Ethyl hydrogen malonate supplier

Name
Ethyl hydrogen malonate
EINECS 213-992-7
CAS No. 1071-46-1
Article Data87
CAS DataBase
Density 1.21 g/cm³
Solubility Miscible with water, chloroform and other solvents.
Melting Point -13°C(lit.)
Formula C₅H₈O₄
Boiling Point 237.2 °C at 760 mmHg
Molecular Weight 132.116
Flash Point 100.8 °C
Transport Information
Appearance COA
Safety 26-36
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms Malonicacid, ethyl ester (6CI,7CI);Malonic acid, monoethyl ester (8CI);Propanedioicacid, monoethyl ester (9CI);(Ethoxycarbonyl)acetic acid;3-Ethoxy-3-oxopropanoic acid;Propanedioic acid,1-ethyl ester;Monoethyl hydrogen malonate;Monoethyl malonate;
PSA 63.60000
LogP 0.02420

Synthetic route

: 6148-64-7
ethyl potassium malonate

: 1071-46-1
hydrogen ethyl malonate

Conditions

Conditions	Yield
With hydrogenchloride In water at 5℃; for 1h;	100%
With hydrogenchloride In water at 0℃; for 0.666667h;	99%
With hydrogenchloride In water Inert atmosphere; Cooling with ice;	91%

: 105-53-3
diethyl malonate

: 1071-46-1
hydrogen ethyl malonate

Conditions

Conditions	Yield
With potassium hydroxide In ethanol; water at 25℃; for 1h;	94%
With potassium hydroxide In tetrahydrofuran at 0℃; for 1h;	90%
Stage #1: diethyl malonate With potassium hydroxide; water In tetrahydrofuran at 0℃; for 1h; Stage #2: With hydrogenchloride; water In tetrahydrofuran at 0℃; Product distribution / selectivity;	90%

: 105-56-6
ethyl 2-cyanoacetate

: 1071-46-1
hydrogen ethyl malonate

Conditions

Conditions	Yield
With potassium phosphate buffer; nitrilase from Alcaligenes faecalis ATCC8750 at 30℃; for 7h; pH=7.3;	94%
With benzene-1,2-dicarboxylic acid at 250℃; under 7600 Torr; for 0.25h; microwave irradiation;	53%
With benzene-1,2-dicarboxylic acid at 240℃; under 3040 Torr; for 1h;	10%
With copper(II) sulfate at 240℃; for 1h;	9%

: 64-17-5
ethanol

: 141-82-2
malonic acid

: 1071-46-1
hydrogen ethyl malonate

Conditions

Conditions	Yield
With boric acid Heating;	80%
With sulfuric acid
With sulfuric acid In acetone for 168h;
With boric acid for 18h; Reflux;
at 80℃;

: 105-53-3
diethyl malonate

A: 141-82-2
malonic acid

B: 1071-46-1
hydrogen ethyl malonate

Conditions

Conditions	Yield
Stage #1: diethyl malonate With water; potassium hydroxide In tetrahydrofuran at 0℃; for 0.5h; Stage #2: In tetrahydrofuran; water Acidic conditions;	A 8.3% B 76.9%
Stage #1: diethyl malonate With water; potassium hydroxide at 0℃; for 6h; Stage #2: Acidic aq. solution;	A 36.6% B 35.6%

: 141-82-2
malonic acid

: 141-78-6
ethyl acetate

: 1071-46-1
hydrogen ethyl malonate

Conditions

Conditions	Yield
With iron(III) perchlorate for 2h; Ambient temperature;	76%

: 7597-56-0
ethyl malonamate

A: 60-35-5
acetamide

B: 141-82-2
malonic acid

C: 1071-46-1
hydrogen ethyl malonate

D: 64-19-7
acetic acid

Conditions

Conditions	Yield
With phthalic anhydride at 240 - 250℃; under 3040 Torr; for 1h; Hydrolysis;	A n/a B n/a C 53% D n/a

...Expand

: 201230-82-2
carbon monoxide

: 623-48-3
ethyl iodoacetae

: 1071-46-1
hydrogen ethyl malonate

Conditions

Conditions	Yield
With dmap; bis-triphenylphosphine-palladium(II) chloride; pyrrole; triethylamine In water; toluene UV-irradiation; Autoclave;	52%

