Triethyl methanetricarboxylate supplier

Name
Triethyl methanetricarboxylate
EINECS 228-477-2
CAS No. 6279-86-3
Article Data23
CAS DataBase
Density 1.136 g/cm³
Solubility immiscible with water
Melting Point 25-26 °C(lit.)
Formula C₁₀H₁₆O₆
Boiling Point 281.3 °C at 760 mmHg
Molecular Weight 232.233
Flash Point 118.3 °C
Transport Information
Appearance clear colorless to yellow liquid after melting
Safety 23-24/25
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms Methanetricarboxylicacid, triethyl ester (7CI,8CI,9CI);Diethyl (carboethoxy)malonate;Diethyl(ethoxycarbonyl)malonate;Diethyl 2-ethoxycarbonylmalonate;NSC 11006;Tri(ethoxycarbonyl)methane;Tricarboethoxymethane;Tris(ethoxycarbonyl)methane;
PSA 78.90000
LogP 0.29190

Synthetic route

: 930297-54-4
2-(indoline-1-carbonyl)-3-(indolin-1-yl)-3-oxopropionic acid

A: 649765-74-2
methanetri-N-(indolin-1-yl)carboxamide

B: 6279-86-3
methanetricarboxylic acid triethyl ester

Conditions

Conditions	Yield
at 220℃;	A 85% B n/a

: 16515-85-8
triethyl pent-4-ene-1,2,2-tricarboxylate

: 6279-86-3
methanetricarboxylic acid triethyl ester

Conditions

Conditions	Yield
With titanium(IV) isopropylate; isopropylmagnesium chloride In diethyl ether at -50 - -40℃; for 1h; deallylation;	83%

: 541-41-3
chloroformic acid ethyl ester

: 105-53-3
diethyl malonate

: 6279-86-3
methanetricarboxylic acid triethyl ester

Conditions

Conditions	Yield
With magnesium oxide In toluene at 80 - 83℃; for 7h; further reag.: Mg(OH)2, K2CO3, Et3N, pyridine,; add of Bu4NCl,MgCl2; var solv. temp. and time;	71%
Stage #1: diethyl malonate With magnesium ethylate In ethanol at 80℃; for 2h; Stage #2: chloroformic acid ethyl ester In tetrahydrofuran; tetrachloromethane; ethanol for 1h; Heating;	71%
With magnesium oxide In toluene at 80℃; for 7h; Temperature;	65%

: 543-27-1
isobutyl chloroformate

A: 6279-86-3
methanetricarboxylic acid triethyl ester

B: 125563-02-2
diethyl isobutyl methanetricarboxylate

C: 125563-03-3
ethyl-diisobutyl methanetricarboxylate

Conditions

Conditions	Yield
With magnesium oxide In toluene at 80 - 83℃; for 7h;	A 1.5% B 69% C 2.7%

...Expand

: triethyl 4-phenyl-3-butyne-1,1,1-tricarboxylate

A: 6279-86-3
methanetricarboxylic acid triethyl ester

B: 211992-53-9
diethyl [2-(ethoxycarbonyl)-3-phenyl-2-(E)-propenyl]malonate

Conditions

Conditions	Yield
With titanium(IV) isopropylate; isopropylmagnesium chloride In diethyl ether at -50 - -40℃; for 1h; Rearrangement; depropargylation;	A 19% B 57%

