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763-69-9

Basic Information
CAS No.: 763-69-9
Name: Propanoic acid,3-ethoxy-, ethyl ester
Molecular Structure:
Molecular Structure of 763-69-9 (Propanoic acid,3-ethoxy-, ethyl ester)
Formula: C7H14O3
Molecular Weight: 146.21
Synonyms: 4-03-00-00697 (Beilstein Handbook Reference);AI3-03254;BRN 1751976;Ethoxypropionic acid, ethyl ester;Ethyl beta-ethoxypropionate;
EINECS: 212-112-9
Density: 0.949 g/cm3
Melting Point: -75 ºC
Boiling Point: 166.2 ºC at 760 mmHg
Flash Point: 52.2 ºC
Solubility: 1.6 g/100 mL (20 ºC) in water
Appearance: clear, colorless liquid
Hazard Symbols: IrritantXi,DangerousN
Risk Codes: 10-19-36-50
Safety: 25
Transport Information: UN 3272 3/PG 3
PSA: 35.53000
LogP: 0.97610
Synthetic route
64-17-5

ethanol

140-88-5

ethyl acrylate

763-69-9

ethyl 3-ethoxypropionate

Conditions
ConditionsYield
With quaternary ammonium salt anion exchange resin In water at 30℃; for 4h; Temperature; Inert atmosphere;98%
With triethylamine at 20℃; for 8h; Reagent/catalyst; Large scale;98%
With aluminum oxide; potassium fluoride In acetonitrile at 20℃; for 18h; Michael addition reaction;90%
141-52-6

sodium ethanolate

140-88-5

ethyl acrylate

763-69-9

ethyl 3-ethoxypropionate

Conditions
ConditionsYield
In ethanol at 40℃; for 3h; Inert atmosphere;97.6%
462-95-3

formaldehyde diethyl acetal

763-69-9

ethyl 3-ethoxypropionate

Conditions
ConditionsYield
With sulfuric acid; acetic anhydride92%
917-58-8

potassium ethoxide

140-88-5

ethyl acrylate

763-69-9

ethyl 3-ethoxypropionate

Conditions
ConditionsYield
With 10H-phenothiazine In methanol at 40 - 100℃; for 2h;86%
64-17-5

ethanol

3586-58-1

2-methylenebutyric acid

763-69-9

ethyl 3-ethoxypropionate

Conditions
ConditionsYield
With 10H-phenothiazine; potassium ethoxide at 40 - 80℃; for 2h; Reagent/catalyst;86%
78097-85-5

ethyl 2-bromo-3-ethoxypropanoate

763-69-9

ethyl 3-ethoxypropionate

Conditions
ConditionsYield
With sodium diethyl phosphate for 5h; Ambient temperature;72%
141-52-6

sodium ethanolate

111-13-7

hexyl-methyl-ketone

140-88-5

ethyl acrylate

A

763-69-9

ethyl 3-ethoxypropionate

B

63649-30-9

4-pentyl-1,3-cyclohexanedione

Conditions
ConditionsYield
In tetrahydrofuran at 20℃; for 1h;A 30%
B 58%
67-64-1

acetone

140-88-5

ethyl acrylate

A

763-69-9

ethyl 3-ethoxypropionate

B

1335209-87-4

ethyl 3-(2,4-dioxocyclohexyl)propanoate

C

504-02-9

1,3-cylohexanedione

Conditions
ConditionsYield
With sodium hydride In toluene at -10 - 20℃; for 2h; Michael-Claisen cyclization; Inert atmosphere; regioselective reaction;A 8%
B 54%
C 3%
With sodium hydride at -10 - 20℃; for 0.0833333h; Michael-Claisen cyclization; Inert atmosphere; neat (no solvent); regioselective reaction;A 6%
B 39%
C 9%
83747-24-4