: malonic acid ethyl ester 2-thioxo-2H-pyridin-1-yl ester

A: 28856-92-0
(Ethoxycarbonyl)methyl 2-pyridyl sulfide

B: 2127-03-9
2,2'-dipyridyldisulphide

C: 1071-46-1
hydrogen ethyl malonate

Conditions

Conditions	Yield
In benzene photolysis; Irradiation;	A 48% B 3% C 17%

...Expand

: 124-38-9
carbon dioxide

: 105-36-2
ethyl bromoacetate

: 1071-46-1
hydrogen ethyl malonate

Conditions

Conditions	Yield
With tetraethylammonium chloride; silver; magnesium In acetonitrile at 0℃; under 760.051 Torr; Electrolysis;	38%

: 141-78-6
ethyl acetate

: 1071-46-1
hydrogen ethyl malonate

Conditions

Conditions	Yield
With diethyl ether; ammonia; sodium amide nachfolgendes Behandeln mit festem CO2;
With triphenylmethyl sodium at 0℃; nachfolgendes Behandeln mit festem CO2;

: 64-17-5
ethanol

: 16501-24-9
S,S'-diethyl dithiomalonate

: 1071-46-1
hydrogen ethyl malonate

Conditions

Conditions	Yield
With potassium hydroxide Heating;

: 16694-80-7
ethyl (ethylthio)carbonylacetate

: 1071-46-1
hydrogen ethyl malonate

Conditions

Conditions	Yield
With potassium hydroxide In ethanol Heating;

: 541-41-3
chloroformic acid ethyl ester

: 64-19-7
acetic acid

: 1071-46-1
hydrogen ethyl malonate

Conditions

Conditions	Yield
(i) LDA, (ii) /BRN= 385653/; Multistep reaction;

: 2033-24-1
cycl-isopropylidene malonate

: 64-17-5
ethanol

: 1071-46-1
hydrogen ethyl malonate

Conditions

Conditions	Yield
for 24h; Heating;
In toluene for 2h; Heating; Yield given;
In toluene for 5h; Heating;

: 1462-12-0
diethyl ethylidenemalonate

A: 1071-46-1
hydrogen ethyl malonate

B: 2-Eth-(Z)-ylidene-malonic acid monoethyl ester

C: 2-Eth-(E)-ylidene-malonic acid monoethyl ester

Conditions

Conditions	Yield
With water pH 8;

...Expand

: 32864-38-3
tert-Butyl ethyl malonate

: 1071-46-1
hydrogen ethyl malonate

Conditions

Conditions	Yield
With bromocatecholborane In dichloromethane for 18h; Ambient temperature; Yield given;

: 124-38-9
carbon dioxide

: 105-39-5
chloroacetic acid ethyl ester

: 1071-46-1
hydrogen ethyl malonate

Conditions

Conditions	Yield
In tetrahydrofuran at 5℃; electrochemical oxidation;

: 124-38-9
carbon dioxide

: 141-78-6
ethyl acetate

: 1071-46-1
hydrogen ethyl malonate

Conditions

Conditions	Yield
Reaktion des Natriumenolats;

potassium salt of monoethyl ester: potassium salt of monoethyl ester

: 1071-46-1
hydrogen ethyl malonate

Conditions

Conditions	Yield
With hydrogenchloride

: 3,4-dibromo-2-oxo-but-3-ene-1,1,4-tricarboxylic acid-1,1-diethyl ester

alkali, aqueous: alkali, aqueous

A: 608-37-7
dibromomaleic acid

B: 1071-46-1
hydrogen ethyl malonate

Conditions

Conditions	Yield
Erwaermen;

...Expand

: 861351-52-2
oxo-ethane-1,1,2-tricarboxylic acid triethyl ester

: 7732-18-5
water

hydrochloric acid , concentrated: hydrochloric acid , concentrated

A: 1071-46-1
hydrogen ethyl malonate

B: 144-62-7
oxalic acid

...Expand

: 861351-52-2
oxo-ethane-1,1,2-tricarboxylic acid triethyl ester

: 7732-18-5
water

sulfuric acid , aqueous: sulfuric acid , aqueous

A: 1071-46-1
hydrogen ethyl malonate

B: 144-62-7
oxalic acid

Conditions

Conditions	Yield
Erhitzen;