: 72091-41-9
(Oxomethylen)malonsaeure-diethylester

: 64-17-5
ethanol

: 6279-86-3
methanetricarboxylic acid triethyl ester

: 72091-41-9
(Oxomethylen)malonsaeure-diethylester

: 6279-86-3
methanetricarboxylic acid triethyl ester

Conditions

Conditions	Yield
at 180℃;
at 180℃;
With ethanol

: 854747-47-0
bromo-methanetricarboxylic acid triethyl ester

: 996-82-7
sodium diethylmalonate

A: 6279-86-3
methanetricarboxylic acid triethyl ester

B: 632-56-4
tetraethyl ethane-1,1,2,2-tetracarboxylate

...Expand

: 39000-70-9
methanetetracarboxylic acid tetraethyl ester

: 6279-86-3
methanetricarboxylic acid triethyl ester

Conditions

Conditions	Yield
With alkali

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

: 541-41-3
chloroformic acid ethyl ester

: 6279-86-3
methanetricarboxylic acid triethyl ester

Conditions

Conditions	Yield
With benzene

: 64-17-5
ethanol

: diethyl ethoxymagnesium malonate

: 541-41-3
chloroformic acid ethyl ester

: 6279-86-3
methanetricarboxylic acid triethyl ester

...Expand

: 996-82-7
sodium diethylmalonate

: 541-41-3
chloroformic acid ethyl ester

: 6279-86-3
methanetricarboxylic acid triethyl ester

: 996-82-7
sodium diethylmalonate

: 541-41-3
chloroformic acid ethyl ester

A: 6279-86-3
methanetricarboxylic acid triethyl ester

B: 39000-70-9
methanetetracarboxylic acid tetraethyl ester

...Expand

: 141-52-6
sodium ethanolate

: 541-41-3
chloroformic acid ethyl ester

: 105-53-3
diethyl malonate

: 6279-86-3
methanetricarboxylic acid triethyl ester

...Expand

: 141-52-6
sodium ethanolate

: 141-78-6
ethyl acetate

: 105-58-8
Diethyl carbonate

A: 6279-86-3
methanetricarboxylic acid triethyl ester

B: 105-53-3
diethyl malonate

Conditions

Conditions	Yield
unter Abdestillieren des entstandenen Alkohols;

...Expand

: 141-78-6
ethyl acetate

: 105-58-8
Diethyl carbonate

A: 6279-86-3
methanetricarboxylic acid triethyl ester

B: 105-53-3
diethyl malonate

Conditions

Conditions	Yield
With sodium ethanolate
With sodium ethanolate

...Expand

: 996-82-7
sodium diethylmalonate

: 4755-77-5
Ethyl oxalyl chloride

: 6279-86-3
methanetricarboxylic acid triethyl ester

Conditions

Conditions	Yield
Des gebildeten Produkts durch Abspaltung von CO aus dem als Hauptprodukt gebildeten Oxalmalonester;

: 105-53-3
diethyl malonate

: 6279-86-3
methanetricarboxylic acid triethyl ester

Conditions

Conditions	Yield
With tetrachloromethane; ethanol; magnesium R4:Aether,man versetzt mit Chlorameisensaeureaethylester in Aether,erwaermt auf dem Wasserbad und zersetzt die erhaltene Magnesiumverbindung durch verd.Essigsaeure;

oxalmalonic acid triethyl ester: oxalmalonic acid triethyl ester

: 6279-86-3
methanetricarboxylic acid triethyl ester

oxodiazosuccinic acid ester: oxodiazosuccinic acid ester

: 6279-86-3
methanetricarboxylic acid triethyl ester

Conditions

Conditions	Yield
at 250℃; under 20 Torr;

: 72091-41-9
(Oxomethylen)malonsaeure-diethylester

oxygen, dry: oxygen, dry

: 6279-86-3
methanetricarboxylic acid triethyl ester

Conditions

Conditions	Yield
at 100℃;

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

A: 6279-86-3
methanetricarboxylic acid triethyl ester

B CO: CO

Conditions

Conditions	Yield
Erhitzen; quantitativer Zerfall beginnt langsam bei 60grad und verlaeuft rasch bei 175grad;
Destillation;

: 56-23-5
tetrachloromethane

: 70609-31-3
diethyl 2-diazo-3-oxosuccinate

platinum: platinum

A: 72091-41-9
(Oxomethylen)malonsaeure-diethylester

B: 6279-86-3
methanetricarboxylic acid triethyl ester

C nitrogen: nitrogen

Conditions

Conditions	Yield
Erhitzen;

...Expand

: 60-29-7
diethyl ether

: 996-82-7
sodium diethylmalonate

: 541-41-3
chloroformic acid ethyl ester

A: 6279-86-3
methanetricarboxylic acid triethyl ester

B methane-tetracarboxylic acid tetraethyl ester: methane-tetracarboxylic acid tetraethyl ester

...Expand

: 996-82-7
sodium diethylmalonate

: 541-41-3
chloroformic acid ethyl ester

: 71-43-2
benzene

A: 6279-86-3
methanetricarboxylic acid triethyl ester

B methane-tetracarboxylic acid tetraethyl ester: methane-tetracarboxylic acid tetraethyl ester

