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Ethyl propionate is a colorless, transparent liquid with a fruity odor reminiscent of rum and pineapple. It is miscible in alcohol and propylene glycol, soluble in fixed oils, mineral oil, and alcohol, and sparingly soluble in water. It is obtained by chemical synthesis and is found in many fruits and alcoholic beverages.

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  • 105-37-3 Structure
  • Basic information

    1. Product Name: Ethyl propionate
    2. Synonyms: ETHYL PROPANOATE;ETHYL PROPIONATE;Ethyl n-propanoate;FEMA 2456;TRIANOIC ACID ETHYL ESTER;RARECHEM AL BI 0159;PROPIONIC ETHER;PROPIONIC ACID ETHYL ESTER
    3. CAS NO:105-37-3
    4. Molecular Formula: C5H10O2
    5. Molecular Weight: 102.13
    6. EINECS: 203-291-4
    7. Product Categories: Organics;Alpha Sort;Chemical Class;E;E-LAlphabetic;EQ - EZAnalytical Standards;Esters;EstersSaturated fatty acids and derivatives;Ethyl Ester;Volatiles/ Semivolatiles;Alphabetical Listings;Certified Natural ProductsFlavors and Fragrances;E-F;Flavors and Fragrances;C2 to C5Saturated fatty acids and derivatives;Carbonyl Compounds;Morpholines/Thiomorpholines
    8. Mol File: 105-37-3.mol
  • Chemical Properties

    1. Melting Point: −73 °C(lit.)
    2. Boiling Point: 99 °C(lit.)
    3. Flash Point: 54 °F
    4. Appearance: Clear colorless to pale yellow/Liquid
    5. Density: 0.888 g/mL at 25 °C(lit.)
    6. Vapor Density: 3.52 (vs air)
    7. Vapor Pressure: 40 mm Hg ( 27.2 °C)
    8. Refractive Index: n20/D 1.384(lit.)
    9. Storage Temp.: Flammables area
    10. Solubility: 17g/l
    11. Explosive Limit: 1.8-11%(V)
    12. Water Solubility: 25 g/L (15 ºC)
    13. Merck: 14,3847
    14. BRN: 506287
    15. CAS DataBase Reference: Ethyl propionate(CAS DataBase Reference)
    16. NIST Chemistry Reference: Ethyl propionate(105-37-3)
    17. EPA Substance Registry System: Ethyl propionate(105-37-3)
  • Safety Data

    1. Hazard Codes: F
    2. Statements: 11
    3. Safety Statements: 16-23-24-29-33
    4. RIDADR: UN 1195 3/PG 2
    5. WGK Germany: 1
    6. RTECS: UF3675000
    7. TSCA: Yes
    8. HazardClass: 3
    9. PackingGroup: II
    10. Hazardous Substances Data: 105-37-3(Hazardous Substances Data)

105-37-3 Usage

Uses

Used in Flavor Industry:
Ethyl propionate is used as a flavoring agent for creating both fruity and rum notes in flavor compositions. It has a sharp, fermented, rummy, and fruity taste at 25 ppm and an aroma threshold value of detection at 9 to 45 ppb.
Used in Solvent Applications:
Ethyl propionate is used as a solvent for cellulose ethers and esters, various natural and synthetic resins, and as a cutting agent for pyroxylin.
Occurrence:
Ethyl propionate is reported to be found in several types of wine, white grape variety Sauvignon, cocoa, apple juice, orange juice, grapefruit juice, guava, melon, peach, pineapple, strawberry, tomato, various cheeses, beer, cognac, rum, whiskey, bourbon, malt whiskey, scotch, cider, brandy, kiwi fruit, and mussels.

Preparation

From propionic acid, ethyl alcohol and concentrated H2SO4 in chloroform at the boil

Production Methods

Ethyl propionate is produced by the esterification of ethyl alcohol with propionic acid or propionic anhydride.

Air & Water Reactions

Highly flammable. Insoluble in water.

Reactivity Profile

Ethyl propionate is an ester. Esters react with acids to liberate heat along with alcohols and acids. Strong oxidizing acids may cause a vigorous reaction that is sufficiently exothermic to ignite the reaction products. Heat is also generated by the interaction of esters with caustic solutions. Flammable hydrogen is generated by mixing esters with alkali metals and hydrides. Can react with oxidizing agents, bases, and acids. Polymerization: Will not polymerize [USCG, 1999].

Hazard

Flammable, dangerous fire risk.

Health Hazard

Exposure can cause irritation of eyes, nose and throat. May cause shortness of breath or coughing. High concentrations have a narcotic effect. May cause abdominal pain and vomiting if swallowed.

Safety Profile

Moderately toxic by ingestion and intraperitoneal routes. A skin and eye irritant. A flammable liquid. A very dangerous fire and explosion hazard when exposed to heat or flame; can react vigorously with oxidizing materials. To fight fire, use foam, CO2, dry chemical. When heated to decomposition it emits acrid smoke and irritating fumes. See also ETHERS.

Purification Methods

Treat the ester with anhydrous CuSO4 and distil it under nitrogen. [Beilstein 2 IV 205.]

