Methyl propionate

Base Information

• Chemical Name: Methyl propionate
• CAS No.: 554-12-1
• Molecular Formula: C4H8O2
• Molecular Weight: 88.1063
• Hs Code.: 2915 50 00
• European Community (EC) Number: 209-060-4
• ICSC Number: 1029
• NSC Number: 9375
• UN Number: 1248
• UNII: NB21C0D33W
• DSSTox Substance ID: DTXSID7027201
• Nikkaji Number: J2.654I
• Wikipedia: Methyl_propionate
• Wikidata: Q418391
• Metabolomics Workbench ID: 4055
• ChEMBL ID: CHEMBL3183973
• Mol file: 554-12-1.mol

Synonyms:METHYL PROPIONATE;Methyl propanoate;554-12-1;Propanoic acid, methyl ester;Methyl propylate;Methylpropionate;Propionic acid, methyl ester;Propionate de methyle;PROPIONIC ACID METHYL ESTER;FEMA No. 2742;FEMA Number 2742;Propanoic acid methyl ester;Methyl Propionate (natural);NSC 9375;HSDB 5688;formyl propionate;EINECS 209-060-4;UNII-NB21C0D33W;Methylester kyseliny propionove;BRN 1737628;NB21C0D33W;Propionate de methyle [French];AI3-10621;NSC-9375;UN1248;Methylester kyseliny propionove [Czech];Methyl ester of propanoic acid;DTXSID7027201;CHEBI:89873;4-02-00-00704 (Beilstein Handbook Reference);WE(1:0/3:0);methyl proprionate;MFCD00009306;propionic acid methyl;Methyl propionate, 99%;C2H5COOCH3;Propionic acid-methyl ester;WLN: 2VO1;METHYL PROPANOATE [MI];DTXCID507201;CHEMBL3183973;METHYL PROPIONATE [FHFI];METHYL PROPIONATE [HSDB];FEMA 2742;NSC9375;Methyl propionate, >=98%, FG;AMY21940;Tox21_200730;LMFA07010410;NA1248;Methyl propionate, analytical standard;AKOS008908807;LS-2956;UN 1248;NCGC00248813-01;NCGC00258284-01;CAS-554-12-1;FT-0628797;Methyl propionate, purum, >=99.0% (GC);P0508;S0301;EN300-70278;Methyl propionate [UN1248] [Flammable liquid];A830633;Methyl propionate [UN1248] [Flammable liquid];Q418391;B64DF78F-37BE-4C30-A4DB-6EB6AD7FDD52;J-522628

Chemical Property of Methyl propionate

Chemical Property:

• Appearance/Colour: colourless liquid
• Vapor Pressure: 40 mm Hg ( 11 °C)
• Melting Point: -88 °C
• Refractive Index: n20/D 1.376(lit.)
• Boiling Point: 67.9 °C at 760 mmHg
• Flash Point: 6.1 °C
• PSA: 26.30000
• Density: 0.898 g/cm³
• LogP: 0.56940
• Storage Temp.: Flammables area
• Solubility.: H2O: soluble16 parts
• Water Solubility.: 5 g/100 mL at 20 ºC
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 88.052429494
• Heavy Atom Count: 6
• Complexity: 49.5
• Transport DOT Label: Flammable Liquid

Purity/Quality:

99% ^*data from raw suppliers

C3 ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F, Xn
• Hazard Codes: F,Xn
• Statements: 11-20-2017/11/20
• Safety Statements: 16-24-29-33

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Solvents -> Esters (
• Canonical SMILES: CCC(=O)OC
• Inhalation Risk: No indication can be given about the rate at which a harmful concentration of this substance in the air is reached on evaporation at 20 °C.
• Effects of Short Term Exposure: The substance is irritating to the respiratory tract, skin and eyes.
• Description: Methyl propionate is an organic compound belonging to the family of carboxylic acid esters, which is commonly applied as a solvent for cellulose nitrate and lacquers. It also serves as a raw material in organic synthesis for manufacturing paints, varnishes and other chemical productions such as methyl methacrylate. Besides, the fruity smell and taste of methyl propanoate results in its usage of fragrances and flavoring agents. Methyl propanoate can be synthesized by esterifying propionic acid with methanol. In the field of industry, it is produced by the reaction of ethylene with carbon monoxide and methanol in the presence of nickel carbonyl. Methyl propionate, also known as methyl propanoate, is a chemical compound with the molecular formula C4H8O2. It is a volatile ester with a sweet, fruity, rum-like odor.
• Uses: Methyl propionate is used as a solvent for cellulose nitrate and lacquers, and as a raw material for the production of paints, varnishes and other chemicals such as methyl methacrylate. Due to its fruity smell and taste, it is also used in fragrances and flavoring. It is commonly used in organic synthesis. It undergoes vapor-phase aldol condensation with formaldehyde to form methyl methacrylate. In organic synthesis.

