0.5h; Metallation;
Stage #2: 4-(bromomethyl)-4'-methyl-2,2'-bipyridine dihydrobromide In N,N-dimethyl-formamide for 5h; Alkylation;		95%
2-propynyl chloride
624-65-7

2-propynyl chloride

ethyl diethyl malonate
133-13-1

ethyl diethyl malonate

diethyl 2-ethyl-2-(1-propyn-3-yl)malonate
84928-67-6

diethyl 2-ethyl-2-(1-propyn-3-yl)malonate

Conditions
ConditionsYield
With sodium hydride In N,N-dimethyl-formamide at 20℃; for 6h;95%
[N-(p-tolylsulfonyl)imino]phenyliodinane
55962-05-5

[N-(p-tolylsulfonyl)imino]phenyliodinane

ethyl diethyl malonate
133-13-1

ethyl diethyl malonate

diethyl 2-(1-(4-methylphenylsulfonamido)ethyl)malonate
1373511-56-8

diethyl 2-(1-(4-methylphenylsulfonamido)ethyl)malonate

Conditions
ConditionsYield
With 1,10-Phenanthroline; 2,6-di-tert-butyl-4-methyl-phenol; copper(II) bis(trifluoromethanesulfonate) In dichloromethane at 20℃; for 18h; Molecular sieve; Inert atmosphere;95%
[N-(p-tolylsulfonyl)imino]phenyliodinane
55962-05-5

[N-(p-tolylsulfonyl)imino]phenyliodinane

ethyl diethyl malonate
133-13-1

ethyl diethyl malonate

A

diethyl ethylidenemalonate
1462-12-0

diethyl ethylidenemalonate

B

diethyl 2-(1-(4-methylphenylsulfonamido)ethyl)malonate
1373511-56-8

diethyl 2-(1-(4-methylphenylsulfonamido)ethyl)malonate

Conditions
ConditionsYield
With 1,10-Phenanthroline; copper(II) bis(trifluoromethanesulfonate) In dichloromethane at 20℃; for 4h; Molecular sieve; Inert atmosphere;A 2%
B 95%
...Expand
6-(difluoro(phenylsulfonyl)methyl)phenanthridine

6-(difluoro(phenylsulfonyl)methyl)phenanthridine

ethyl diethyl malonate
133-13-1

ethyl diethyl malonate

diethyl 2-(difluoro(phenanthridin-6-yl)methyl)-2-ethylmalonate

diethyl 2-(difluoro(phenanthridin-6-yl)methyl)-2-ethylmalonate

Conditions
ConditionsYield
Stage #1: ethyl diethyl malonate With potassium tert-butylate In dimethyl sulfoxide at 20℃; for 0.5h; Schlenk technique; Inert atmosphere;
Stage #2: 6-(difluoro(phenylsulfonyl)methyl)phenanthridine In dimethyl sulfoxide at 20℃; for 24h; Schlenk technique; Inert atmosphere;		95%
4-hydroxy-1,6-dimethylpyridin-2(1H)-one
6052-75-1

4-hydroxy-1,6-dimethylpyridin-2(1H)-one

ethyl diethyl malonate
133-13-1

ethyl diethyl malonate

C12H13NO4
955377-05-6

C12H13NO4

Conditions
ConditionsYield
In diphenylether Heating;94%
para-bromobenzenethiol
106-53-6

para-bromobenzenethiol

ethyl diethyl malonate
133-13-1

ethyl diethyl malonate

diethyl 2-((4-bromophenyl)thio)-2-ethylmalonate

diethyl 2-((4-bromophenyl)thio)-2-ethylmalonate

Conditions
ConditionsYield
With caesium carbonate In N,N-dimethyl-formamide at 20℃; for 6h;94%
With caesium carbonate In N,N-dimethyl-formamide at 20℃;89%
2,6-Diaminopyridine
141-86-6

2,6-Diaminopyridine

ethyl diethyl malonate
133-13-1

ethyl diethyl malonate

7-amino-3-ethyl-1,2-dihydro-4-hydroxy-2-oxo-1,8-naphthyridine
120537-85-1

7-amino-3-ethyl-1,2-dihydro-4-hydroxy-2-oxo-1,8-naphthyridine

Conditions
ConditionsYield
In diphenylether for 0.5h; Heating;93%
benzalacetophenone
94-41-7

benzalacetophenone

ethyl diethyl malonate
133-13-1

ethyl diethyl malonate

ethyl-2-carbethoxy-3,6-diphenyl-2-ethyl-5-oxopentanoate
75919-29-8

ethyl-2-carbethoxy-3,6-diphenyl-2-ethyl-5-oxopentanoate

Conditions
ConditionsYield
With triethylamine In dichloromethane under 7500600 Torr; for 70h; Ambient temperature;93%
With potassium hydroxide; N-benzyl-N,N,N-triethylammonium chloride for 2h; Ambient temperature;75%
With tetrabutyl ammonium fluoride In tetrahydrofuran at 30℃; under 10000 Torr; for 48h;35%
2-bromonicotinonitrile
20577-26-8

2-bromonicotinonitrile

ethyl diethyl malonate
133-13-1

ethyl diethyl malonate

2-(ethyl malonic acid diethyl ester), 3-cyano pyridine
86369-45-1

2-(ethyl malonic acid diethyl ester), 3-cyano pyridine

Conditions
ConditionsYield
With potassium tert-butylate; ammonium chloride In ammonia for 0.166667h; Irradiation;92%
1-bromomethyl-2-[(phenylsulfonyl)methyl]benzene
88116-02-3