Check Digit Verification of cas no

The CAS Registry Mumber 105-37-3 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 1,0 and 5 respectively; the second part has 2 digits, 3 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 105-37:
(5*1)+(4*0)+(3*5)+(2*3)+(1*7)=33
33 % 10 = 3
So 105-37-3 is a valid CAS Registry Number.
InChI:InChI=1/C5H10O2/c1-3-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20-4-2/h3-17H2,1-2H3

105-37-3 Well-known Company Product Price

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  • (Code)Product description
  • CAS number
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  • Detail
  • Alfa Aesar

  • (15498)  Ethyl propionate   

  • 105-37-3

  • 1kg

  • 510.0CNY

  • Detail
  • Alfa Aesar

  • (15498)  Ethyl propionate   

  • 105-37-3

  • *3x1kg

  • 902.0CNY

  • Detail
  • Alfa Aesar

  • (A16650)  Ethyl propionate, 99%   

  • 105-37-3

  • 250ml

  • 195.0CNY

  • Detail
  • Alfa Aesar

  • (A16650)  Ethyl propionate, 99%   

  • 105-37-3

  • 1000ml

  • 533.0CNY

  • Detail
  • Alfa Aesar

  • (36605)  Ethyl propionate, 99%   

  • 105-37-3

  • 50ml

  • 183.0CNY

  • Detail
  • Alfa Aesar

  • (36605)  Ethyl propionate, 99%   

  • 105-37-3

  • 1L

  • 392.0CNY

  • Detail
  • Sigma-Aldrich

  • (96727)  Ethylpropionate  analytical standard

  • 105-37-3

  • 96727-1ML

  • 238.68CNY

  • Detail

105-37-3SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 10, 2017

Revision Date: Aug 10, 2017

1.Identification

1.1 GHS Product identifier

Product name ethyl propionate

1.2 Other means of identification

Product number -
Other names Ethyl propionate

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. Food additives -> Flavoring Agents
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:105-37-3 SDS

105-37-3Synthetic route

1-ethoxy-1-cyclopropanol
13837-45-1

1-ethoxy-1-cyclopropanol

Ethyl propionate
105-37-3

Ethyl propionate

Conditions
ConditionsYield
With lithium cyanide In tetrahydrofuran for 2h; Product distribution; Heating;100%
at 100℃;
ethanol
64-17-5

ethanol

propionic acid
802294-64-0

propionic acid

Ethyl propionate
105-37-3

Ethyl propionate

Conditions
ConditionsYield
With Dowex 50W×2 hydrogen form resin at 107 - 110℃; Reagent/catalyst; Autoclave; Large scale;99.13%
With iron(III) sulfate; sulfuric acid for 2h; Heating;96%
With polymer supported sulfonated magnetic resin In toluene at 20 - 70℃; for 0.75h;88%
diethyl (trichloromethyl)phosphonate
866-23-9

diethyl (trichloromethyl)phosphonate

propionic acid
802294-64-0

propionic acid

Ethyl propionate
105-37-3

Ethyl propionate

Conditions
ConditionsYield
at 120℃; for 24h;98%
Ethyl 2-bromopropionate
535-11-5, 41978-69-2

Ethyl 2-bromopropionate

Ethyl propionate
105-37-3

Ethyl propionate

Conditions
ConditionsYield
With water; lithium diisopropyl amide In tetrahydrofuran 1) -78 deg C, 30 min 2) 30 min;98%
With DMBI In diethyl ether for 2h; Heating;90%
With tert-Butyl peroxybenzoate; tri-n-butylphosphine-borane complex In chlorobenzene at 110℃; for 1h;90%
ethanol
64-17-5

ethanol

propionyl chloride
79-03-8

propionyl chloride

Ethyl propionate
105-37-3

Ethyl propionate

Conditions
ConditionsYield
With 1,4-diaza-bicyclo[2.2.2]octane for 0.0666667h;95%
monoethyl methylmalonate
2985-33-3

monoethyl methylmalonate

Ethyl propionate
105-37-3

Ethyl propionate

Conditions
ConditionsYield
With 1H-imidazole In neat (no solvent) at 115℃; for 0.0666667h; Temperature; Wavelength; Microwave irradiation;91%
ethyl acrylate
140-88-5

ethyl acrylate

Ethyl propionate
105-37-3

Ethyl propionate

Conditions
ConditionsYield
With [MgBr](1+)*[n-Bu2SnBrIH](1-) In tetrahydrofuran at 20℃; for 0.5h;90%
With 1,3-dimethyl-2-imidazolidinone; Dimethylphenylsilane In [D3]acetonitrile at 80℃; for 10h;85%
With hydrogen In ethanol at 25℃; under 15001.5 Torr; for 12h; regioselective reaction;81%
ethanol
64-17-5