2-(2'-Ethoxycarbonylethyl)-saccharin

141-52-6

sodium ethanolate

A

763-69-9

ethyl 3-ethoxypropionate

B

81-07-2

saccharin

Conditions
ConditionsYield
In ethanol Heating;A n/a
B 50%
57-57-8

β-Propiolactone

64-17-5

ethanol

763-69-9

ethyl 3-ethoxypropionate

Conditions
ConditionsYield
With sulfuric acid
(i), (ii) (esterification); Multistep reaction;
539-74-2

Ethyl 3-bromopropionate

141-52-6

sodium ethanolate

763-69-9

ethyl 3-ethoxypropionate

6414-69-3

ethyl 3-iodopropanoate

141-52-6

sodium ethanolate

763-69-9

ethyl 3-ethoxypropionate

Conditions
ConditionsYield
With diethyl ether
141-52-6

sodium ethanolate

623-71-2

ethyl 3-chloropropanoate

763-69-9

ethyl 3-ethoxypropionate

64-17-5

ethanol

2141-62-0

3-(ethoxy)propionitrile

763-69-9

ethyl 3-ethoxypropionate

Conditions
ConditionsYield
With sulfuric acid
With sulfuric acid
462-95-3

formaldehyde diethyl acetal

5764-82-9

bromo(2-ethoxy-2-oxoethyl)zinc

763-69-9

ethyl 3-ethoxypropionate

Conditions
ConditionsYield
With acetyl chloride
64-17-5

ethanol

89181-45-3

1,1,1-trichloro-3-ethoxy-propane

763-69-9

ethyl 3-ethoxypropionate

Conditions
ConditionsYield
With potassium hydroxide
64-17-5

ethanol

3-Bromo-propionimidic acid ethyl ester; hydrochloride

763-69-9

ethyl 3-ethoxypropionate

22409-91-2

3-phenoxypropionic acid ethyl ester

141-52-6

sodium ethanolate

763-69-9

ethyl 3-ethoxypropionate

Conditions
ConditionsYield
In ethanol
140-88-5

ethyl acrylate

763-69-9

ethyl 3-ethoxypropionate

Conditions
ConditionsYield
With tetraethylammoniumcyanide In acetonitrile
78-94-4

methyl vinyl ketone

140-88-5

ethyl acrylate

763-69-9

ethyl 3-ethoxypropionate

Conditions
ConditionsYield
With sodium hydroxide; cetyltrimethylammonim bromide In dichloromethane70 % Chromat.
64-17-5

ethanol

140-88-5

ethyl acrylate

A

6317-49-3

4-oxopimelate

B

763-69-9

ethyl 3-ethoxypropionate

C

105-37-3

Ethyl propionate

D

4-Ethoxycarbonyl-4-methyl-5-oxo-octanedioic acid diethyl ester

Conditions
ConditionsYield
With potassium tetracarbonylhydridoferrate at 70℃; for 30h;A 3 mmol
B 3 mmol
C 27 mmol
D n/a
With potassium tetracarbonylhydridoferrate at 70℃; for 30h;A n/a
B 3 mmol
C 27 mmol
D 3 mmol
64-17-5

ethanol

140-88-5

ethyl acrylate

A

6317-49-3

4-oxopimelate

B

763-69-9

ethyl 3-ethoxypropionate

C

105-37-3

Ethyl propionate

D

609-08-5

Diethyl methylmalonate

Conditions
ConditionsYield
With potassium tetracarbonylhydridoferrate at 70℃; for 30h; Product distribution; time, atmosphere;
141-52-6

sodium ethanolate

140-88-5

ethyl acrylate

A

763-69-9

ethyl 3-ethoxypropionate

B

α-methylene-glutaric acid diethyl ester

α-methylene-glutaric acid diethyl ester

Conditions
ConditionsYield
at 80 - 100℃; und Behandeln mit kalter verd.Saeure;
109-95-5