...Expand

: 105-53-3
diethyl malonate

Me3SiCH2C(Me)=CH(CH2)2CH(Me)-X: Me3SiCH2C(Me)=CH(CH2)2CH(Me)-X

A: 1071-46-1
hydrogen ethyl malonate

B Na2S2O8: Na2S2O8

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 91 percent / KOH / ethanol / 1 h / Heating 2: 100 percent / HCl / H2O / 1 h / 5 °C View Scheme

...Expand

: 105-53-3
diethyl malonate

PhCOCH2-X: PhCOCH2-X

: 1071-46-1
hydrogen ethyl malonate

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 50 percent / KOH / ethanol 2: 55 percent / conc. HCl / H2O View Scheme

: 105-56-6
ethyl 2-cyanoacetate

ethyl-<3-bromo propionate>: ethyl-<3-bromo propionate>

A: 1071-46-1
hydrogen ethyl malonate

B sodium hydroxide: sodium hydroxide

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: (i) HCl, benzene, (ii) H2O 2: KOH / ethanol / Heating View Scheme

...Expand

: 43167-10-8
sodium monoethyl malonate

: 1071-46-1
hydrogen ethyl malonate

Conditions

Conditions	Yield
With hydrogenchloride; water pH=3;	52.2 g

: 15159-48-5
2,4-oxetanedione

: 64-17-5
ethanol

: 1071-46-1
hydrogen ethyl malonate

Conditions

Conditions	Yield
at -65℃;

: 1071-46-1
hydrogen ethyl malonate

: 103-80-0
phenylacetyl chloride

: 718-08-1
ethyl 3-oxo-4-phenylbutyrate

Conditions

Conditions	Yield
Stage #1: hydrogen ethyl malonate With n-butyllithium In tetrahydrofuran; hexane at -78 - -10℃; Stage #2: phenylacetyl chloride In tetrahydrofuran; hexane at -78℃; for 0.166667h; Further stages.;	100%
With [2,2]bipyridinyl; n-butyllithium In tetrahydrofuran; hexane at -65℃; for 0.0833333h;	85%
	75%

: 1071-46-1
hydrogen ethyl malonate

: 75-65-0
tert-butyl alcohol

: 32864-38-3
tert-Butyl ethyl malonate

Conditions

Conditions	Yield
With dicyclohexyl-carbodiimide In dichloromethane at 25℃; for 0.25h;	100%
With dicyclohexyl-carbodiimide In acetonitrile for 2h;	66%
With diphenyl phosphoryl azide; triethylamine
With 2-chloro-1-methyl-pyridinium iodide; benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine In acetonitrile at 20℃; for 2h;
With dicyclohexyl-carbodiimide In acetonitrile at 25℃; for 1h;

: 1071-46-1
hydrogen ethyl malonate

: 88419-56-1
2,4,5-trifluorobenzoyl chloride

: 98349-24-7
ethyl 2,4,5-trifluorobenzoylacetate

Conditions

Conditions	Yield
Stage #1: hydrogen ethyl malonate With n-butyllithium; triphenylmethane In tetrahydrofuran Metallation; Stage #2: 2,4,5-trifluorobenzoyl chloride In tetrahydrofuran at 20℃; for 1h; Acetylation;	100%
Stage #1: hydrogen ethyl malonate With n-butyllithium In tetrahydrofuran at -75 - -5℃; for 0.0333333h; Stage #2: 2,4,5-trifluorobenzoyl chloride In tetrahydrofuran at -75 - 20℃; Stage #3: With hydrogenchloride; water In tetrahydrofuran; ethyl acetate	89%
With n-butyllithium; biquinoline 1.) THF, -30 deg C to - 5 deg C, 2.) -50 deg C, 0.5 h; Yield given. Multistep reaction;

: 1071-46-1
hydrogen ethyl malonate

: 37517-78-5
magnesium bis(3-ethoxy-3-oxopropanoate)

Conditions

Conditions	Yield
With magnesium(II) chloride hexahydrate; potassium hydroxide In water Cooling with ice;	100%
With magnesium In tetrahydrofuran for 4h; Heating / reflux;
With magnesium ethylate In tetrahydrofuran at 20℃; for 2.5h;