ethanol

propionaldehyde
123-38-6

propionaldehyde

Ethyl propionate
105-37-3

Ethyl propionate

Conditions
ConditionsYield
With 3-(7,7-dimethyl-2-oxobicyclo[2.2.1]hept-1-yl)methyl-1-(2,4,6-trimethylphenyl)-1H-imidazol-3-ium iodine salt; caesium carbonate In toluene at 60℃; for 3h;84%
With C22H29N2O(1+)*I(1-); caesium carbonate In toluene at 60℃; for 3h;84%
pentan-3-one
96-22-0

pentan-3-one

Ethyl propionate
105-37-3

Ethyl propionate

Conditions
ConditionsYield
With hydrogenchloride In chloroform at 20℃; for 14h; Baeyer-Villiger oxidation;82%
With dihydrogen peroxide; acetic acid In toluene at 70℃; for 6h;36.8%
With Candida antarctica lipase; dihydrogen peroxide; n-tetradecanoic acid In toluene for 144h;20 % Chromat.
Diethyl methylmalonate
609-08-5

Diethyl methylmalonate

Ethyl propionate
105-37-3

Ethyl propionate

Conditions
ConditionsYield
With N-benzyl-trimethylammonium hydroxide In dimethyl sulfoxide at 80℃; for 4h; Decarboxylation;79%
With zinc(II) chloride
With platinum at 200℃; Hydrogenation;
Multi-step reaction with 2 steps
1: potassium hydroxide / ethanol / 72 h / 20 °C
2: 1H-imidazole / neat (no solvent) / 0.07 h / 115 °C / Microwave irradiation
View Scheme
2-acetylpropanoic acid ethyl ester
609-14-3

2-acetylpropanoic acid ethyl ester

Ethyl propionate
105-37-3

Ethyl propionate

Conditions
ConditionsYield
With 1,2-diamino-benzene for 4h; Heating;79%
2-chloro-propanoic acid, ethyl ester
535-13-7

2-chloro-propanoic acid, ethyl ester

Ethyl propionate
105-37-3

Ethyl propionate

Conditions
ConditionsYield
With triphenylphosphine hydrogen iodide In acetonitrile for 6h; Heating;78%
With Amberlite IRA-400; borohydride form; copper(II) sulfate In methanol at 20℃; for 1h; Reduction;96 % Chromat.
With Graphite; benzaldehyde; potassium bromide In water at 25℃; Electrolysis;10 %Chromat.
diethyl sulphite
623-81-4

diethyl sulphite

propionic acid
802294-64-0

propionic acid

Ethyl propionate
105-37-3

Ethyl propionate

Conditions
ConditionsYield
sulfuric acid Heating;71%
ethyl 3-chloropropanoate
623-71-2

ethyl 3-chloropropanoate

Ethyl propionate
105-37-3

Ethyl propionate

Conditions
ConditionsYield
With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride In toluene at 100℃; for 0.05h; Temperature; Microwave irradiation;71%
β-Propiolactone
57-57-8

β-Propiolactone

methyl iodide
74-88-4

methyl iodide

Ethyl propionate
105-37-3

Ethyl propionate

Conditions
ConditionsYield
With 18-crown-6 ether Mechanism; other propiolactones;70%
With potassium 18-crown-6 In tetrahydrofuran at -20℃;70%
ethyl 2-hydroxypropionate
97-64-3, 2676-33-7

ethyl 2-hydroxypropionate

Ethyl propionate
105-37-3

Ethyl propionate

Conditions
ConditionsYield
With hydrogen at 220℃; under 37503.8 Torr; for 12h; Catalytic behavior;68%
With hydrogen at 220℃; under 37503.8 Torr; for 12h;68%
diethyl ether
60-29-7

diethyl ether

carbon monoxide
201230-82-2

carbon monoxide

methyl iodide
74-88-4

methyl iodide

A

ethyl bromide
74-96-4

ethyl bromide

B

ethyl acetate
141-78-6

ethyl acetate

C

Ethyl propionate
105-37-3

Ethyl propionate

Conditions
ConditionsYield
1,5-hexadienerhodium(I)-chloride dimer; potassium iodide at 150℃; under 14710.2 Torr;A n/a
B 42 % Chromat.
C 60%
propionic acid
802294-64-0

propionic acid

O,O-Diethyl hydrogen phosphorodithioate
298-06-6

O,O-Diethyl hydrogen phosphorodithioate

A

ethyl dithiopropionate
998-79-8

ethyl dithiopropionate

B

Ethyl propionate
105-37-3

Ethyl propionate

Conditions
ConditionsYield
at 200℃; for 0.8h;A 20%
B 54%
ethyl 2-hydroxypropionate
97-64-3, 2676-33-7

ethyl 2-hydroxypropionate

1-iodo-2-methyl-butane
616-14-8

1-iodo-2-methyl-butane

Ethyl propionate
105-37-3

Ethyl propionate

Conditions
ConditionsYield
52%
3,3-diethoxypentane
36749-09-4

3,3-diethoxypentane

A

orthocarbonic acid tetraethyl ester
78-09-1

orthocarbonic acid tetraethyl ester

B

3-chloro-benzoic acid ethyl ester
1128-76-3

3-chloro-benzoic acid ethyl ester

C

Ethyl propionate
105-37-3

Ethyl propionate

D

Diethyl carbonate
105-58-8

Diethyl carbonate

Conditions
ConditionsYield
With 3-chloro-benzenecarboperoxoic acid In dichloromethane at 15 - 30℃; for 0.5h; Further byproducts given;A 18%
B n/a
C n/a
D 50%
[(1-Ethoxycyclopropyl)oxy]trimethylsilane
27374-25-0

