Triethyl orthopropionate supplier

Name
Triethyl orthopropionate
EINECS 204-108-0
CAS No. 115-80-0
Article Data12
CAS DataBase
Density 0.898 g/cm³
Solubility soluble in alcohol ether, slightly soluble in water
Melting Point 284 °C
Formula C₉H₂₀O₃
Boiling Point 171 °C at 760 mmHg
Molecular Weight 176.256
Flash Point 60 °C
Transport Information UN 3272 3/PG 3
Appearance clear colorless liquid
Safety 26
Risk Codes 36/38-22
Molecular Structure
Hazard Symbols Xn
Synonyms Triethyl o-propionate;1,1,1-triethoxypropane;Propane, 1,1, 1-triethoxy-;Orthopropionic acid, triethyl ester;Orthopropionic acid, triethyl ester (8CI);Triethylorthopropionate;Triethyl Ortho Propionate;Orthopropionic acid ethyl ester;Ethyl orthopropionate;propane, 1,1,1-triethoxy-;
PSA 27.69000
LogP 2.15970

Synthetic route

: 64-17-5
ethanol

: 21504-43-8
1,1-di-ethoxyprop-1-ene

: 105-56-6
ethyl 2-cyanoacetate

A: ethyl 2-cyano-3-ethoxypent-2-enoate

B: 115-80-0
Triethyl orthopropionate

Conditions

Conditions	Yield
Stage #1: 1,1-di-ethoxyprop-1-ene; ethyl 2-cyanoacetate at 80℃; for 1h; Stage #2: ethanol	A n/a B 40%

...Expand

: 64-17-5
ethanol

: 40546-35-8
ethyl propanimidate hydrochloride

: 115-80-0
Triethyl orthopropionate

: 64-17-5
ethanol

: N-(α-Chlorpropyliden)-piperidinium

: 115-80-0
Triethyl orthopropionate

Conditions

Conditions	Yield
(i) NaOEt, (ii) AcOH; Multistep reaction;

: 64-17-5
ethanol

: 107-12-0
propiononitrile

: 115-80-0
Triethyl orthopropionate

Conditions

Conditions	Yield
With hydrogenchloride

: 64-17-5
ethanol

propionimidic acid ethyl ester hydrochloride: propionimidic acid ethyl ester hydrochloride

: 115-80-0
Triethyl orthopropionate

Conditions

Conditions	Yield
at 25℃;
With diethyl ether

: 64-17-5
ethanol

propionimino ether-hydrochloride: propionimino ether-hydrochloride

: 115-80-0
Triethyl orthopropionate

: 7647-01-0
hydrogenchloride

: 64-17-5
ethanol

: 21504-43-8
1,1-di-ethoxyprop-1-ene

: 115-80-0
Triethyl orthopropionate

...Expand

: 91895-02-2
(6-fluoro-3-methoxyquinoxalin-2-yl)hydrazine

: 115-80-0
Triethyl orthopropionate

: 91895-10-2
6-chloro-2-hydrazino-3-methoxyquinoxaline

: 115-80-0
Triethyl orthopropionate

: 96134-79-1
3-<(Dimethylamino)sulfonyl>benzoic Acid Hydrazide

: 115-80-0
Triethyl orthopropionate

: 96134-51-9
3-(5-Ethyl-[1,3,4]oxadiazol-2-yl)-N,N-dimethyl-benzenesulfonamide

Conditions

Conditions	Yield
	100%

: 107-19-7
propargyl alcohol

: 115-80-0
Triethyl orthopropionate

: 60523-21-9
ethyl 2-methyl-3,4-pentadienoate

Conditions

Conditions	Yield
With acetic acid Johnson-Claisen rearrangement; Heating;	100%
With propionic acid at 100 - 160℃; for 2h;	85%
With propionic acid In neat (no solvent) at 100 - 153℃;	77%
With propionic acid at 150 - 160℃;	70%
propionic acid at 140 - 145℃;

: 335394-55-3
(22R,23E)-26-methyl-6β-methoxy-3α,5-cyclo-5α-27-norcholest-23-en-22-ol

: 115-80-0
Triethyl orthopropionate

: ethyl (22E,24R)-24-propyl-6β-methoxy-3α,5-cyclo-5α-cholest-22-en-26-oate

Conditions

Conditions	Yield
With propionic acid In toluene at 140℃; for 0.75h; Johnson orthoester Claisen rearrangement;	100%