...Expand

: 996-82-7
sodium diethylmalonate

: 4755-77-5
Ethyl oxalyl chloride

A: 6279-86-3
methanetricarboxylic acid triethyl ester

B oxalmethanetricarboxylic acid tetraethyl ester: oxalmethanetricarboxylic acid tetraethyl ester

Conditions

Conditions	Yield
und Destillation die Produkte;

...Expand

: 6279-86-3
methanetricarboxylic acid triethyl ester

: 78-94-4
methyl vinyl ketone

: 132783-24-5
2-Ethoxycarbonyl-2-(3-oxo-butyl)-malonic acid diethyl ester

Conditions

Conditions	Yield
With tetra(n-butyl)ammonium hydrogensulfate; potassium carbonate In toluene at 20℃; for 12h;	100%
In ethanol at 90℃; for 24h; Michael addition;	70%

: 6279-86-3
methanetricarboxylic acid triethyl ester

: 196877-76-6
3-(4-methoxyphenyl)-5-(bromomethyl)isoxazole

: 5-bromomethyl-3-(4-methoxyphenyl)isoxazole

Conditions

Conditions	Yield
With potassium carbonate In acetonitrile at 20℃;	100%

: 6279-86-3
methanetricarboxylic acid triethyl ester

: N-(2-methoxy-6-methylphenyl)pent-4-enimidamide

: ethyl 2-(but-3-en-1-yl)-6-hydroxy-1-(2-methoxy-6-methylphenyl)-4-oxo-1,4-dihydropyrimidine-5-carboxylate

Conditions

Conditions	Yield
With acetic acid In toluene at 140℃; for 1.75h;	100%

: 6279-86-3
methanetricarboxylic acid triethyl ester

: 163033-41-8
hexaethyl ethane-1,1,1,2,2,2-hexacarboxylate

Conditions

Conditions	Yield
With triethylamine In acetonitrile at -40℃; electrolysis;	98%

: 635-46-1
1,2,3,4-tetrahydroisoquinoline

: 6279-86-3
methanetricarboxylic acid triethyl ester

: 84088-84-6
ethyl 1-hydroxy-3-oxo-6,7-dihydro-3H,5H-pyrido-[3,2,1-ij]quinoline-2-carboxylate

Conditions

Conditions	Yield
at 220℃; for 0.25h;	98%
Stage #1: 1,2,3,4-tetrahydroisoquinoline; methanetricarboxylic acid triethyl ester at 100 - 215℃; Stage #2: With sodium carbonate In water at 70 - 80℃; Stage #3: With hydrogenchloride In water pH=4.5 - 5;	96%
In diphenylether at 215 - 220℃; for 0.333333h;	95%

: 6279-86-3
methanetricarboxylic acid triethyl ester

: 68922-87-2
sodium 1,3-diethoxy-2-(ethoxycarbonyl)-1,3-dioxopropan-2-ide

Conditions

Conditions	Yield
With sodium ethanolate In diethyl ether; ethanol Cooling with ice; Inert atmosphere;	96%
With sodium In diethyl ether; ethanol	83%
With sodium In diethyl ether; ethanol
With sodium ethanolate In tetrahydrofuran; ethanol at 1℃;
With sodium ethanolate In tetrahydrofuran; ethanol at 0℃; Inert atmosphere;

: 6279-86-3
methanetricarboxylic acid triethyl ester

: 1186338-23-7
1-(4-bromophenyl)prop-2-ynyl pivalate

: (R)-triethyl 2-(4-bromophenyl)but-3-yne-1,1,1-tricarboxylate

Conditions

Conditions	Yield
With tetrakis(acetonitrile)copper(I)tetrafluoroborate; 2,6-bis[(S)-4-((S)-sec-butyl)-4,5-dihydrooxazol-2-yl]pyridine; N-ethyl-N,N-diisopropylamine In methanol at -20℃; for 20h; Inert atmosphere; Schlenk technique; enantioselective reaction;	96%

: 6279-86-3
methanetricarboxylic acid triethyl ester

: Br(1-)*C24H29N2OS(1+)

: (3aS,4S,6aR)-1,3-dibenzyl-4-(ω,ω,ω-tri-ethoxycarbonyl-butyl)-4H-1H-thiophene[3,4-d]iminazole-2,4(1H)-ketone