[(1-Ethoxycyclopropyl)oxy]trimethylsilane

A

diethyl adipate
141-28-6

diethyl adipate

B

Ethyl propionate
105-37-3

Ethyl propionate

Conditions
ConditionsYield
With ammonium cerium(IV) nitrate; calcium carbonate In ethanol for 0.1h; Mechanism; Product distribution; Ambient temperature; other reaction partners, other solvents; oxidation and oxidative tandem additions to alkene and cycloalkenones;A 7%
B 48%
ethanol
64-17-5

ethanol

[(1-Ethoxycyclopropyl)oxy]trimethylsilane
27374-25-0

[(1-Ethoxycyclopropyl)oxy]trimethylsilane

ethyl vinyl ether
109-92-2

ethyl vinyl ether

A

ethyl 5,5-diethoxypentanoate
19790-76-2

ethyl 5,5-diethoxypentanoate

B

diethyl adipate
141-28-6

diethyl adipate

C

Ethyl propionate
105-37-3

Ethyl propionate

Conditions
ConditionsYield
With ammonium cerium(IV) nitrate; calcium carbonate Ambient temperature;A 26%
B 8%
C 48%
ethanol
64-17-5

ethanol

ethyl vinyl ether
109-92-2

ethyl vinyl ether

β-ethoxycarbonyl radical

β-ethoxycarbonyl radical

A

ethyl 5,5-diethoxypentanoate
19790-76-2

ethyl 5,5-diethoxypentanoate

B

diethyl adipate
141-28-6

diethyl adipate

C

Ethyl propionate
105-37-3

Ethyl propionate

Conditions
ConditionsYield
With calcium carbonate Ambient temperature; other reaction partners, other solvents; dimerization, reaction with solvent, addition to alkene and cycloalkenones;A 26%
B 8%
C 48%
dimanganese decacarbonyl
10170-69-1

dimanganese decacarbonyl

Ethyl 2-bromopropionate
535-11-5, 41978-69-2

Ethyl 2-bromopropionate

A

diethyl 2,3-dimethylsuccinate
32884-97-2

diethyl 2,3-dimethylsuccinate

B

Ethyl propionate
105-37-3

Ethyl propionate

Conditions
ConditionsYield
In chloroform-d1 Irradiation (UV/VIS); (N2 or Ar); 250-W sun lamp, 3 h; colorless solution is filtered, (1)H-NMR;A 47%
B 21%
bromopentacarbonylmanganese(I)
14516-54-2

bromopentacarbonylmanganese(I)

triethyl borane
97-94-9

triethyl borane

potassium ethoxide
917-58-8

potassium ethoxide

A

Ethyl propionate
105-37-3

Ethyl propionate

B

pentan-3-one
96-22-0

pentan-3-one

Conditions
ConditionsYield
In tetrahydrofuran at 20℃; for 16h; Sealed tube;A 22%
B 17%
diazoacetic acid ethyl ester
623-73-4

diazoacetic acid ethyl ester

methane
34557-54-5

methane

A

Ethyl propionate
105-37-3

Ethyl propionate

B

diethyl Fumarate
623-91-6

diethyl Fumarate

C

Diethyl maleate
141-05-9

Diethyl maleate

Conditions
ConditionsYield
With F27-Tp(4Bo,3CF2CF3)Ag(thf) In carbon dioxide at 40℃; under 190013 Torr; for 14h; Supercritical conditions;A 19%
B n/a
C n/a
diazoacetic acid ethyl ester
623-73-4

diazoacetic acid ethyl ester

methane
34557-54-5

methane

Ethyl propionate
105-37-3

Ethyl propionate

Conditions
ConditionsYield
With [hydrotris(3-trifluoromethyl-4,5,6,7-tetrafluoroindazolyl)borate]Ag(acetone) at 40℃; under 190013 Torr; for 14h; Catalytic behavior; Supercritical conditions;7%
With sodium dodecyl-sulfate In water at 20℃; under 121608 Torr; for 14h;
4-hydroxy-hex-3-en-2-one
29494-98-2

