Diethyl 1,1-cyclopropanedicarboxylate supplier

Name
Diethyl 1,1-cyclopropanedicarboxylate
EINECS 216-321-6
CAS No. 1559-02-0
Article Data62
CAS DataBase
Density 1.164 g/cm³
Solubility
Melting Point 134-136 °C(lit.)
Formula C₉H₁₄O₄
Boiling Point 219.2 °C at 760 mmHg
Molecular Weight 186.208
Flash Point 86.7 °C
Transport Information
Appearance clear colorless liquid
Safety 26-36-24/25-23
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms 1,1-Cyclopropanedicarboxylicacid, diethyl ester (6CI,7CI,8CI,9CI);1,1-Bis(ethoxycarbonyl)cyclopropane;1,1-Dicarbethoxycyclopropane;Ethyl1,1-cyclopropanedicarboxylate;NSC 21376;
PSA 52.60000
LogP 0.89280

Synthetic route

: 106-93-4
ethylene dibromide

: 105-53-3
diethyl malonate

: 1559-02-0
diethyl cyclopropane-1,1-dicarboxylate

Conditions

Conditions	Yield
With tetrabutylammomium bromide; potassium carbonate In N,N-dimethyl-formamide at 20℃; for 12h;	98%
With potassium carbonate; [bmim]Br In N,N-dimethyl-formamide at 20 - 70℃;	94%
With tetra(n-butyl)ammonium hydrogensulfate; potassium carbonate In dimethyl sulfoxide at 20℃; for 24h; Alkylation; Cyclization;	92%

: 105-53-3
diethyl malonate

: diphenyl(vinyl)sulfonium trifluoromethanesulfonate

: 1559-02-0
diethyl cyclopropane-1,1-dicarboxylate

Conditions

Conditions	Yield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In dimethyl sulfoxide at 21℃; for 12h;	97%

: 107-06-2
1,2-dichloro-ethane

: 105-53-3
diethyl malonate

: 1559-02-0
diethyl cyclopropane-1,1-dicarboxylate

Conditions

Conditions	Yield
With potassium carbonate; sodium iodide In N,N-dimethyl-formamide Reflux;	93%
With water; potassium carbonate; tetrabutylammomium bromide In benzene at 80℃; for 12h;	85%
With tetrabutylammomium bromide; potassium carbonate at 120℃; Concentration; Temperature;	83.47%

: 584-08-7
potassium carbonate

: 106-93-4
ethylene dibromide

: 105-53-3
diethyl malonate

: 1559-02-0
diethyl cyclopropane-1,1-dicarboxylate

Conditions

Conditions	Yield
tetra-(n-butyl)ammonium iodide In N,N-dimethyl-formamide	88.7%

...Expand

: 624-73-7
1,2-Diiodoethane

: 105-53-3
diethyl malonate

: 1559-02-0
diethyl cyclopropane-1,1-dicarboxylate

Conditions

Conditions	Yield
With tetrabutylammomium bromide; potassium hydrogencarbonate Reflux;	80.77%

: 64648-13-1, 81115-85-7, 81115-90-4
S-Ethenyl-S-(4-methylphenyl)-N-tolylsulfilimine

: 105-53-3
diethyl malonate

: 1559-02-0
diethyl cyclopropane-1,1-dicarboxylate

Conditions

Conditions	Yield
With sodium hydride In tetrahydrofuran at 20℃; for 24h; Addition;	76%

: 56692-06-9
S-ethenyl-S-phenyl-N-(toluene-4-sulfonyl)sulfilimine

: 105-53-3
diethyl malonate

: 1559-02-0
diethyl cyclopropane-1,1-dicarboxylate

Conditions

Conditions	Yield
With sodium hydride In tetrahydrofuran at 20℃; for 24h; Addition;	35%

: 106-93-4
ethylene dibromide

: 105-53-3
diethyl malonate

A: 75-21-8
oxirane

B: 1559-02-0
diethyl cyclopropane-1,1-dicarboxylate

C: 107-21-1
ethylene glycol

Conditions

Conditions	Yield
With tetraethylammonium perchlorate In N,N-dimethyl-formamide electrolysis;	A n/a B 13% C n/a