ethyl nitrite

3-amino-propionic acid-hydrochloride

3-amino-propionic acid-hydrochloride

763-69-9

ethyl 3-ethoxypropionate

Conditions
ConditionsYield
With ethanol at 95 - 105℃; unter Druck;
64-17-5

ethanol

140-88-5

ethyl acrylate

A

1001-26-9

ethyl 3-ethoxyacrylate

B

763-69-9

ethyl 3-ethoxypropionate

C

10601-80-6

ethyl 3,3-diethoxypropanoate

Conditions
ConditionsYield
With carbon dioxide; oxygen; copper(l) chloride; dichloro bis(acetonitrile) palladium(II) at 40℃; under 97507.8 Torr; for 12h;A 6.0 % Chromat.
B 5.6 % Chromat.
C 75.8 % Chromat.
64-17-5

ethanol

503-66-2

3-hydroxypropionic acid

763-69-9

ethyl 3-ethoxypropionate

Conditions
ConditionsYield
sodium hydroxide In water at 220℃; under 2585.81 Torr; for 1.6h; Product distribution / selectivity;5 - 50 %Chromat.
calcium hydroxide In water at 220℃; under 2585.81 Torr; for 1.6h; Product distribution / selectivity;5 - 50 %Chromat.
magnesium hydroxide In water at 220℃; under 2585.81 Torr; for 1.6h; Product distribution / selectivity;5 - 50 %Chromat.
89180-39-2

3-bromo-1,1,1-trichloro-3-ethoxy-propane

763-69-9

ethyl 3-ethoxypropionate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: LiAlH4 / diethyl ether
2: aq. KOH
View Scheme
763-69-9

ethyl 3-ethoxypropionate

109-94-4

formic acid ethyl ester

trans-2-Ethoxymethylen-3-ethoxy-propionsaeure-ethylester

Conditions
ConditionsYield
Stage #1: ethyl 3-ethoxypropionate; formic acid ethyl ester With sodium ethanolate In tetrahydrofuran at 20℃; for 1h;
Stage #2: With dimethyl sulfate In tetrahydrofuran at 50℃; for 2h;
100%
763-69-9

ethyl 3-ethoxypropionate

1133-12-6

N-propyl-toluene-4-sulfonamide

1391911-31-1

C15H25NO3S

Conditions
ConditionsYield
With 1,1,3,3-Tetramethyldisiloxane; (Ace)Ru3(CO)7 In dichloromethane at 20℃; for 20h; Inert atmosphere;99%
763-69-9

ethyl 3-ethoxypropionate

1576-37-0

N-benzyl-p-toluenesulfonamide

1391911-32-2

C19H25NO3S

Conditions
ConditionsYield
With 1,1,3,3-Tetramethyldisiloxane; (Ace)Ru3(CO)7 In dichloromethane at 20℃; for 20h; Inert atmosphere;99%
763-69-9

ethyl 3-ethoxypropionate

106011-68-1

4-methyl-N-pentylbenzenesulfonamide

1394028-60-4

C17H29NO3S

Conditions
ConditionsYield
With 1,1,3,3-Tetramethyldisiloxane; (Ace)Ru3(CO)7 In dichloromethane at 20℃; for 20h; Inert atmosphere;99%
763-69-9

ethyl 3-ethoxypropionate

78388-19-9

4-methyl-N-(3-methylbut-2-enyl)benzenesulfonamide

1394028-61-5

C17H27NO3S

Conditions
ConditionsYield
With 1,1,3,3-Tetramethyldisiloxane; (Ace)Ru3(CO)7 In dichloromethane at 20℃; for 20h; Inert atmosphere;99%
763-69-9

ethyl 3-ethoxypropionate

640-61-9

N-methyl-p-toluenesulfonylamide

1391911-30-0

C13H21NO3S

Conditions
ConditionsYield
With 1,1,3,3-Tetramethyldisiloxane; (Ace)Ru3(CO)7 In dichloromethane at 20℃; for 20h; Inert atmosphere;99%
763-69-9