4-hydroxy-hex-3-en-2-one

ethanol
64-17-5

ethanol

A

Ethyl propionate
105-37-3

Ethyl propionate

B

acetone
67-64-1

acetone

Conditions
ConditionsYield
Geschwindigkeit der Spaltung;
methanol
67-56-1

methanol

ethyl 2-methyl-3-oxopentanoate
121811-29-8, 138752-66-6, 138752-69-9, 759-66-0

ethyl 2-methyl-3-oxopentanoate

sodium methylate
124-41-4

sodium methylate

A

propanoic acid methyl ester
554-12-1

propanoic acid methyl ester

B

Ethyl propionate
105-37-3

Ethyl propionate

ethanol
64-17-5

ethanol

prop-1-en-1-one
6004-44-0

prop-1-en-1-one

Ethyl propionate
105-37-3

Ethyl propionate

Conditions
ConditionsYield
at 100 - 300℃;
1-ethenyl-2-pyrrolidinone
88-12-0

1-ethenyl-2-pyrrolidinone

Ethyl propionate
105-37-3

Ethyl propionate

3-propionyl-1-vinyl-2-pyrrolidone
350017-26-4

3-propionyl-1-vinyl-2-pyrrolidone

Conditions
ConditionsYield
With sodium hydride In tetrahydrofuran for 3.7h; Heating / reflux;100%
Ethyl propionate
105-37-3

Ethyl propionate

acetonitrile
75-05-8

acetonitrile

3-oxo-pentanenitrile
33279-01-5

3-oxo-pentanenitrile

Conditions
ConditionsYield
With potassium 2-methylbutan-2-olate In tetrahydrofuran at 20℃; for 11h;99%
Stage #1: acetonitrile With n-butyllithium In hexane at -78℃; for 1h;
Stage #2: Ethyl propionate In hexane at -78 - -45℃; for 2h;
Stage #3: With hydrogenchloride In hexane; water pH=2;
80%
Stage #1: acetonitrile With n-butyllithium In hexane at -78℃; for 1h;
Stage #2: Ethyl propionate In hexane at -78 - -45℃; for 2h;
Stage #3: With hydrogenchloride; water In hexane pH=2;
80%
Ethyl propionate
105-37-3

Ethyl propionate

Ethyl diethoxyacetate
6065-82-3

Ethyl diethoxyacetate

ethyl 4,4-diethoxy-2-methyl-3-oxobutanoate
24132-51-2

ethyl 4,4-diethoxy-2-methyl-3-oxobutanoate

Conditions
ConditionsYield
With lithium diisopropyl amide In tetrahydrofuran at -78 - 20℃; Claisen condensation;99%
With sodium at 80℃;
With sodium ethanolate
phenylacetonitrile
140-29-4

phenylacetonitrile

Ethyl propionate
105-37-3

Ethyl propionate

3-oxo-2-phenylpentanenitrile
6277-02-7

3-oxo-2-phenylpentanenitrile

Conditions
ConditionsYield
With potassium 2-methylbutan-2-olate In tetrahydrofuran at 20℃; for 0.333333h;99%
Stage #1: Ethyl propionate With potassium tert-butylate In tetrahydrofuran at 20℃; for 0.166667h;
Stage #2: phenylacetonitrile In tetrahydrofuran at 20℃;
80%
With potassium 2-methylbutan-2-olate In tetrahydrofuran at 20℃; for 0.5h;28%
trimethylacetaldoximoyl chloride

trimethylacetaldoximoyl chloride

Ethyl propionate
105-37-3

Ethyl propionate

bis(tri-n-butyltin)oxide
56-35-9

bis(tri-n-butyltin)oxide

3-tert-butyl-isoxazole-5-carboxylic acid ethyl ester
2207-46-7

3-tert-butyl-isoxazole-5-carboxylic acid ethyl ester

Conditions
ConditionsYield
In toluene97%
In toluene97%
Ethyl propionate
105-37-3

Ethyl propionate

ethyl (E)-crotonate
623-70-1

ethyl (E)-crotonate

Diethyl 2,3-dimethylpentanedioate
344883-66-5

Diethyl 2,3-dimethylpentanedioate

Conditions
ConditionsYield
With lithium diisopropyl amide In tetrahydrofuran; hexane at -78℃; for 1h;96%
2-amino-4,5-dimethyl-1-phenyl-1H-pyrrole-3-carbonamide
106105-29-7

2-amino-4,5-dimethyl-1-phenyl-1H-pyrrole-3-carbonamide

Ethyl propionate
105-37-3

Ethyl propionate

2-ethyl-5,6-dimethyl-3,7-dihydro-7-phenyl-4H-pyrrolo<2,3-d>pyrimidin-4-one

2-ethyl-5,6-dimethyl-3,7-dihydro-7-phenyl-4H-pyrrolo<2,3-d>pyrimidin-4-one

Conditions
ConditionsYield
With sodium ethanolate In ethanol for 6h; Heating;96%
With sodium ethanolate In ethanol at 80℃; under 15001.5 Torr; for 30h; Inert atmosphere;94%
(-)-(1'R)-3-(2',2',3'-trimethyl-3'-cyclopenten-1'-yl)-3-buten-2-ol

(-)-(1'R)-3-(2',2',3'-trimethyl-3'-cyclopenten-1'-yl)-3-buten-2-ol

Ethyl propionate
105-37-3

Ethyl propionate

Ethyl (-)-(1'R)-2-methyl-4-(2',2',3'-trimethyl-3'-cyclopenten-1'-yl)-4-hexenoate

Ethyl (-)-(1'R)-2-methyl-4-(2',2',3'-trimethyl-3'-cyclopenten-1'-yl)-4-hexenoate

Conditions
ConditionsYield
With Trimethylacetic acid In ortho-propionate96%
Ethyl propionate
105-37-3