Conditions

Conditions	Yield
Stage #1: methanetricarboxylic acid triethyl ester With sodium hydride In toluene at 80℃; for 2h; Inert atmosphere; Stage #2: Br(1-)*C24H29N2OS(1+) In toluene at 80℃; for 15h; Inert atmosphere;	95.5%

: 6279-86-3
methanetricarboxylic acid triethyl ester

: 33719-11-8
(3aR)-1,3-dibenzyl-2-oxo-(3ar,8ac,8bc)-decahydro-thieno[1',2':1,2]thieno[3,4-d]imidazolium; bromide

: 1250271-02-3
C32H40N2O7S

Conditions

Conditions	Yield
Stage #1: methanetricarboxylic acid triethyl ester With sodium hydride In toluene at 80℃; for 2h; Inert atmosphere; Stage #2: (3aR)-1,3-dibenzyl-2-oxo-(3ar,8ac,8bc)-decahydro-thieno[1',2':1,2]thieno[3,4-d]imidazolium; bromide In toluene at 80℃; for 15h;	95.5%

: 1-phenylprop-2-yn-1-yl pivalate

: 6279-86-3
methanetricarboxylic acid triethyl ester

: (R)-triethyl 2-phenylbut-3-yne-1,1,1-tricarboxylate

Conditions

Conditions	Yield
With tetrakis(acetonitrile)copper(I)tetrafluoroborate; 2,6-bis[(S)-4-((S)-sec-butyl)-4,5-dihydrooxazol-2-yl]pyridine; N-ethyl-N,N-diisopropylamine In methanol at -20℃; for 20h; Concentration; Inert atmosphere; Schlenk technique; enantioselective reaction;	95%

: 6279-86-3
methanetricarboxylic acid triethyl ester

: Silver Methanetricarboxylate

Conditions

Conditions	Yield
With nitric acid; silver nitrate In water	95%

: 2689-88-5
diethyl 2,2-di(prop-2-yn-1-yl)malonate

: 6279-86-3
methanetricarboxylic acid triethyl ester

: diethyl 5-butyl-1,3-dihydro-2H-indene-2,2-dicarboxylate

Conditions

Conditions	Yield
With Wilkinson's catalyst; hex-1-yne In 1,4-dioxane at 135℃; for 24h; Reagent/catalyst; Inert atmosphere;	95%

: 6279-86-3
methanetricarboxylic acid triethyl ester

: 1737-26-4, 68120-43-4, 99493-93-3, 76155-79-8
(R)-1-[4-(trifluoromethyl)phenyl]ethan-1-ol

: 666824-77-7
triethyl (2S)-2-[4-(trifluoromethyl)phenyl]propane-1,1,1-tricarboxylate

Conditions

Conditions	Yield
With diethylazodicarboxylate; trimethylphosphane In toluene at -78 - 20℃;	94%

: 554-14-3
2-Methylthiophene

: 6279-86-3
methanetricarboxylic acid triethyl ester

: 1588910-99-9
triethyl (5-methylthiophen-2-yl)methanetricarboxylate

Conditions

Conditions	Yield
With sodium periodate; sodium acetate; manganese (II) acetate tetrahydrate; triphenylphosphine In acetic acid at 70℃; for 18h; Inert atmosphere; Schlenk technique;	94%
With potassium phosphate; iodine In water; acetonitrile at 20℃; for 20h; Reagent/catalyst; Solvent; Irradiation;	83%

: 6279-86-3
methanetricarboxylic acid triethyl ester

: 1-(4-chlorophenyl)prop-2-ynyl pivalate

: (R)-triethyl 2-(4-chlorophenyl)but-3-yne-1,1,1-tricarboxylate

Conditions

Conditions	Yield
With tetrakis(acetonitrile)copper(I)tetrafluoroborate; 2,6-bis[(S)-4-((S)-sec-butyl)-4,5-dihydrooxazol-2-yl]pyridine; N-ethyl-N,N-diisopropylamine In methanol at -20℃; for 20h; Inert atmosphere; Schlenk technique; enantioselective reaction;	94%