: 1071-46-1
hydrogen ethyl malonate

: 148151-47-7
(2R)-tetrahydrofuran-2-carboxylic acid chloride

: 1161825-32-6
ethyl 3-oxo-3-[(2R)-tetrahydrofuran-2-yl]propanoate

Conditions

Conditions	Yield
Stage #1: hydrogen ethyl malonate With n-butyllithium In tetrahydrofuran; hexanes at -78 - -5℃; Stage #2: (2R)-tetrahydrofuran-2-carboxylic acid chloride In tetrahydrofuran; hexanes at -65℃; for 1h;	100%

: 1071-46-1
hydrogen ethyl malonate

: 1227685-20-2
(2S,4R)-1-benzyl 4-methyl 4-amino-2-methylpiperidine-1,4-dicarboxylate

: 1-benzyl 4-methyl (2S,4R)-4-[(3-ethoxy-3-oxopropanoyl)amino]-2-methylpiperidine-1,4-dicarboxylate

Conditions

Conditions	Yield
With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In dichloromethane at 20℃;	100%

: 1071-46-1
hydrogen ethyl malonate

: 619-21-6
m-formylphenyl benzoic acid

: 91047-79-9
(E)-3-(3-ethoxy-3-oxoprop-1-en-1-yl)benzoic acid

Conditions

Conditions	Yield
With piperidine In pyridine at 100℃; for 18h; Inert atmosphere;	100%

: 1071-46-1
hydrogen ethyl malonate

: 1616724-87-8
C20H32N2

: 1616724-88-9
C25H38N2O3

Conditions

Conditions	Yield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 0.25℃; for 12h;	100%

: 1071-46-1
hydrogen ethyl malonate

: ethyl 2-((cyclopropylmethyl)amino)benzoate

: ethyl 2-(N-(cyclopropylmethyl)-3-ethoxy-3-oxopropanamido)benzoate

Conditions

Conditions	Yield
With pyridine; trichlorophosphate In acetonitrile at 0 - 5℃; for 2h;	100%

: 120-57-0
piperonal

: 1071-46-1
hydrogen ethyl malonate

: 24393-66-6
ethyl (E)-3-(benzo[d][1,3]dioxol-5-yl)acrylate

Conditions

Conditions	Yield
With poly{styrene-co-[4-(N-methyl-N-vinylbenzyl-amino)pyridine]-co-[1-phenyl-3-(4-vinylbenzyl)piperazine]} In N,N-dimethyl-formamide at 50℃; decarboxylative Doebner-Knoevenagel condensation reaction; optical yield given as %de; stereoselective reaction;	99%
With piperidine; pyridine
With piperidine; pyridine at 70℃; for 9h;

: 1071-46-1
hydrogen ethyl malonate

: 70685-50-6
(E)-4-(4-Isopropoxy-phenyl)-but-3-en-2-one

: 111973-93-4
3-Hydroxy-5-(4-isopropoxy-phenyl)-cyclohex-2-enone

Conditions

Conditions	Yield
With sodium methylate In methanol	99%

: 1071-46-1
hydrogen ethyl malonate

: 79-30-1
isobutyryl chloride

: 7152-15-0
ethyl 4-methyl-3-oxo-pentanoate

Conditions

Conditions	Yield
With n-butyllithium In tetrahydrofuran	99%
Stage #1: hydrogen ethyl malonate With [2,2]bipyridinyl; n-butyllithium In tetrahydrofuran; hexane at -70 - -10℃; Inert atmosphere; Stage #2: isobutyryl chloride In tetrahydrofuran; hexane at -65℃; for 0.166667h; Inert atmosphere;	80%

: 1071-46-1
hydrogen ethyl malonate

: 123-11-5
4-methoxy-benzaldehyde

: 24393-56-4
ethyl (E)-3-(4-methoxyphenyl)prop-2-enoate

Conditions

Conditions	Yield
With dmap In N,N-dimethyl-formamide at 25℃; Doebner-Knoevenagel reaction;	99%
With dmap In N,N-dimethyl-formamide at 25℃; Knoevenagel reaction;	99%
piperidine; dmap In N,N-dimethyl-formamide at 10 - 20℃; for 24h; Product distribution / selectivity;	99%
With poly{styrene-co-[4-(N-methyl-N-vinylbenzyl-amino)pyridine]-co-[1-phenyl-3-(4-vinylbenzyl)piperazine]} In N,N-dimethyl-formamide at 50℃; decarboxylative Doebner-Knoevenagel condensation reaction; optical yield given as %de;	97%