Ethyl propionate

3-(undecahydrododeca(10B)boranethio)-acrylate

3-(undecahydrododeca(10B)boranethio)-acrylate

Conditions
ConditionsYield
With dmap; disodium mercaptoundecahydrododecaborate In acetonitrile for 24h;96%
Ethyl propionate
105-37-3

Ethyl propionate

3-phenylsydnone
508191-77-3

3-phenylsydnone

1-(4-(4-phenethyl-1H-pyrazol-1-yl)phenyl)ethanone

1-(4-(4-phenethyl-1H-pyrazol-1-yl)phenyl)ethanone

Conditions
ConditionsYield
With copper(ll) sulfate pentahydrate; triethanolamine; ascorbic acid sodium salt In water; tert-butyl alcohol at 60℃; for 16h;96%
Ethyl propionate
105-37-3

Ethyl propionate

propionic acid
802294-64-0

propionic acid

Conditions
ConditionsYield
With hydrazine In ethanol95%
With Candida antarctica lipase B; 4-nitro-phenol; MOPS buffer In water at 25℃; pH=7.2; Enzyme kinetics; Further Variations:; Reagents; Enzymatic reaction;
With ethanol; sodium hydroxide for 1h; Reflux;
Ethyl propionate
105-37-3

Ethyl propionate

acrolein
107-02-8

acrolein

(2R,3S)-3-Hydroxy-2-methyl-pent-4-enoic acid ethyl ester

(2R,3S)-3-Hydroxy-2-methyl-pent-4-enoic acid ethyl ester

Conditions
ConditionsYield
Stage #1: Ethyl propionate With N,N-diethyl-N-isopropylamine; di-n-butylboryl trifluoromethanesulfonate In dichloromethane at -70℃; for 3.5h;
Stage #2: acrolein In dichloromethane at -78 - 0℃; for 5h;
95%
1-(azidomethyl)-4-methoxybenzene
70978-37-9

1-(azidomethyl)-4-methoxybenzene

Ethyl propionate
105-37-3

Ethyl propionate

ethyl 1-(4-methoxybenzyl)-1H-1,2,3-triazole-4-carboxylate
81581-05-7

ethyl 1-(4-methoxybenzyl)-1H-1,2,3-triazole-4-carboxylate

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 0 - 20℃;95%
pyrrolidine
123-75-1

pyrrolidine

Ethyl propionate
105-37-3

Ethyl propionate

ethyl (E)-3-(pyrrolidin-1-yl)acrylate
65651-80-1

ethyl (E)-3-(pyrrolidin-1-yl)acrylate

Conditions
ConditionsYield
In toluene at 20℃; for 16h;94%
fluoromethyl phenyl sulfone
20808-12-2

fluoromethyl phenyl sulfone

Ethyl propionate
105-37-3

Ethyl propionate

1-fluoro-1-(phenylsulfonyl)butan-2-one
1151549-57-3

1-fluoro-1-(phenylsulfonyl)butan-2-one

Conditions
ConditionsYield
Stage #1: fluoromethyl phenyl sulfone; Ethyl propionate With lithium hexamethyldisilazane In tetrahydrofuran at -78℃; Inert atmosphere;
Stage #2: With hydrogenchloride In tetrahydrofuran; water at -78℃; Inert atmosphere;
93%
isonicotinic acid ethylester
1570-45-2

isonicotinic acid ethylester

Ethyl propionate
105-37-3

Ethyl propionate

ethyl 2-methyl-3-oxo-3-(pyridin-4-yl)propanoate
66269-84-9

ethyl 2-methyl-3-oxo-3-(pyridin-4-yl)propanoate

Conditions
ConditionsYield
Stage #1: isonicotinic acid ethylester; Ethyl propionate In tetrahydrofuran at -40℃; for 0.0833333h; Claisen Condensation; Inert atmosphere;
Stage #2: With lithium hexamethyldisilazane In tetrahydrofuran at -40 - 20℃; for 0.833333h; Claisen Condensation; Inert atmosphere;
93%
Ethyl propionate
105-37-3

Ethyl propionate

4-methoxyphenylacetylen
768-60-5

4-methoxyphenylacetylen

1-(4-methoxyphenyl)pent-1-yn-3-one

1-(4-methoxyphenyl)pent-1-yn-3-one

Conditions
ConditionsYield
Stage #1: 4-methoxyphenylacetylen With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 1h;
Stage #2: Ethyl propionate With boron trifluoride diethyl etherate In tetrahydrofuran; hexane at -78℃;
93%
benzyl bromide
100-39-0

benzyl bromide

Ethyl propionate
105-37-3

Ethyl propionate

benzyl ethyl ketone
1007-32-5

benzyl ethyl ketone

Conditions
ConditionsYield
Stage #1: benzyl bromide With magnesium; lithium chloride In tetrahydrofuran at 63 - 67℃;
Stage #2: Ethyl propionate In tetrahydrofuran at 30 - 40℃; for 1.5h; Time;
92.4%