...Expand

: 110-86-1
pyridine

: 18721-64-7
diethyl 2-(2-bromoethyl)-malonate

: 75-36-5
acetyl chloride

: 108-88-3
toluene

: 1559-02-0
diethyl cyclopropane-1,1-dicarboxylate

...Expand

: 18721-64-7
diethyl 2-(2-bromoethyl)-malonate

: 141-52-6
sodium ethanolate

: 1559-02-0
diethyl cyclopropane-1,1-dicarboxylate

: 598-10-7
cyclopropane-1,1-dicarboxylic acid

: 1559-02-0
diethyl cyclopropane-1,1-dicarboxylate

Conditions

Conditions	Yield
With sulfuric acid; benzene

: 1558-81-2
1-carbethoxy-1-cyanocyclopropane

: 1559-02-0
diethyl cyclopropane-1,1-dicarboxylate

Conditions

Conditions	Yield
With hydrogenchloride; ethanol

: 996-82-7
sodium diethylmalonate

: 107-06-2
1,2-dichloro-ethane

A: 4435-38-5
butane-1,1,4,4-tetracarboxylic acid

B: 1559-02-0
diethyl cyclopropane-1,1-dicarboxylate

Conditions

Conditions	Yield
entsteht der Tetraaethylester; man isoliert den Ester durch fraktionierte Destillation im Vakuum;

...Expand

: 996-82-7
sodium diethylmalonate

: 107-06-2
1,2-dichloro-ethane

A: 4450-43-5
butane-1,1,4,4-tetracarboxylic acid tetraethyl ester

B: 1559-02-0
diethyl cyclopropane-1,1-dicarboxylate

Conditions

Conditions	Yield
man isoliert durch fraktionierte Destillation im Vakuum;

...Expand

: 570-08-1
diethyl acetylmalonate

: 141-52-6
sodium ethanolate

: 106-93-4
ethylene dibromide

: 1559-02-0
diethyl cyclopropane-1,1-dicarboxylate

...Expand

: 570-08-1
diethyl acetylmalonate

: 106-93-4
ethylene dibromide

: 1559-02-0
diethyl cyclopropane-1,1-dicarboxylate

Conditions

Conditions	Yield
With sodium ethanolate

: 18719-42-1
diethyl 2-chloroethylmalonate

: 1559-02-0
diethyl cyclopropane-1,1-dicarboxylate

Conditions

Conditions	Yield
With potassium tert-butylate In tert-butyl alcohol at 25℃; Rate constant; other reaction partners, other solvents;
With sodium ethanolate In ethanol
With potassium carbonate In ethanol Heating;

: 18721-64-7
diethyl 2-(2-bromoethyl)-malonate

: 1559-02-0
diethyl cyclopropane-1,1-dicarboxylate

Conditions

Conditions	Yield
With potassium tert-butylate In tert-butyl alcohol at 25℃; Rate constant; other reaction partners, other solvents;
With sodium ethanolate In ethanol

: (2-Dimethylsulfonio-ethyl)-malonsaeure-diethylester-Kation

: 1559-02-0
diethyl cyclopropane-1,1-dicarboxylate

Conditions

Conditions	Yield
With sodium ethanolate In ethanol

: 14668-82-7
vinyl isocyanide

: 105-53-3
diethyl malonate

: 1559-02-0
diethyl cyclopropane-1,1-dicarboxylate

Conditions

Conditions	Yield
With copper(I) oxide In benzene at 80℃; for 7h;

: 74-85-1
ethene

: 105-53-3
diethyl malonate

: 1559-02-0
diethyl cyclopropane-1,1-dicarboxylate

Conditions

Conditions	Yield
With sulfuryl dichloride; Dimethyldisulphide; sodium ethanolate; dimethyl sulfate Yield given. Multistep reaction;

: 60-29-7
diethyl ether

: 18721-64-7
diethyl 2-(2-bromoethyl)-malonate

: 75-36-5
acetyl chloride

sodium: sodium

: 1559-02-0
diethyl cyclopropane-1,1-dicarboxylate

...Expand

: 60-29-7
diethyl ether

: 18721-64-7
diethyl 2-(2-bromoethyl)-malonate

: 7664-41-7
ammonia

A: 6914-75-6
Cyclopropan-1-carbonsaeureethylester-1-carbonsaeureamid

B: 1559-02-0
diethyl cyclopropane-1,1-dicarboxylate

C: 5813-85-4
cyclopropane-1,1-dicarboxylic acid amide [4-(3-fluoro-benzyloxy)-phenyl]-amide