: 98-03-3
thiophene-2-carbaldehyde

: 1071-46-1
hydrogen ethyl malonate

: 13979-15-2
ethyl (E)-3-(thiophen-2-yl)acrylate

Conditions

Conditions	Yield
With poly{styrene-co-[4-(N-methyl-N-vinylbenzyl-amino)pyridine]-co-[1-phenyl-3-(4-vinylbenzyl)piperazine]} In N,N-dimethyl-formamide at 50℃; decarboxylative Doebner-Knoevenagel condensation reaction; optical yield given as %de; stereoselective reaction;	99%
With dmap

: 1071-46-1
hydrogen ethyl malonate

: 623-33-6
glycine ethyl ester hydrochloride

: 51925-56-5
ethyl 3-((2-ethoxy-2-oxoethyl)amino)-3-oxopropanoate

Conditions

Conditions	Yield
With dmap; triethylamine; dicyclohexyl-carbodiimide In dichloromethane at 0 - 20℃; for 6.5h; Inert atmosphere;	99%
Stage #1: hydrogen ethyl malonate; glycine ethyl ester hydrochloride With dmap; triethylamine In dichloromethane at 0℃; for 0.5h; Stage #2: With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 7h;	79%
With dicyclohexyl-carbodiimide; trimethylamine In dichloromethane at 0 - 20℃; for 4.5h;	78%
With triethylamine; dicyclohexyl-carbodiimide In dichloromethane at 20℃;	70%

: 500-22-1
3-pyridinecarboxaldehyde

: 1071-46-1
hydrogen ethyl malonate

: 59607-99-7, 28447-17-8
ethyl (E)-3-(pyridin-3-yl)acrylate

Conditions

Conditions	Yield
With poly{styrene-co-[4-(N-methyl-N-vinylbenzyl-amino)pyridine]-co-[1-phenyl-3-(4-vinylbenzyl)piperazine]} In N,N-dimethyl-formamide at 50℃; decarboxylative Doebner-Knoevenagel condensation reaction; optical yield given as %de; stereoselective reaction;	99%

: 1071-46-1
hydrogen ethyl malonate

: 1122-91-4
4-bromo-benzaldehyde

: 24393-53-1, 136265-11-7, 15795-20-7
ethyl (E)-3-(4-bromophenyl)-2-propenoate

Conditions

Conditions	Yield
With poly{styrene-co-[4-(N-methyl-N-vinylbenzyl-amino)pyridine]-co-[1-phenyl-3-(4-vinylbenzyl)piperazine]} In N,N-dimethyl-formamide at 50℃; decarboxylative Doebner-Knoevenagel condensation reaction; optical yield given as %de; stereoselective reaction;	99%

: 1071-46-1
hydrogen ethyl malonate

: 135-02-4
ortho-anisaldehyde

: 24393-54-2
ethyl 3-(2-methoxyphenyl)prop-2-enoate

Conditions

Conditions	Yield
With poly{styrene-co-[4-(N-methyl-N-vinylbenzyl-amino)pyridine]-co-[1-phenyl-3-(4-vinylbenzyl)piperazine]} In N,N-dimethyl-formamide at 50℃; decarboxylative Doebner-Knoevenagel condensation reaction; optical yield given as %de; stereoselective reaction;	99%

: 1071-46-1
hydrogen ethyl malonate

: 100-61-8
N-methylaniline

: 59050-15-6
ethyl 3-(N-methyl-N-phenylamino)-3-oxopropionate

Conditions

Conditions	Yield
With 2-chloro-1-methyl-pyridinium iodide; triethylamine In dichloromethane at 0 - 20℃; for 3h; Inert atmosphere;	99%
With dicyclohexyl-carbodiimide In dichloromethane at 20℃;	90%
With 2-chloro-1-methyl-pyridinium iodide; triethylamine In dichloromethane at 0 - 20℃; for 1h; Inert atmosphere;	77%