105-37-3Related news

A comparative study on the synthesis of Ethyl propionate (cas 105-37-3) in a pervaporation membrane reactor08/20/2019

In this study, esterification of propionic acid with ethanol over a tungstophosphoric acid catalyst was conducted in a batch reactor and in a pervaporation membrane reactor (MR). The performance of the esterification was determined in terms of the propionic acid conversion. Effects of the reacti...detailed

ArticleIsobaric vapor–liquid equilibrium for ternary system of ethanol, Ethyl propionate (cas 105-37-3) and para-xylene at 101.3 kPa☆08/15/2019

Isobaric vapor–liquid equilibrium (VLE) data for the binary system ethyl propionate (2) + para-xylene (3) and ternary system ethanol (1) + ethyl propionate (2) + para-xylene (2) at atmospheric pressure (101.3 kPa) were obtained by a VLE modified othmer still. All the experimental data passed a ...detailed

105-37-3Relevant articles and documents

Effect of functional groups in organic chlorides on radical reduction with hydrostannane under microwave irradiation

Nishimoto, Yoshihiro,Yazawa, Satoshi,Kiyokawa, Kensuke,Kajiki, Takahito,Tsukahara, Yasunori,Yamauchi, Tomohisa,Wada, Yuji,Baba, Akio,Yasuda, Makoto

, p. 1116 - 1118 (2017)

The effect of functional groups on the activation of molecules by microwave irradiation in the reduction of organic chlorides by Bu3SnH was investigated. The reactivity of a substrate with a hydroxy group increased under microwave heating conditions in comparison with conventional heating.

Efficient method for oxidation of ketones to esters with 4-aminoperoxybenzoic acid supported on silica gel

Ghazanfari, Dadkhoda,Hashemi, Mohammed M.,Shahidi-Zandi, Mehdi

, p. 2037 - 2042 (2008)

4-Aminoperoxybenzoic acid supported on silica gel was found to be a versatile and efficient oxidant for the oxidation of ketones to esters. Copyright Taylor & Francis Group, LLC.

High density monolayer of diisocyanide on gold surface as a platform of supported Rh-catalyst for selective 1,4-hydrogenation of α,β- unsaturated carbonyl compounds

Jagtap,Kaji,Fukuoka,Hara

, p. 5046 - 5048 (2014)

A high density monolayer of diisocyanide on gold surface was utilized as a platform of supported Rh catalyst for selective 1,4-hydrogenation of α,β-unsaturated carbonyl compounds. The catalyst exhibited high turnover numbers in a range of 50-000 to 150-000 per Rh atom and showed steady catalyst performance over six recycle usages.

Mechanisms of the homogeneous, unimolecular gas-phase elimination kinetics of triethyl orthoacetate and triethyl orthopropionate

Marquez, Edgar,Tosta, Maria,Dominguez, Rosa M.,Herize, Armando,Chuchani, Gabriel

, p. 666 - 669 (2008)

Triethyl orthoacetate and triethyl orthopropionate were pyrolyzed in a static system over the temperature range of 291-351°C and pressure range of 80-170 Torr. The elimination reactions of these orthoesters in seasoned vessels are homogeneous, unimolecular, and follow a first-order rate law. The reaction products are ethanol, ethylene and the corresponding ethyl ester. The Arrhenius expressions of these eliminations were found as follow: for triethyl orthoacetate, log k1 (s-1) = (13.76 ± 0.09) - (187.6 ± 1.1) KJ mol-1 (2.303 RT)-1 (r = 0.9993), and for triethyl orthopropionate, log k1 (s-1) = (13.63 ± 0.07) - (193.3 ± 1.8) kJ mol-1 (2.303 RT) -1 (r = 0.9992). A reasonable mechanism of these elimination is to consider that the C-OCH2CH3 bond, as Cδ+. ..δ+ OCH2CH3 in the TS, is the rate-determining step. The nucleophilicity of the oxygen atom of OCH 2CH3 may abstract the hydrogen of the adjacent C-H bond for a four-membered cyclic structure to give the corresponding unsaturated ketal. The unstable ketal intermediate decomposes, in a six-membered cyclic transition state, into ethylene and the corresponding ethyl ester. Copyright

Magnetically recoverable AlFe/Te nanocomposite as a new catalyst for the facile esterification reaction under neat conditions

Alavi, Seyed Jamal,Sadeghian, Hamid,Seyedi, Seyed Mohammad,Eshghi, Hossein,Salimi, Alireza

, (2018)

In this work, a new Fe3O4/AlFe/Te nanocomposite was synthesized by a one-step sol–gel method. The Fe3O4 magnetic nanoparticles (MNPs) were prepared and then mixed with aluminum telluride (Al2Te3) in an alkali medium to produce the desired catalyst. After characterization of the Fe3O4/AlFe/Te nanocomposite by SEM, TEM, EDS, XRD, and ICP analyses, it was used in the esterification reaction. This heterogeneous catalyst showed high catalytic activity in the esterification of commercially available carboxylic acids with various alcohols to produce the desired esters at high conversions under neat conditions. The Fe3O4/AlFe/Te nanocomposites were separated from the reaction mixture via an external magnet and re-used 8 times without significant loss of catalytic activity.