1-bromomethyl-2-[(phenylsulfonyl)methyl]benzene

ethyl diethyl malonate
133-13-1

ethyl diethyl malonate

4-Benzenesulfonyl-2-ethyl-3-oxo-1,2,3,4-tetrahydro-naphthalene-2-carboxylic acid ethyl ester
88116-04-5

4-Benzenesulfonyl-2-ethyl-3-oxo-1,2,3,4-tetrahydro-naphthalene-2-carboxylic acid ethyl ester

Conditions
ConditionsYield
With sodium hydride In tetrahydrofuran Ambient temperature;92%
ethyl diethyl malonate
133-13-1

ethyl diethyl malonate

benzyl alcohol
100-51-6

benzyl alcohol

dibenzyl ethylmalonate
74254-53-8

dibenzyl ethylmalonate

Conditions
ConditionsYield
With sodium methylate In toluene for 5h; Heating;92%
2-guanidinobenzimidazole
5418-95-1

2-guanidinobenzimidazole

ethyl diethyl malonate
133-13-1

ethyl diethyl malonate

2-(1H-Benzoimidazol-2-ylamino)-5-ethyl-6-hydroxy-3H-pyrimidin-4-one

2-(1H-Benzoimidazol-2-ylamino)-5-ethyl-6-hydroxy-3H-pyrimidin-4-one

Conditions
ConditionsYield
In diphenylether at 200 - 220℃;92%
1-bromo-6-benzyloxyhexane
54247-27-7

1-bromo-6-benzyloxyhexane

ethyl diethyl malonate
133-13-1

ethyl diethyl malonate

diethyl 2-(6-(benzyloxy)hexyl)-2-ethylmalonate
1416792-20-5

diethyl 2-(6-(benzyloxy)hexyl)-2-ethylmalonate

Conditions
ConditionsYield
Stage #1: ethyl diethyl malonate With sodium hydride In N,N-dimethyl-formamide; mineral oil at 0℃; for 1.5h; Inert atmosphere;
Stage #2: 1-bromo-6-benzyloxyhexane In N,N-dimethyl-formamide; mineral oil at 20℃; for 3.5h; Inert atmosphere;		91%
Stage #1: ethyl diethyl malonate With sodium hydride In N,N-dimethyl-formamide; mineral oil at 0℃; for 1.5h; Inert atmosphere;
Stage #2: 1-bromo-6-benzyloxyhexane In N,N-dimethyl-formamide; mineral oil at 0 - 20℃; for 3.5h; Inert atmosphere;		91%
5-oxabicyclo<2.2.0>hex-2-en-6-one
22980-23-0

5-oxabicyclo<2.2.0>hex-2-en-6-one

ethyl diethyl malonate
133-13-1

ethyl diethyl malonate

cis-4-(1-ethoxy-2-(ethoxycarbonyl)-1-oxobutan-2-yl)cyclobut-2-enecarboxylic acid

cis-4-(1-ethoxy-2-(ethoxycarbonyl)-1-oxobutan-2-yl)cyclobut-2-enecarboxylic acid

Conditions
ConditionsYield
Stage #1: ethyl diethyl malonate With sodium hydride In tetrahydrofuran at 20℃; Inert atmosphere;
Stage #2: 5-oxabicyclo<2.2.0>hex-2-en-6-one With tetrakis(triphenylphosphine) palladium(0) In tetrahydrofuran; diethyl ether at 0℃; Inert atmosphere;
Stage #3: With hydrogenchloride In water pH=Ca. 2; Inert atmosphere; diastereoselective reaction;		90%

Diethyl ethylmalonate Chemical Properties

Molecular Structure:

Molecular Formula: C9H16O4
Molecular Weight: 188.2209
IUPAC Name: Diethyl 2-ethylpropanedioate
Synonyms of Propanedioicacid, 2-ethyl-, 1,3-diethyl ester (CAS NO.133-13-1): AI3-19481 ; Diethyl 2-ethylmalonate ; Diethyl ethylmalonate ; EINECS 205-093-3 ; NSC 8706 ; Malonic acid, ethyl-, diethyl ester (8CI) ; Propanedioic acid, ethyl-, diethyl ester
CAS NO: 133-13-1
Classification Code: Pharmaceutical Intermediates ; TheMalonateRamificationProducts ; C8 to C9 ; Carbonyl Compounds ; Esters
Melting point: 0°C
Index of Refraction: 1.425
Molar Refractivity: 47.25 cm3
Molar Volume: 184.4 cm3
Surface Tension: 31.5 dyne/cm
Density: 1.02 g/cm3
Flash Point: 88.3 °C
Enthalpy of Vaporization: 44.8 kJ/mol
Boiling Point: 211.7 °C at 760 mmHg
Vapour Pressure: 0.18 mmHg at 25°C 

Diethyl ethylmalonate Uses

 Propanedioicacid, 2-ethyl-, 1,3-diethyl ester (CAS NO.133-13-1) is used as the medicine raw material and the agricultural chemicals intermediate.

Diethyl ethylmalonate Safety Profile

Hazard Codes of Propanedioicacid, 2-ethyl-, 1,3-diethyl ester (CAS NO.133-13-1): IrritantXi
Risk Statements: 36/37/38 
R36/37/38: Irritating to eyes, respiratory system and skin.
Safety Statements: 24/25-36-26 
S24/25: Avoid contact with skin and eyes. 
S36: Wear suitable protective clothing. 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
WGK Germany: 2
HS Code: 29171990

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