: 1071-46-1
hydrogen ethyl malonate

: 617-27-6
DL-alanine ethyl ester hydrochloride

: N-Aethoxycarbonylacetylsarcosinaethylester

Conditions

Conditions	Yield
With dmap; triethylamine; dicyclohexyl-carbodiimide In dichloromethane at 0 - 20℃; for 2.5h; Inert atmosphere;	99%

: 1071-46-1
hydrogen ethyl malonate

: 121-33-5
vanillin

: 4046-02-0
ethyl 4-hydroxy-3-methoxycinnamate

Conditions

Conditions	Yield
Stage #1: hydrogen ethyl malonate; vanillin With piperidine; pyridine at 100℃; for 24h; Knoevenagel Condensation; Stage #2: With hydrogenchloride In water at -10 - 0℃; for 24h;	98%
With piperidine In pyridine at 100℃; for 8h; Knoevenagel Condensation;	97%
With piperidine; pyridine; aniline
With pyridine Knoevenagel Condensation; Reflux;

: 1071-46-1
hydrogen ethyl malonate

: 196819-38-2
(S)-N-[1-(5-oxazoyl)ethyl]-1H-indole-3-ethanamine

: 196819-50-8
(S)-3-[[2-(1H-indol-3-yl)ethyl][1-(5-oxazoyl)ethyl]amino]-3-oxopropanoic acid ethyl ester

Conditions

Conditions	Yield
With diethyl cyanophosphonate; triethylamine In N,N-dimethyl-formamide for 2h; Ambient temperature;	98%
With diethyl cyanophosphonate; triethylamine In N,N-dimethyl-formamide at 20℃; for 2h; Condensation;	98%

: 1071-46-1
hydrogen ethyl malonate

: 501-53-1
benzyl chloroformate

A: 42998-51-6
benzyl ethyl malonate

B CO2: CO2

Conditions

Conditions	Yield
With triethylamine In tetrahydrofuran at 4℃; for 0.5h;	A 98% B n/a

...Expand

: 57690-96-7
2,2-dimethylbut-3-enoyl chloride

: 1071-46-1
hydrogen ethyl malonate

: 66248-79-1
ethyl 4,4-dimethyl-3-oxo-hex-5-enoate

Conditions

Conditions	Yield
Stage #1: hydrogen ethyl malonate With [2,2]bipyridinyl; n-butyllithium In tetrahydrofuran; hexane at -70 - -10℃; Stage #2: 2,2-dimethylbut-3-enoyl chloride In tetrahydrofuran; hexane at -60 - 0℃; for 3h;	98%
With n-butyllithium In tetrahydrofuran; hexane at -65℃; for 1h;	8.1 g
Stage #1: hydrogen ethyl malonate With n-butyllithium In tetrahydrofuran; hexanes at -70 - -10℃; Inert atmosphere; Stage #2: 2,2-dimethylbut-3-enoyl chloride In tetrahydrofuran; hexanes at -60 - 0℃; for 3h;

: 1071-46-1
hydrogen ethyl malonate

: 122-85-0
para-acetamidobenzaldehyde

: 215258-04-1
ethyl 3-(4-acetylaminophenyl)-2-propenoate

Conditions

Conditions	Yield
With poly{styrene-co-[4-(N-methyl-N-vinylbenzyl-amino)pyridine]-co-[1-phenyl-3-(4-vinylbenzyl)piperazine]} In N,N-dimethyl-formamide at 50℃; decarboxylative Doebner-Knoevenagel condensation reaction; optical yield given as %de; stereoselective reaction;	98%
With dmap In N,N-dimethyl-formamide at 25℃; for 168h; Knoevenagel reaction;	92%

: 1071-46-1
hydrogen ethyl malonate

: 1750-36-3, 33993-35-0, 538-51-2, 137431-97-1, 137432-04-3
(E)-N-benzylidenebenzenamine