...Expand

: 7647-01-0
hydrogenchloride

: 64-17-5
ethanol

: 1558-81-2
1-carbethoxy-1-cyanocyclopropane

: 1559-02-0
diethyl cyclopropane-1,1-dicarboxylate

...Expand

: 75-03-6
ethyl iodide

silver salt of/the/ cyclopropane-1.1-dicarboxylic acid: silver salt of/the/ cyclopropane-1.1-dicarboxylic acid

: 1559-02-0
diethyl cyclopropane-1,1-dicarboxylate

: 7647-01-0
hydrogenchloride

: 64-17-5
ethanol

: 1558-81-2
1-carbethoxy-1-cyanocyclopropane

A: 18719-42-1
diethyl 2-chloroethylmalonate

B: 1559-02-0
diethyl cyclopropane-1,1-dicarboxylate

...Expand

: 996-82-7
sodium diethylmalonate

: 106-93-4
ethylene dibromide

A: 1559-02-0
diethyl cyclopropane-1,1-dicarboxylate

B butane-α.α.δ.δ-tetracarboxylic acid tetraethyl ester: butane-α.α.δ.δ-tetracarboxylic acid tetraethyl ester

...Expand

: 105-56-6
ethyl 2-cyanoacetate

: 1559-02-0
diethyl cyclopropane-1,1-dicarboxylate

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: alcoholic sodium ethylate 2: HCl; absolute alcohol View Scheme

polyethylene glycol monomethyl ether: polyethylene glycol monomethyl ether

: 107-06-2
1,2-dichloro-ethane

: 105-53-3
diethyl malonate

: 1559-02-0
diethyl cyclopropane-1,1-dicarboxylate

Conditions

Conditions	Yield
With tetrabutylammomium bromide; potassium carbonate

...Expand

: 3377-20-6
diethyl methylenemalonate

: 70775-39-2, 5367-24-8
dimethylsulfoxonium methylide

: 1559-02-0
diethyl cyclopropane-1,1-dicarboxylate

Conditions

Conditions	Yield
In tetrahydrofuran; mineral oil at 20 - 50℃; for 4.5h; Inert atmosphere;

: 1559-02-0
diethyl cyclopropane-1,1-dicarboxylate

: 39590-81-3
[1-(hydroxymethyl)cyclopropyl]methanol

Conditions

Conditions	Yield
With lithium aluminium tetrahydride In tetrahydrofuran for 16h; Reduction; Heating;	99%
With lithium aluminium tetrahydride In tetrahydrofuran at 0℃;	88%
With lithium aluminium tetrahydride In tetrahydrofuran at 0℃; for 0.5h;	87%

: 1559-02-0
diethyl cyclopropane-1,1-dicarboxylate

: 103440-55-7
2-methyl-6-iodobenzoic acid methyl ester

: diethyl 2-(2-(methoxycarbonyl)-3-methylphenethyl)malonate

Conditions

Conditions	Yield
Stage #1: 2-methyl-6-iodobenzoic acid methyl ester With TurboGrignard In tetrahydrofuran; 2-methyltetrahydrofuran at -78℃; for 0.5h; Inert atmosphere; Sealed tube; Stage #2: diethyl cyclopropane-1,1-dicarboxylate With 1,3-dimethyl-2-imidazolidinone; copper(I) iodide dimethyl sulfide complex In tetrahydrofuran; 2-methyltetrahydrofuran at -78 - 23℃; Inert atmosphere; Sealed tube;	99%