ethyl 3-ethoxypropionate

37952-36-6

3-Ethoxypropionsaeurehydrazid

Conditions
ConditionsYield
With hydrazine In ethanol; water Reflux;85%
108-86-1

bromobenzene

763-69-9

ethyl 3-ethoxypropionate

3-ethoxy-1,1-diphenylpropan-1-ol

Conditions
ConditionsYield
With magnesium; copper(II) oxide In tetrahydrofuran at 65℃; for 4h; Barbier Coupling Reaction; chemoselective reaction;83%
With magnesium; copper(II) oxide In tetrahydrofuran at 65℃; for 4h; chemoselective reaction;83%
763-69-9

ethyl 3-ethoxypropionate

106-38-7

para-bromotoluene

1541189-44-9

3-ethoxy-1,1-di(p-tolyl)propan-1-ol

Conditions
ConditionsYield
With magnesium; copper(II) oxide In tetrahydrofuran at 65℃; for 4h; Barbier Coupling Reaction; chemoselective reaction;77%
With magnesium; copper(II) oxide In tetrahydrofuran at 65℃; for 4h; chemoselective reaction;77%
452-58-4

2,3-Diaminopyridine

763-69-9

ethyl 3-ethoxypropionate

1235235-73-0

2-(2-ethoxyethyl)-3H-imidazo[4,5-b]pyridine

Conditions
ConditionsYield
With lithium bromide at 110 - 115℃; for 9h; Neat (no solvent);75%
763-69-9

ethyl 3-ethoxypropionate

70-55-3

toluene-4-sulfonamide

1391911-29-7

C17H29NO4S

Conditions
ConditionsYield
With 1,1,3,3-Tetramethyldisiloxane; (Ace)Ru3(CO)7 In dichloromethane at 20℃; for 20h; Inert atmosphere;72%
763-69-9

ethyl 3-ethoxypropionate

95-54-5

1,2-diamino-benzene

51036-80-7

2-(2-ethoxy-ethyl)-1H-benzimidazole

Conditions
ConditionsYield
With lithium bromide at 110 - 115℃; for 10h; Neat (no solvent);70%
With hydrogenchloride
763-69-9

ethyl 3-ethoxypropionate

74-95-3

1,2-dibromomethane

1,1-dibromo-4-ethoxy-2-butanone

Conditions
ConditionsYield
With 2,2,6,6-tetramethyl-piperidine; n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.166667h;67%
110-91-8

morpholine

763-69-9

ethyl 3-ethoxypropionate

β-ethoxy-N-morpholinylpropionamide

Conditions
ConditionsYield
With iron(II) triflate at 0 - 80℃; under 760.051 Torr; for 1h; Autoclave;62%
763-69-9

ethyl 3-ethoxypropionate

77-78-1

dimethyl sulfate

109-94-4

formic acid ethyl ester

2974-30-3

(Z)-ethyl-2-(ethoxymethyl)-3-methoxyacrylate

Conditions
ConditionsYield
Stage #1: ethyl 3-ethoxypropionate; formic acid ethyl ester With ethanol; sodium In benzene at 0℃; for 2h; Claisen condensation;
Stage #2: dimethyl sulfate In benzene at 50℃; for 3h;
58%
Stage #1: ethyl 3-ethoxypropionate; formic acid ethyl ester With sodium ethanolate In toluene at 0℃; for 2h; Inert atmosphere;
Stage #2: dimethyl sulfate In toluene at 0 - 50℃; for 12h; Inert atmosphere;
52%
Stage #1: ethyl 3-ethoxypropionate; formic acid ethyl ester With ethanol; sodium In benzene at 0 - 20℃; for 2h;
Stage #2: dimethyl sulfate In benzene at 50℃; for 3h;
Stage #3: With triethylamine hydrochloride; sodium hydroxide In benzene for 4h;
33%
(i) NaOEt, EtOH, (ii) /BRN= 635994/; Multistep reaction;
Stage #1: ethyl 3-ethoxypropionate; formic acid ethyl ester With sodium In ethanol; benzene at 0℃; for 2h;
Stage #2: dimethyl sulfate In ethanol; benzene at 50℃; for 3h;
763-69-9

ethyl 3-ethoxypropionate

109-94-4

formic acid ethyl ester

(Z)-ethyl-2-(ethoxymethyl)-3-methoxyacrylate

Conditions
ConditionsYield
Stage #1: ethyl 3-ethoxypropionate; formic acid ethyl ester With sodium In ethanol; hexane at 0 - 20℃; for 3h;
Stage #2: With triethylamine hydrochloride; sodium hydroxide at 20℃; for 4h;
56%
109-04-6