: 361193-21-7
2-(3-nitrophenyl)acetic hydrazide

: 115-80-0
Triethyl orthopropionate

: 1308256-63-4
2-ethyl-5-(3-nitrobenzyl)-1,3,4-oxadiazole

Conditions

Conditions	Yield
With acetic acid for 3h; Reflux;	100%

: [1-(13)C,3-(13)C]-3-(2,4-bis(benzyloxy)-6-hydroxyphenyl)-1-(3',4'-bis(benzyloxy)-phenyl)propane-1,2-diol

: 115-80-0
Triethyl orthopropionate

: [2-(13)C,4-(13)C]-3-O-propiolate ester-5,7,3',4'-tetra-O-benzyl-catechin

Conditions

Conditions	Yield
With pyridinium p-toluenesulfonate In 1,2-dichloro-ethane Heating; optical yield given as %ee;	100%

: (1S,2S)-3-(2-benzyloxy-6-hydroxy-4-methoxymethoxy-phenyl)-1-(4-benzyloxy-3-methoxyphenyl)propane-1,2-diol

: 115-80-0
Triethyl orthopropionate

: 1365537-60-5
C35H36O8

Conditions

Conditions	Yield
With pyridinium p-toluenesulfonate In 1,2-dichloro-ethane at 65℃; for 1h; Inert atmosphere;	100%
With pyridinium p-toluenesulfonate In 1,2-dichloro-ethane at 65℃; for 2h;

: 434285-80-0
N4-(4-((tert-butyldimethylsilyl)oxy)butyl)quinoline-3,4-diamine

: 115-80-0
Triethyl orthopropionate

: 1-(4-((tert-butyldimethylsilyl)oxy)butyl)-2-ethyl-1H-imidazo[4,5-c]quinoline

Conditions

Conditions	Yield
In toluene for 20h; Reflux;	100%
In toluene for 20h; Reflux;	100%

: 2-[3-(4-[3-chlorophenyl]-1-piperazinyl)propyl]-4-(2-phenoxyethyl)-semicarbazide dihydrochloride

: 115-80-0
Triethyl orthopropionate

A 2[3-[4-(3-Chlorophenyl)-1-piperazinyl]-propyl]-5-ethyl-4-(2-phenoxyethyl-2H-1,2,4-triazol-3(4H)-one monohydrochloride: 2[3-[4-(3-Chlorophenyl)-1-piperazinyl]-propyl]-5-ethyl-4-(2-phenoxyethyl-2H-1,2,4-triazol-3(4H)-one monohydrochloride

B: 82752-99-6
BMY 13754

Conditions

Conditions	Yield
With hydrogenchloride In isopropyl alcohol; toluene	A n/a B 99.5%

...Expand

: 2222-19-7
ethyl 8-hydroxy-2-oxo-2H-cycloheptafuran-3-carboxylate

: 115-80-0
Triethyl orthopropionate

: 134919-97-4
2,4-Diethoxy-3-methyl-azulene-1-carboxylic acid ethyl ester

Conditions

Conditions	Yield
Heating;	99%

: 56613-80-0
(R)-Phenylglycinol

: 115-80-0
Triethyl orthopropionate

: 205178-47-8
(4R)-2-ethyl-4-phenyl-2-oxazoline

Conditions

Conditions	Yield
With acetic acid In 1,2-dichloro-ethane for 2h; Cyclization; Heating;	99%

: 1093124-38-9
C29H30ClNO2Si

: 115-80-0
Triethyl orthopropionate

: 1093124-37-8
C34H38ClNO3Si

Conditions

Conditions	Yield
With propionic acid In toluene Johnson-Claisen rearrangement; Reflux;	99%

: 26961-27-3
2-amino-4,5-dimethoxybenzonitrile

: 115-80-0
Triethyl orthopropionate

: 1088610-92-7
ethyl N-(4,5-dimethoxy-2-cyanophenyl)propanimidate

Conditions

Conditions	Yield
With trifluoroacetic acid	99%

: 115-80-0
Triethyl orthopropionate

: 1885-29-6
anthranilic acid nitrile

: 132121-43-8
ethyl N-(2-cyanophenyl)propanimidate

Conditions

Conditions	Yield
With trifluoroacetic acid	99%

: 1-cyclopentyl-2-methylprop-2-en-1-ol

: 115-80-0
Triethyl orthopropionate

: 1449104-65-7
(E)-ethyl 5-cyclopentyl-2,4-dimethylpent-4-enoate

Conditions

Conditions	Yield
With 2-Ethylhexanoic acid; 2,6-di-tert-butyl-4-methyl-phenol In toluene at 195 - 200℃; for 24h; Autoclave; Inert atmosphere;	99%

: 115-80-0
Triethyl orthopropionate

: 4744-08-5
1,1-diethoxypropane

Conditions

Conditions	Yield
With palladium 10% on activated carbon; hydrogen In n-heptane at 100℃; under 67506.8 Torr; Temperature;	98.6%