: 960286-19-5
methyl 3-iodobiphenyl-2-carboxylate

: 1559-02-0
diethyl cyclopropane-1,1-dicarboxylate

: diethyl 2-(2-(2-(methoxycarbonyl)-[1,1'-biphenyl]-3-yl)ethyl)malonate

Conditions

Conditions	Yield
Stage #1: methyl 3-iodobiphenyl-2-carboxylate With TurboGrignard In tetrahydrofuran; 2-methyltetrahydrofuran at -78℃; for 0.5h; Inert atmosphere; Sealed tube; Stage #2: diethyl cyclopropane-1,1-dicarboxylate With 1,3-dimethyl-2-imidazolidinone; copper(I) iodide dimethyl sulfide complex In tetrahydrofuran; 2-methyltetrahydrofuran at -78 - 23℃; Inert atmosphere; Sealed tube;	99%

: 1559-02-0
diethyl cyclopropane-1,1-dicarboxylate

: 857599-37-2
methyl 2-iodo-5-methoxybenzoate

: diethyl 2-(4-methoxy-2-(methoxycarbonyl)phenethyl)malonate

Conditions

Conditions	Yield
Stage #1: methyl 2-iodo-5-methoxybenzoate With TurboGrignard In tetrahydrofuran; 2-methyltetrahydrofuran at -78℃; for 0.5h; Inert atmosphere; Sealed tube; Stage #2: diethyl cyclopropane-1,1-dicarboxylate With 1,3-dimethyl-2-imidazolidinone; copper(I) iodide dimethyl sulfide complex In tetrahydrofuran; 2-methyltetrahydrofuran at -78 - 23℃; Inert atmosphere; Sealed tube;	99%

: 1559-02-0
diethyl cyclopropane-1,1-dicarboxylate

: 103440-56-8
methyl 2-iodo-4-methylbenzoate

: diethyl 2-(2-(methoxycarbonyl)-5-methylphenethyl)malonate

Conditions

Conditions	Yield
Stage #1: methyl 2-iodo-4-methylbenzoate With TurboGrignard In tetrahydrofuran; 2-methyltetrahydrofuran at -78℃; for 0.5h; Inert atmosphere; Sealed tube; Stage #2: diethyl cyclopropane-1,1-dicarboxylate With 1,3-dimethyl-2-imidazolidinone; copper(I) iodide dimethyl sulfide complex In tetrahydrofuran; 2-methyltetrahydrofuran at -78 - 23℃; Inert atmosphere; Sealed tube;	99%

: 1559-02-0
diethyl cyclopropane-1,1-dicarboxylate

: 1192-37-6
methylenecyclohexane

: 104643-45-0
diethyl spiro<4.5>decane-1,1-dicarboxylate

Conditions

Conditions	Yield
With ethylaluminum dichloride In hexane; 1,2-dichloro-ethane for 48h; Ambient temperature;	98%

: 1559-02-0
diethyl cyclopropane-1,1-dicarboxylate

: 181765-86-6
5-bromo-2-iodo-benzoic acid methyl ester

: diethyl 2-(4-bromo-2-(methoxycarbonyl)phenethyl)malonate

Conditions

Conditions	Yield
Stage #1: 5-bromo-2-iodo-benzoic acid methyl ester With TurboGrignard In tetrahydrofuran; 2-methyltetrahydrofuran at -78℃; for 0.5h; Inert atmosphere; Sealed tube; Stage #2: diethyl cyclopropane-1,1-dicarboxylate With 1,3-dimethyl-2-imidazolidinone; copper(I) iodide dimethyl sulfide complex In tetrahydrofuran; 2-methyltetrahydrofuran at -78 - 23℃; Inert atmosphere; Sealed tube;	98%

: 1559-02-0
diethyl cyclopropane-1,1-dicarboxylate

: ethyl 2-iodo-5-methylbenzoate

: diethyl 2-(2-(ethoxycarbonyl)-4-methylphenethyl)malonate

Conditions

Conditions	Yield
Stage #1: ethyl 5-methyl-2-iodobenzoate With TurboGrignard In tetrahydrofuran; 2-methyltetrahydrofuran at -78℃; for 0.5h; Inert atmosphere; Sealed tube; Stage #2: diethyl cyclopropane-1,1-dicarboxylate With 1,3-dimethyl-2-imidazolidinone; copper(I) iodide dimethyl sulfide complex In tetrahydrofuran; 2-methyltetrahydrofuran at -78 - 23℃; Inert atmosphere; Sealed tube;	97%