2-bromo-pyridine

763-69-9

ethyl 3-ethoxypropionate

3-ethoxy-1-(pyridin-2-yl)propan-1-one

Conditions
ConditionsYield
Stage #1: 2-bromo-pyridine With n-butyllithium In diethyl ether; hexane at -78℃; for 0.5h;
Stage #2: ethyl 3-ethoxypropionate In diethyl ether; hexane at -78℃; for 1h;
54%
Stage #1: 2-bromo-pyridine With n-butyllithium In diethyl ether; hexane at -78℃; for 0.5h;
Stage #2: ethyl 3-ethoxypropionate In diethyl ether; hexane at -78℃; for 1h;
54%
763-69-9

ethyl 3-ethoxypropionate

A

924-44-7

glyoxylic acid ethyl ester

B

34780-29-5

3-oxo-propionic acid ethyl ester

C

75-07-0

acetaldehyde

D

3-Formyloxy-propionic acid ethyl ester

E

109-94-4

formic acid ethyl ester

Conditions
ConditionsYield
With dodecane; methyl nitrite; nitrogen(II) oxide at 23.9℃; under 760 Torr; Rate constant; Product distribution; Mechanism; Irradiation;A 25%
B 4.8%
C 4.9%
D 30%
E 37%
763-69-9

ethyl 3-ethoxypropionate

77-78-1

dimethyl sulfate

109-94-4

formic acid ethyl ester

879008-23-8

(Z)-ethyl-2-(ethoxymethyl)-3-methoxyacrylate

Conditions
ConditionsYield
Stage #1: ethyl 3-ethoxypropionate; formic acid ethyl ester With sodium In ethanol; hexane at 0 - 20℃;
Stage #2: dimethyl sulfate In hexane at 50℃; for 2h; Cooling with ice;
Stage #3: With triethylamine hydrochloride; sodium hydroxide In hexane at 20℃; for 4h;
37%
Stage #1: ethyl 3-ethoxypropionate; formic acid ethyl ester With ethanol; sodium In hexane at 0 - 20℃;
Stage #2: dimethyl sulfate In hexane at 50℃; for 2h; Cooling with ice;
37%
Stage #1: ethyl 3-ethoxypropionate; formic acid ethyl ester With ethanol; sodium In benzene at 0℃; for 2h;
Stage #2: dimethyl sulfate In benzene at 50℃; for 3h;
Stage #3: With triethylamine hydrochloride; sodium hydroxide In benzene for 4h;
33%
Stage #1: ethyl 3-ethoxypropionate; dimethyl sulfate; formic acid ethyl ester With ethanol; sodium In benzene at 0 - 50℃; for 5h;
Stage #2: With triethylamine hydrochloride; sodium hydroxide In benzene for 4h;
33%
Stage #1: ethyl 3-ethoxypropionate; formic acid ethyl ester With sodium ethanolate In hexane at 0 - 20℃;
Stage #2: dimethyl sulfate In hexane at 50℃; for 2h; Cooling with ice;
211245-64-6