: 110-00-9
furan

: 6279-86-3
methanetricarboxylic acid triethyl ester

: 136116-85-3
triethyl furan-2-ylmethanetricarboxylate

Conditions

Conditions	Yield
With sodium periodate; sodium acetate; manganese (II) acetate tetrahydrate; triphenylphosphine In acetic acid at 70℃; for 18h; Inert atmosphere; Schlenk technique;	93%
With sodium acetate; manganese triacetate In acetic acid at 60 - 65℃; for 24h;	92%

: 6279-86-3
methanetricarboxylic acid triethyl ester

: 123-73-9
crotonaldehyde

: 132783-28-9
2-Ethoxycarbonyl-2-(1-methyl-3-oxo-propyl)-malonic acid diethyl ester

Conditions

Conditions	Yield
With tetra(n-butyl)ammonium hydrogensulfate; potassium carbonate In toluene at 20℃; for 12h;	93%

: 6279-86-3
methanetricarboxylic acid triethyl ester

: 1445-91-6
(S)-1-phenylethanol

: 666824-74-4
triethyl (2S)-2-phenylpropane-1,1,1-tricarboxylate

Conditions

Conditions	Yield
With di-isopropyl azodicarboxylate; trimethylphosphane In toluene at -78 - 20℃;	92.1%

: 6279-86-3
methanetricarboxylic acid triethyl ester

: 106-93-4
ethylene dibromide

: 71170-82-6
triethyl 3-bromopropane-1,1,1-tricarboxylate

Conditions

Conditions	Yield
Stage #1: methanetricarboxylic acid triethyl ester With sodium ethanolate In diethyl ether at 0 - 20℃; for 0.5h; Metallation; Stage #2: ethylene dibromide In N,N-dimethyl-formamide at 90℃; for 10h; Condensation; Further stages.;	92%

: 3437-95-4
2-Iodothiophene

: 6279-86-3
methanetricarboxylic acid triethyl ester

: 1588911-07-2
triethyl (5-iodothiophen-2-yl)methanetricarboxylate

Conditions

Conditions	Yield
With sodium periodate; sodium acetate; manganese (II) acetate tetrahydrate; triphenylphosphine In acetic acid at 70℃; for 18h; Inert atmosphere; Schlenk technique;	92%

: 6279-86-3
methanetricarboxylic acid triethyl ester

: 1-(4-fluorophenyl)prop-2-ynyl pivalate

: (R)-triethyl 2-(4-fluorophenyl)but-3-yne-1,1,1-tricarboxylate

Conditions

Conditions	Yield
With tetrakis(acetonitrile)copper(I)tetrafluoroborate; 2,6-bis[(S)-4-((S)-sec-butyl)-4,5-dihydrooxazol-2-yl]pyridine; N-ethyl-N,N-diisopropylamine In methanol at -20℃; for 20h; Inert atmosphere; Schlenk technique; enantioselective reaction;	92%

: 6279-86-3
methanetricarboxylic acid triethyl ester

: 170660-95-4
4,4-bis(t-butyldimethylsilyloxymethyl)-1,6-heptadiyne

: 1,1-di(ethoxycarbonyl)-5,5-bis((tert-butyldimethyl)silyloxymethyl)-1,4,5,6-Tetrahydro-2H-inden-2-one

Conditions

Conditions	Yield
With decacarbonyldirhenium(0) In 1,4-dioxane at 135℃; for 8h; Inert atmosphere;	92%

: 6279-86-3
methanetricarboxylic acid triethyl ester

: 1445-91-6
(S)-1-phenylethanol

: triethyl (2R)-2-phenylpropane-1,1,1-tricarboxylate

Conditions

Conditions	Yield
With di-isopropyl azodicarboxylate; trimethylphosphane In toluene at -78 - 20℃;	91.4%

: 6279-86-3
methanetricarboxylic acid triethyl ester

: 7550-45-0
titanium tetrachloride

: 186505-59-9
tetrachloro(triethyl methanetricarboxylate-O,O')titanium(IV)

Conditions

Conditions	Yield
In dichloromethane N2-atmosphere; dropwise addn. of slight excess of carboxylate to TiCl4 soln., stirring (room temp., 1 h); filtration, concn. (vac.), crystn. for 24 h, filtration, washing (hexane); elem. anal.;	91.2%