: 1559-02-0
diethyl cyclopropane-1,1-dicarboxylate

: 18721-64-7
diethyl 2-(2-bromoethyl)-malonate

Conditions

Conditions	Yield
With hydrogen bromide at 20℃;	95%
With hydrogen bromide at 0℃;

: 1666-13-3
diphenyl diselenide

: 1559-02-0
diethyl cyclopropane-1,1-dicarboxylate

: 90475-36-8
diethyl 2-phenylselenoethylmalonate

Conditions

Conditions	Yield
With sodium tetrahydroborate In ethanol at 0℃; for 18h;	95%
With sodium tetrahydroborate In ethanol at 20℃; for 24h; Inert atmosphere;	77%

: 1559-02-0
diethyl cyclopropane-1,1-dicarboxylate

: 23974-72-3
sodium phenylselenide

: 90475-36-8
diethyl 2-phenylselenoethylmalonate

Conditions

Conditions	Yield
In ethanol for 18h; Ambient temperature;	95%

: 1559-02-0
diethyl cyclopropane-1,1-dicarboxylate

: methyl 2-iodo 5-fluorobenzoate

: diethyl 2-(4-fluoro-2-(methoxycarbonyl)phenethyl)malonate

Conditions

Conditions	Yield
Stage #1: methyl 3-fluoro-6-iodobenzoate With TurboGrignard In tetrahydrofuran; 2-methyltetrahydrofuran at -78℃; for 0.5h; Inert atmosphere; Sealed tube; Stage #2: diethyl cyclopropane-1,1-dicarboxylate With 1,3-dimethyl-2-imidazolidinone; copper(I) iodide dimethyl sulfide complex In tetrahydrofuran; 2-methyltetrahydrofuran at -78 - 23℃; Inert atmosphere; Sealed tube;	95%

: 1559-02-0
diethyl cyclopropane-1,1-dicarboxylate

: 165534-79-2
dimethyl 2-iodoterephthalate

: dimethyl 2-(4-ethoxy-3-(ethoxycarbonyl)-4-oxobutyl)terephthalate

Conditions

Conditions	Yield
Stage #1: dimethyl 2-iodoterephthalate With TurboGrignard In tetrahydrofuran; 2-methyltetrahydrofuran at -78℃; for 0.5h; Inert atmosphere; Sealed tube; Stage #2: diethyl cyclopropane-1,1-dicarboxylate With 1,3-dimethyl-2-imidazolidinone; copper(I) iodide dimethyl sulfide complex In tetrahydrofuran; 2-methyltetrahydrofuran at -78 - 23℃; Inert atmosphere; Sealed tube;	95%

: 1559-02-0
diethyl cyclopropane-1,1-dicarboxylate

: 3697-66-3
1,1-cyclopropanedicarboxylic acid monoethyl ester

Conditions

Conditions	Yield
Stage #1: diethyl cyclopropane-1,1-dicarboxylate With sodium hydroxide; water In ethanol for 16h; Stage #2: With hydrogenchloride In water	94%
With ethanol; potassium hydrogencarbonate at 0 - 30℃; for 15h; Reagent/catalyst;	93%
Stage #1: diethyl cyclopropane-1,1-dicarboxylate With sodium hydroxide; water In ethanol at 20℃; Stage #2: With hydrogenchloride In water	91%

: 1559-02-0
diethyl cyclopropane-1,1-dicarboxylate

: 103440-52-4
methyl 2-iodo-5-methylbenzoate

: diethyl 2-(2-(methoxycarbonyl)-4-methylphenethyl)malonate

Conditions

Conditions	Yield
Stage #1: methyl 2-iodo-5-methylbenzoate With TurboGrignard In tetrahydrofuran; 2-methyltetrahydrofuran at -78℃; for 0.5h; Inert atmosphere; Sealed tube; Stage #2: diethyl cyclopropane-1,1-dicarboxylate With 1,3-dimethyl-2-imidazolidinone; copper(I) iodide dimethyl sulfide complex In tetrahydrofuran; 2-methyltetrahydrofuran at -78 - 23℃; Inert atmosphere; Sealed tube;	94%