: ethyl (+/-)-trans-2-oxo-1,4-diphenyl-azetidine-3-carboxylate

Conditions

Conditions	Yield
Stage #1: hydrogen ethyl malonate With 1,1'-carbonyldiimidazole In dichloromethane at 25℃; for 1h; Stage #2: (E)-N-benzylidenebenzenamine In dichloromethane at 25℃; for 1h;	98%
Stage #1: hydrogen ethyl malonate With 1,1'-carbonyldiimidazole In dichloromethane at 20℃; for 1h; Staudinger reaction; Inert atmosphere; Stage #2: (E)-N-benzylidenebenzenamine In dichloromethane at 20℃; for 1h; Staudinger reaction; Inert atmosphere; stereoselective reaction;	79%

: 1071-46-1
hydrogen ethyl malonate

: 104-88-1
4-chlorobenzaldehyde

: 24393-52-0
ethyl (E)-3-(4-chlorophenyl)prop-2-enoate

Conditions

Conditions	Yield
With poly{styrene-co-[4-(N-methyl-N-vinylbenzyl-amino)pyridine]-co-[1-phenyl-3-(4-vinylbenzyl)piperazine]} In N,N-dimethyl-formamide at 50℃; decarboxylative Doebner-Knoevenagel condensation reaction; optical yield given as %de; stereoselective reaction;	98%
With dmap

: 1071-46-1
hydrogen ethyl malonate

: ethyl 2-(butoxyamino)benzoate

: ethyl 2-(N-butoxy-3-ethoxy-3-oxopropanamido)benzoate

Conditions

Conditions	Yield
With pyridine; trichlorophosphate In acetonitrile at 0 - 5℃; for 2h;	98%

: 1071-46-1
hydrogen ethyl malonate

: 74389-78-9
4-(p-isopropylphenyl)-3-buten-2-one

: 111945-86-9
3-Hydroxy-5-(4-isopropyl-phenyl)-cyclohex-2-enone

Conditions

Conditions	Yield
With sodium methylate In methanol	97%

Ethyl hydrogen malonate Chemical Properties

Molecule structure of Ethyl hydrogen malonate (CAS NO.1071-46-1):

IUPAC Name: 3-Ethoxy-3-oxopropanoic acid
Molecular Weight: 132.11462 g/mol
Molecular Formula: C₅H₈O₄
Density: 1.21 g/cm³
Boiling Point: 237.2 °C at 760 mmHg
Flash Point: 100.8 °C
Index of Refraction: 1.436
Molar Refractivity: 28.55 cm³
Molar Volume: 109.1 cm³
Surface Tension: 41.8 dyne/cm
Enthalpy of Vaporization: 52.21 kJ/mol
Vapour Pressure: 0.0155 mmHg at 25 °C
XLogP3: 0.3
H-Bond Donor: 1
H-Bond Acceptor: 4
Rotatable Bond Count: 4
Exact Mass: 132.042259
MonoIsotopic Mass: 132.042259
Topological Polar Surface Area: 63.6
Heavy Atom Count: 9
Canonical SMILES: CCOC(=O)CC(=O)O
InChI: InChI=1S/C5H8O4/c1-2-9-5(8)3-4(6)7/h2-3H2,1H3,(H,6,7)
InChIKey: HGINADPHJQTSKN-UHFFFAOYSA-N
EINECS: 213-992-7
Product Categories: Small molecule;API intermediates;C2 to C5;Carbonyl Compounds;Esters

Ethyl hydrogen malonate Uses

Ethyl hydrogen malonate (CAS NO.1071-46-1) is used as pharmaceutical intermediates.

Ethyl hydrogen malonate Safety Profile

Hazard Codes: Irritant Xi
Risk Statements: 36/37/38
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26-36
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36:Wear suitable protective clothing.
WGK Germany: 3

Ethyl hydrogen malonate Specification

Ethyl hydrogen malonate (CAS NO.1071-46-1) is also named as (Ethoxycarbonyl)acetic acid ; 3-Ethoxy-3-oxopropansäure ; Acide 3-éthoxy-3-oxopropanoïque ; Malonic acid ethyl ester ; Monoethyl hydrogen malonate ; propanedioic acid, monoethyl ester .

Product Name

Ethyl hydrogen malonate

Synthetic route

Ethyl hydrogen malonate Chemical Properties

Ethyl hydrogen malonate Uses

Ethyl hydrogen malonate Safety Profile

Ethyl hydrogen malonate Specification

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