4-cyclopentylamino-2-methylsulfanyl-pyrimidine-5-carbaldehyde

763-69-9

ethyl 3-ethoxypropionate

571189-94-1

8-cyclopentyl-6-ethoxymethyl-2-methylsulfanyl-8H-pyrido[2,3-d]pyrimidin-7-one

Conditions
ConditionsYield
Stage #1: ethyl 3-ethoxypropionate With lithium hexamethyldisilazane In tetrahydrofuran
Stage #2: 4-cyclopentylamino-2-methylsulfanyl-pyrimidine-5-carbaldehyde In tetrahydrofuran for 24h;
35%
In tetrahydrofuran; ethyl acetate34.9%
763-69-9

ethyl 3-ethoxypropionate

77-78-1

dimethyl sulfate

109-94-4

formic acid ethyl ester

(z)-ethyl-2-(ethoxymethyl)-3-methoxyacrylate

Conditions
ConditionsYield
Stage #1: ethyl 3-ethoxypropionate; formic acid ethyl ester With ethanol; sodium In benzene at 0 - 20℃; for 2h;
Stage #2: dimethyl sulfate In benzene at 50℃; for 3h;
Stage #3: With sodium hydroxide; water; triethylamine hydrochloride In benzene for 4h;
33%
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    Ethyl 3-ethoxypropionate

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  • Ethyl 3-ethoxypropionate    CAS: 763-69-9

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    Ethyl 3-ethoxypropionate CAS: 763-69-9

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    Product Name Ethyl 3-ethoxypropionate CAS No. 763-69-9 EINECS No. 212-112-9 Molecular Formula C7H14O3 Molecular Weight 146.18 g&mi

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Consensus Reports

Reported in EPA TSCA Inventory.

Specification

The Ethyl .beta.-ethoxypropionate, with the CAS registry number 763-69-9, has the IUPAC name of ethyl 3-ethoxypropanoate. For a kind of clear liquid with an ester-like odor, this chemical is stable under normal temperatures and pressures but incompatibilities with strong oxidizing agents and it could react with acids to liberate heat along with alcohols and acids.

The characteristics of this chemical are as below: (1)ACD/LogP: 1.25; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.25; (4)ACD/LogD (pH 7.4): 1.25; (5)ACD/BCF (pH 5.5): 5.25; (6)ACD/BCF (pH 7.4): 5.25; (7)ACD/KOC (pH 5.5): 113.99; (8)ACD/KOC (pH 7.4): 113.99; (9)#H bond acceptors: 3; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 6; (12)Polar Surface Area: 35.53; (13)Index of Refraction: 1.408; (14)Molar Refractivity: 37.99 cm3; (15)Molar Volume: 153.9 cm3; (16)Polarizability: 15.06 ×10-24 cm3; (17)Surface Tension: 28.3 dyne/cm; (18)Density: 0.949 g/cm3; (19)Flash Point: 52.2 °C; (20)Enthalpy of Vaporization: 40.27 kJ/mol; (21)Boiling Point: 166.2 °C at 760 mmHg; (22)Vapour Pressure: 1.8 mmHg at 25°C; (23)Exact Mass: 146.094294; (24)MonoIsotopic Mass: 146.094294; (25)Topological Polar Surface Area: 35.5; (26)Heavy Atom Count: 10; (27)Complexity: 90.9.

When you are dealing with this chemical, you should be careful. For one part, it is irritant which may cause inflammation to the skin or other mucous membranes. And it is irritating to eyes and may then cause explosive peroxides. For another part, it is dangerous for the environment which may present an immediate or delayed danger to one or more components of the environment. When you are contacting, avoid contacting with eyes directly. 

In addition, you could convert the following datas into the molecular structure:
(1)Canonical SMILES: CCOCCC(=O)OCC
(2)InChI: InChI=1S/C7H14O3/c1-3-9-6-5-7(8)10-4-2/h3-6H2,1-2H3
(3)InChIKey: BHXIWUJLHYHGSJ-UHFFFAOYSA-N 

Below are the toxicity information of this chemical:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
rabbit LD50 skin 10mL/kg (10mL/kg)   AMA Archives of Industrial Hygiene and Occupational Medicine. Vol. 4, Pg. 119, 1951.
rat LD50 oral 5gm/kg (5000mg/kg)   AMA Archives of Industrial Hygiene and Occupational Medicine. Vol. 4, Pg. 119, 1951.

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