: 1559-02-0
diethyl cyclopropane-1,1-dicarboxylate

: 4083-64-1
Tosyl isocyanate

: diethyl 2-oxo-1-tosylpyrrolidine-3,3-dicarboxylate

Conditions

Conditions	Yield
With C8H18BrI2Sn(2-)*BrMg(1+) In 1,2-dichloro-ethane at 25℃; for 24h; Catalytic behavior; Reagent/catalyst; Solvent; Inert atmosphere;	92%

: 1559-02-0
diethyl cyclopropane-1,1-dicarboxylate

: 3697-68-5
ethyl 1-(hydroxymethyl)cyclopropanecarboxylate

Conditions

Conditions	Yield
With lithium tri(t-butoxy)aluminum hydride In tetrahydrofuran at 23 - 65℃; for 24h;	91%
With lithium tri-t-butoxyaluminum hydride In tetrahydrofuran at 65℃; for 24h;	91%
With lithium tri-t-butoxyaluminum hydride In tetrahydrofuran at 65℃; for 24h;	91%

: 1559-02-0
diethyl cyclopropane-1,1-dicarboxylate

: methyl 3-iodo-1-benzothiophene-2-carboxylate

: diethyl 2-(2-(2-(methoxycarbonyl)benzo[b]thiophen-3-yl)ethyl)malonate

Conditions

Conditions	Yield
Stage #1: methyl 3-iodo-1-benzothiophene-2-carboxylate With TurboGrignard In tetrahydrofuran; 2-methyltetrahydrofuran at -78℃; for 0.5h; Inert atmosphere; Sealed tube; Stage #2: diethyl cyclopropane-1,1-dicarboxylate With 1,3-dimethyl-2-imidazolidinone; copper(I) iodide dimethyl sulfide complex In tetrahydrofuran; 2-methyltetrahydrofuran at -78 - 23℃; Inert atmosphere; Sealed tube;	90%

: 1559-02-0
diethyl cyclopropane-1,1-dicarboxylate

: 133-13-1
ethyl diethyl malonate

Conditions

Conditions	Yield
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.

: 1003-64-1
ethylidenecyclohexane

: 1559-02-0
diethyl cyclopropane-1,1-dicarboxylate

: 104643-49-4
diethyl 4-methylspiro<4.5>decane-1,1-dicarboxylate

Conditions

Conditions	Yield
With ethylaluminum dichloride In hexane; 1,2-dichloro-ethane for 50h; Ambient temperature;	87%

: 1559-02-0
diethyl cyclopropane-1,1-dicarboxylate

: 108-24-7
acetic anhydride

: 110281-43-1
diethyl (2-acetoxyethyl)malonate

Conditions

Conditions	Yield
With boron trifluoride diethyl etherate In dichloromethane for 1.5h; Ambient temperature;	85%

: 1559-02-0
diethyl cyclopropane-1,1-dicarboxylate

: 34867-88-4
cyclopropane-1,1-dicarbonyl peroxide

Conditions

Conditions	Yield
With methanesulfonic acid; urea hydrogen peroxide adduct for 24h;	85%

: 1559-02-0
diethyl cyclopropane-1,1-dicarboxylate

: 181765-85-5
methyl 2-iodo 4-chlorobenzoate

: diethyl 2-(5-chloro-2-(methoxycarbonyl)phenethyl)malonate

Conditions

Conditions	Yield
Stage #1: methyl 4-chloro-2-iodobenzoate With TurboGrignard In tetrahydrofuran; 2-methyltetrahydrofuran at -78℃; for 0.5h; Inert atmosphere; Sealed tube; Stage #2: diethyl cyclopropane-1,1-dicarboxylate With 1,3-dimethyl-2-imidazolidinone; copper(I) iodide dimethyl sulfide complex In tetrahydrofuran; 2-methyltetrahydrofuran at -78 - 23℃; Inert atmosphere; Sealed tube;	85%

: 1559-02-0
diethyl cyclopropane-1,1-dicarboxylate

: 611-10-9
2-ethoxycarbonyl-1-cyclopentanone

: 2-[2-(1-ethoxycarbonyl-2-oxo-cyclopentyl)-ethyl]-malonic acid diethyl ester

Conditions

Conditions	Yield
With ytterbium(III) triflate In acetonitrile at 70℃; under 6000480 Torr; for 120h;	83%