: 613-94-5
benzoic acid hydrazide

: 115-80-0
Triethyl orthopropionate

: 73314-40-6
2-ethyl-5-phenyl-1,3,4-oxadiazole

Conditions

Conditions	Yield
With ammonium chloride In ethanol for 0.75h; Reflux;	98%
With sulfuric acid; silica gel at 20℃;	93%
With potassium aluminum sulfate at 100℃; for 6h;	92%
With Nafion(R)NR50 at 80℃; for 0.166667h; microwave irradiation;	88%

: 16867-03-1
2-amino-3-hydroxypyridine

: 115-80-0
Triethyl orthopropionate

: 52333-88-7
2-ethyloxazolo<4,5-b>pyridine

Conditions

Conditions	Yield
With 1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione at 85℃; for 0.166667h;	98%
With bismuth(lll) trifluoromethanesulfonate at 85℃; for 0.1h;	85%
With toluene-4-sulfonic acid at 140 - 180℃;	30%
With toluene-4-sulfonic acid at 20 - 180℃;	30%

: 95-55-6
2-amino-phenol

: 115-80-0
Triethyl orthopropionate

: 6797-13-3
2-ethyl-1,3-benzoxazole

Conditions

Conditions	Yield
With 1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione at 20℃; for 0.0333333h;	98%
With tris(trifluoroacetato)bismuth(III) at 20℃; for 0.0666667h;	97%
With 1-(propyl-3-sulfonate) 3-methylimidazol(3H)-1-ium phosphotungstate In water at 20℃; for 0.25h; Reagent/catalyst; Time;	96%

: 53617-66-6
3-cyano-2H-cycloheptafuran-2-one

: 115-80-0
Triethyl orthopropionate

: 134919-77-0
2-Ethoxy-3-methyl-azulene-1-carbonitrile

Conditions

Conditions	Yield
Heating;	98%

: 90746-83-1
C27H43(2)HO2

: 115-80-0
Triethyl orthopropionate

: 90746-87-5
C32H51(2)HO3

Conditions

Conditions	Yield
With propionic acid	98%

: 199169-93-2
(22S,23Z)-6-(1,3-dioxolan-2-yl)-3α,5-cyclo-26,27-bisnor-5α-cholest-23-en-22-ol

: 115-80-0
Triethyl orthopropionate

: 199169-94-3
(22E,24R)-6-(1,3-dioxolan-2-yl)-24-methyl-3α,5-cyclo-5α-cholest-22-en-26-oic acid ethyl ester

Conditions

Conditions	Yield
With propionic acid In xylene for 2h; Heating;	98%

: 492-41-1
(1R,2S)-norephedrine

: 115-80-0
Triethyl orthopropionate

: 205178-48-9
(4S,5R)-2-ethyl-4-methyl-5-phenyl-2-oxazoline

Conditions

Conditions	Yield
With acetic acid In 1,2-dichloro-ethane for 2h; Cyclization; Heating;	98%

: 3182-95-4
L-Phenylalaninol

: 115-80-0
Triethyl orthopropionate

: 75866-73-8
(S)-2-ethyl-4,5-dihydro-4-(phenylmethyl)oxazole

Conditions

Conditions	Yield
With acetic acid In 1,2-dichloro-ethane for 2h; Cyclization; Heating;	98%
With acetic acid In 1,2-dichloro-ethane at 115 - 125℃; for 2h;	93%

: 27259-73-0
2-(2'-aminophenyl)-4(3H)-quinazolinone

: 115-80-0
Triethyl orthopropionate

: 109588-56-9
6-ethylquinazolino[4,3-b]quinazolin-8-one

Conditions

Conditions	Yield
for 0.05h; microwave irradiation;	98%

: 95-85-2
2-hydroxy-5-chloro-aniline

: 115-80-0
Triethyl orthopropionate

: 5-chloro-2-ethylbenzo[d]oxazole

Conditions

Conditions	Yield
With tris(trifluoroacetato)bismuth(III) at 20℃; for 0.00833333h;	98%
With 1-(propyl-3-sulfonate) 3-methylimidazol(3H)-1-ium phosphotungstate In water at 20℃; for 0.133333h; Reagent/catalyst; Time;	97%
With tin dioxide In ethanol at 20℃; for 0.2h; Green chemistry;	96%
With 1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione at 20℃; for 0.0333333h;	90%