Catalytic Reaction of Methanol with a Series of Ruthenium(II) Complexes and the Mechanism of the Formation of Acetic Acid from Methanol Alone

Yamakawa, Tetsu,Hiroi, Masayuki,Shinoda, Sumio

, p. 2265 - 2270 (1994)

The catalytic abilities of a series of ruthenium(II) complexes containing zero, one and two SnCl3(1-) ligands, 4> 1, 4> 2 and 3> 3, have been compared in the reaction of methanol to form acetic acid (and/or methyl acetate due to esterification), as well as their reactions with the possible intermediates (formaldehyde, methyl formate) in the overall reaction.It was found that the formation of acetic acid from methanol occured only with 3, which also converted paraformaldehyde or methyl formate into acetic acid.Complex 1 showed only a catalytic activity for the Tischenko-type dimerization (2 HCHO -> HCO2Me), and 2 exhibited an intermediate character, being able to catalyse the two reactions (2 HCHO -> HCO2Me, HCO2Me -> MeCO2H) but unable to react with methanol.Based on kinetic results for the reaction of methanol with 3, a possible reaction pathway is proposed where methyl formate and acetic acid are formed from formaldehyde competitively sharing a common reaction path.For the isomerization of methyl formate as a substrate a separate reaction path is suggested, where the Ru(II)-Sn(II) bimetallic centre of 2 and 3 converts the co-ordinated HCO2Me into a five-membered acetate bridge.

Reduction of conjugate double bonds with trichlorosilane

Chauhan, Moni,Boudjouk, Philip

, p. 1396 - 1398 (2000)

A variety of α,β-unsaturated esters and cyclic ketones underwent smooth reduction of the carbon-carbon double bond with a combination of inexpensive and readily available trichlorosilane and CoCl2. The reactions are performed under very mild conditions and products are obtained in high yields.

Efficient palladium and ruthenium nanocatalysts stabilized by phosphine functionalized ionic liquid for selective hydrogenation

Wu, Zhifeng,Jiang, Heyan

, p. 34622 - 34629 (2015)

Pd and Ru nanoparticles were synthesized in ionic liquid by using tri(m-sulfonyl)triphenyl phosphine 1-butyl-2,3-dimethyl-imidazolium salt ([BMMIM]3[tppt]) as a stabilizing agent. The well-dispersed Pd and Ru NPs with mean diameters of 2.4 nm and 1.7 nm were characterized by transmission electron microscopy (TEM), X-ray diffraction (XRD) and X-ray photoelectron spectroscopy (XPS). It was demonstrated that [BMMIM]3[tppt] stabilized Pd and Ru NPs displayed high activity and excellent selectivity in the hydrogenation of functionalized olefins, aromatic nitro compounds and aromatic aldehydes. The Pd and Ru NPs showed better catalytic performance than corresponding commercially available Pd/C and Ru/C catalysts. The present catalytic system could be easily reused at least six times without significant decrease in activity and selectivity.

Kinetics of catalytic esterification of propionic acid with different alcohols over amberlyst 15

Ali, Sami H.

, p. 432 - 448 (2009)

The kinetics of the esterification reaction between propionic acid and methanol, ethanol, and 1-butanol over the ion exchange resin, Amberlyst 15, was investigated. Experiments were conducted using a fixed-bed plug flow reactor over the temperature range of 298-328 K. Acid to alcohol molar ratios of 3:1, 1:1, and 1:3 were employed. For each esterification system, the equilibrium conversion of propionic acid was found to increase with increasing reaction temperature. Several kinetic models were tested to correlate the collected data under kinetically controlled conditions; the pseudo-homogeneous (P-H), Eley-Rideal (E-R), Langmuir-Hinshelwood (L-H), and Poepken (P-P) models. In all cases, the activity coefficients were estimated using the UNIFAC model to account for the nonideal thermodynamic behavior of the reactants and products. The P-P model was found to best represent the kinetic data of the investigated esterification systems with a total average error of less than 3%. The increase of alcohol chain length had a negative impact on the conversion of propionic acid due to steric hindrance. The activation energy of the esterification reaction is influenced by the chain length of the alcohol used. The adsorption equilibrium constants estimated by the P-P model and the solubility parameters reported by AICHE DIPPER followed the same trend; ester acid alcohol water.

Oxidative functionalization of methane in the presence of a homogeneous rhodium-copper-chloride catalytic system: Transformation of acetic and propionic acids as solvent components

Chepaikin,Bezruchenko,Menchikova,Moiseeva,Gekhman,Moiseev

, p. 133 - 142 (2011)

The oxidative functionalization of methane (O2, CO, 95°C, Rh III/CuI, II/Cl- catalytic system) was studied in an aqueous acetic or propionic acid medium. It was shown that oxidative decarbonylation of carboxylic acids takes place along with methanol and methyl carboxylate formation.

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