: 6279-86-3
methanetricarboxylic acid triethyl ester

: 132332-64-0
C24H35ClN4O4

: C25H33ClN4O4

Conditions

Conditions	Yield
With hydrogenchloride for 6h; Ambient temperature;	91%

: 6279-86-3
methanetricarboxylic acid triethyl ester

: 107-13-1
acrylonitrile

: 132783-23-4
Triethyl 3-cyanopropane-1,1,1-tricarboxylate

Conditions

Conditions	Yield
With tetra(n-butyl)ammonium hydrogensulfate; potassium carbonate In toluene at 20℃; for 5h;	91%
Stage #1: methanetricarboxylic acid triethyl ester With tetra(n-butyl)ammonium hydrogensulfate; potassium carbonate In toluene at 20℃; Stage #2: acrylonitrile In toluene Further stages.;	77%

: 6279-86-3
methanetricarboxylic acid triethyl ester

: 1247018-82-1
C6H9N3O3

: 1,1,1-triethyl 2-methyl 3-[2-(aminocarbonyl)hydrazono]butane-1,1,1,2-te-tracarboxylate

Conditions

Conditions	Yield
With sodium methylate In tetrahydrofuran at 20℃; for 0.2h;	91%

: 96-43-5
2-thienyl chloride

: 6279-86-3
methanetricarboxylic acid triethyl ester

: 1588911-03-8
triethyl (5-chlorothiophen-2-yl)methanetricarboxylate

Conditions

Conditions	Yield
With sodium periodate; sodium acetate; manganese (II) acetate tetrahydrate; triphenylphosphine In acetic acid at 70℃; for 18h; Inert atmosphere; Schlenk technique;	91%

: 496-15-1
1-indoline

: 6279-86-3
methanetricarboxylic acid triethyl ester

: 84088-82-4
1-hydroxy-3-oxo-5,6-dihydro-3H-pyrrolo[3,2,1-i,j]quinoline-2-carboxylic acid ethyl ester

Conditions

Conditions	Yield
at 220℃; for 0.25h;	90%
at 215℃;	87%
at 215℃;	38%
at 230℃; for 0.5h;	23%

: 6279-86-3
methanetricarboxylic acid triethyl ester

: 138280-64-5
N-(3,4,5-trimethoxyphenyl)benzenemethanamine

: 931398-83-3
ethyl 4-hydroxy-2-oxo-1-(phenylmethyl)-7-(phenyloxy)-1,2-dihydro-3-quinolinecarboxylate

Conditions

Conditions	Yield
In 1,4-dioxane at 250℃; for 1.5h; Product distribution / selectivity; Microwave;	90%

Triethyl methanetricarboxylate Chemical Properties

Molecular Structure of Methanetricarboxylicacid, 1,1,1-triethyl ester (CAS NO.6279-86-3):

Molecular Formula: C₁₀H₁₆O₆
Molecular Weight: 232.2304
IUPAC Name: Triethyl methanetricarboxylate
Synonyms of Methanetricarboxylicacid, 1,1,1-triethyl ester (CAS NO.6279-86-3): AI3-18421 ; EINECS 228-477-2 ; Methanetricarboxylic acid, triethyl ester ; Triethyl methanetricarboxylate
CAS NO: 6279-86-3
Classification Code: C10 to C11 ; Carbonyl Compounds ; Esters
Melting point: 25-26 °C
Index of Refraction: 1.437
Molar Refractivity: 53.66 cm³
Molar Volume: 204.4 cm³
Surface Tension: 36.2 dyne/cm
Density: 1.136 g/cm³
Flash Point: 118.3 °C
Enthalpy of Vaporization: 52.01 kJ/mol
Boiling Point: 281.3 °C at 760 mmHg
Vapour Pressure: 0.00358 mmHg at 25°C

Triethyl methanetricarboxylate Safety Profile

Safety Statements of Methanetricarboxylicacid, 1,1,1-triethyl ester (CAS NO.6279-86-3): 23-24/25
S23: Do not breathe vapour.
S24/25: Avoid contact with skin and eyes.
WGK Germany: 3
HS Code: 29171990

Product Name

Triethyl methanetricarboxylate

Synthetic route

Triethyl methanetricarboxylate Chemical Properties

Triethyl methanetricarboxylate Safety Profile

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