: 95-84-1
3-amino-4-hydroxytoluene

: 115-80-0
Triethyl orthopropionate

: 20514-29-8
2-ethyl-5-methylbenzo[d]oxazole

Conditions

Conditions	Yield
With 1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione at 20℃; for 0.1h;	98%
With 1-(propyl-3-sulfonate) 3-methylimidazol(3H)-1-ium phosphotungstate In water at 20℃; for 0.166667h; Reagent/catalyst; Time;	97%
With tris(trifluoroacetato)bismuth(III) at 20℃; for 0.0416667h;	95%
With tin dioxide In ethanol at 20℃; for 0.3h; Green chemistry;	95%
With silica supported fluoroboric acid at 20℃; for 0.833333h; Neat (no solvent);	94%

: 104873-63-4
(22R)-6β-methoxy-3α,5-cyclo-5α-chol-23-yn-22-ol

: 115-80-0
Triethyl orthopropionate

: (23R,25R)-6β-methoxy-3α,5-cyclo-5α-cholesta-22,23-dien-26-oic acid ethyl ester

Conditions

Conditions	Yield
With propionic acid In benzene for 5h; Johnson-Claisen Rearrangement; Reflux; Inert atmosphere; diastereoselective reaction;	98%

: 95-55-6
2-amino-phenol

: 115-80-0
Triethyl orthopropionate

: 6797-13-3
2-ethyl-1,3-benzoxazole

Conditions

Conditions	Yield
With tungstate sulfuric acid In neat (no solvent) at 80 - 90℃; for 0.0666667h; Reagent/catalyst;	98%

: 109-77-3
malononitrile

: 115-80-0
Triethyl orthopropionate

: 35260-96-9
2-(1-ethoxypropylidene)malononitrile

Conditions

Conditions	Yield
In acetic anhydride for 15h; Reflux;	97%
With acetic anhydride for 15h; Reflux;	97%

: 22442-46-2
ethyl 2-oxo-2H-cyclohepta[b]furan-3-carboxylate

: 115-80-0
Triethyl orthopropionate

: 129612-94-8
2-Ethoxy-3-methyl-azulene-1-carboxylic acid ethyl ester

Conditions

Conditions	Yield
Heating;	97%

Triethyl orthopropionate Specification

The Triethyl orthopropionate, with the CAS registry number 115-80-0 and EINECS registry number 204-108-0, has the systematic name of 1,1,1-triethoxypropane. And the molecular formula of this chemical is C₉H₂₀O₃. It is a kind of clear colorless liquid, and belongs to the following product categories: Intermediates of Dyes and Pigments; straight chain compounds; Orthoesters; Acetals/Ketals/Ortho Esters; Organic Building Blocks; Oxygen Compounds. What's more, it is often used as analytical reagent and film sensitizer, and it is also used in organic synthesis, dyeing industry and pharmaceuticals industry.

The physical properties of Triethyl orthopropionate are as following: (1)ACD/LogP: 3.03; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 3.03; (4)ACD/LogD (pH 7.4): 3.03; (5)ACD/BCF (pH 5.5): 117.5; (6)ACD/BCF (pH 7.4): 117.5; (7)ACD/KOC (pH 5.5): 1055.2; (8)ACD/KOC (pH 7.4): 1055.2; (9)#H bond acceptors: 3; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 7; (12)Polar Surface Area: 27.69 Å²; (13)Index of Refraction: 1.413; (14)Molar Refractivity: 48.94 cm³; (15)Molar Volume: 196.2 cm³; (16)Polarizability: 19.4×10^-24cm³; (17)Surface Tension: 26.2 dyne/cm; (18)Density: 0.898 g/cm³; (19)Flash Point: 60 °C; (20)Enthalpy of Vaporization: 39.07 kJ/mol; (21)Boiling Point: 171 °C at 760 mmHg; (22)Vapour Pressure: 1.9 mmHg at 25°C.

Uses of Triethyl orthopropionate: It can react with N-benzoyl-glycine to produce 4-(1-ethoxy-propylidene)-2-phenyl-4H-oxazol-5-one. This reaction will need reagents 4-(dimethylamino)pyridine and acetic anhydride. The reaction time is 1 hour with heating, and the yield is about 48%.

Triethyl orthopropionate can react with N-benzoyl-glycine to produce 4-(1-ethoxy-propylidene)-2-phenyl-4H-oxazol-5-one

You should be cautious while dealing with this chemical. It irritates eyes and skin, and it is also harmful if swallowed. Therefore, in case of contacting 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(CC)C(OCC)(OCC)CC
(2)InChI: InChI=1/C9H20O3/c1-5-9(10-6-2,11-7-3)12-8-4/h5-8H2,1-4H3
(3)InChIKey: FGWYWKIOMUZSQF-UHFFFAOYAI

Product Name

Triethyl orthopropionate

Synthetic route

Triethyl orthopropionate Specification

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