: 1559-02-0
diethyl cyclopropane-1,1-dicarboxylate

: 100-28-7
4-Nitrophenyl isocyanate

: diethyl 1-(4-nitrophenyl)-2-oxopyrrolidine-3,3-dicarboxylate

Conditions

Conditions	Yield
With C8H18BrI2Sn(2-)*BrMg(1+) In 1,2-dichloro-ethane at 40℃; for 24h; Inert atmosphere;	82%

: 1559-02-0
diethyl cyclopropane-1,1-dicarboxylate

: 1655-07-8
ethyl 2-oxocyclohexane carboxylate

: 2-[2-(1-ethoxycarbonyl-2-oxo-cyclohexyl)-ethyl]-malonic acid diethyl ester

Conditions

Conditions	Yield
With ytterbium(III) triflate In acetonitrile at 70℃; under 6000480 Torr; for 120h;	81%

Diethyl 1,1-cyclopropanedicarboxylate Specification

The Diethyl cyclopropane-1,1-dicarboxylate is an organic compound with the formula C₉H₁₄O₄. The IUPAC name of this chemical is diethyl cyclopropane-1,1-dicarboxylate. With the CAS registry number 1559-02-0, it is also named as 1,1-cyclopropanedicarboxylic acid, diethyl ester. The product's categories are Cyclopropanes; Simple 3-Membered Ring Compounds; Cycloalkanes; C8 to C9; Carbonyl Compounds; Esters. Besides, it is a clear colorless liquid, which should be stored in a cool and dry place.

Physical properties about Diethyl cyclopropane-1,1-dicarboxylate are: (1)ACD/LogP: 1.18; (2)ACD/LogD (pH 5.5): 1.18; (3)ACD/LogD (pH 7.4): 1.18; (4)ACD/BCF (pH 5.5): 4.67; (5)ACD/BCF (pH 7.4): 4.67; (6)ACD/KOC (pH 5.5): 104.94; (7)ACD/KOC (pH 7.4): 104.94; (8)#H bond acceptors: 4; (9)#Freely Rotating Bonds: 6; (10)Polar Surface Area: 52.6 Å²; (11)Index of Refraction: 1.473; (12)Molar Refractivity: 44.9 cm³; (13)Molar Volume: 159.9 cm³; (14)Polarizability: 17.8×10^-24cm³; (15)Surface Tension: 42.4 dyne/cm; (16)Density: 1.164 g/cm³; (17)Flash Point: 86.7 °C; (18)Enthalpy of Vaporization: 45.56 kJ/mol; (19)Boiling Point: 219.2 °C at 760 mmHg; (20)Vapour Pressure: 0.121 mmHg at 25°C.

Preparation: this chemical can be prepared by 1,2-dibromo-ethane and malonic acid diethyl ester. This reaction will need reagent NaOEt and solvent ethanol. The yield is about 52%.

Uses of Diethyl cyclopropane-1,1-dicarboxylate: it can be used to produce cyclopropane-1,1-diyl-bis-methanol. It will need reagent LiAlH₄and diethyl ether.

When you are using this chemical, please be cautious about it as the following:
This chemical is irritating to eyes, respiratory system and skin. When you are using it, wear suitable protective clothing, do not breathe gas/fumes/vapour/spray (appropriate wording to be specified by the manufacturer) and avoid contact with skin and eyes In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
(1)SMILES: O=C(OCC)C1(C(=O)OCC)CC1
(2)InChI: InChI=1/C9H14O4/c1-3-12-7(10)9(5-6-9)8(11)13-4-2/h3-6H2,1-2H3
(3)InChIKey: KYYUCZOHNYSLFV-UHFFFAOYAR
(4)Std. InChI: InChI=1S/C9H14O4/c1-3-12-7(10)9(5-6-9)8(11)13-4-2/h3-6H2,1-2H3
(5)Std. InChIKey: KYYUCZOHNYSLFV-UHFFFAOYSA-N

Product Name

Diethyl 1,1-cyclopropanedicarboxylate

Synthetic route

Diethyl 1,1-cyclopropanedicarboxylate Specification

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