Technology Process of Methyl propionate

There total 160 articles about Methyl propionate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

acrylic acid methyl ester (292638-85-8,9003-21-8,96-33-3) → propanoic acid methyl ester (554-12-1)

Guidance literature:

With hydrogen; palladium(II) complex of ferrocenylamine sulfide ⁽²⁾; In acetone; for 0.25h; under 4137.2 Torr; or with catalyst 3, 0.75 h;

DOI:10.1016/0040-4039(91)80065-E

Reference yield: 99.0%

methanol (67-56-1) + ethene (74-85-1) + carbon monoxide (201230-82-2) → propanoic acid methyl ester (554-12-1)

Guidance literature:

With methanesulfonic acid; palladium diacetate; bis(phosphaadamantyl)diphosphine; at 90 ℃;

DOI:10.1039/b103754b

Reference yield: 79.0%

acetic anhydride (108-24-7) + 2-Pentanone (107-87-9) → propanoic acid methyl ester (554-12-1) + butanoic acid methyl ester (623-42-7)

Guidance literature:

With oxygen; manganese(III) triacetate dihydrate; at 90 ℃; for 10h; under 3750.38 Torr; Autoclave;

DOI:10.1002/cssc.201300325

upstream raw materials:

methanol

ethyl 2-methyl-3-oxopentanoate

sodium methylate

potassium propionate

Downstream raw materials:

methyl 2-benzoylpropionate

methacrylic acid methyl ester

5-ethyl-nonan-5-ol

methyl (E)-2-methyl-3-(4-methylphenyl)acrylate

Refernces

• 1、 Bouchez, Laure,Vogel, Pierre. "One-pot, three-component synthesis of open-chain, polyfunctional sulfones". . p. 225 - 231. Retrieved 2002.
• 2、 Kara, Ali,Erdem, Beyhan. "Synthesis, characterization and catalytic properties of sulfonic acid functionalized magnetic-poly(divinylbenzene-4-vinylpyridine) for esterification of propionic acid with methanol". . p. 42 - 47. Retrieved 2011.
• 3、 Legrand, Christophe,Castanet, Yves,Mortreux, Andre,Petit, Francis. "Direct Hydroesterification of Ethylene with Methyl Formate with the New System RuCl3-NR4I-NR3: an Example of Catalytic Activation of the CH Bond of Methyl Formate?". . p. 1173 - 1174. Retrieved 1994.
• 4、 Khokarale, Santosh G.,García-Suárez, Eduardo J.,Fehrmann, Rasmus,Riisager, Anders. "Highly Selective Continuous Gas-Phase Methoxycarbonylation of Ethylene with Supported Ionic Liquid Phase (SILP) Catalysts". . p. 1824 - 1829. Retrieved 2017.
• 5、 Khokarale,García-Suárez,Xiong,Mentzel,Fehrmann,Riisager. "Zwitterion enhanced performance in palladium-phosphine catalyzed ethylene methoxycarbonylation". . p. 73 - 75. Retrieved 2014.
• 6、 Cavinato, Gianni,Facchetti, Sarah,Toniolo, Luigi. "Ethene hydromethoxycarbonylation catalyzed by cis-[Pd(SO 4)(PPh3)2]/H2SO4/PPh 3". . p. 180 - 185. Retrieved 2010.
• 7、 Uchida,Bando. "-". . p. 953. Retrieved 1956.
• 8、 Mizoroki et al.. "". . p. 479,480, 481. Retrieved 1979.
• 9、 Isnard, P.,Denise, B.,Sneeden, R. P. A.,Cognion, J. M.,Durual, P.. "TRANSITION METAL CATALYSED INTERACTION OF ETHYLENE AND ALKYL FORMATES". . p. 135 - 140. Retrieved 1983.
• 10、 Li, Shuangming,Yang, Xuejiao,Chen, Jiaxiang,Wang, Xiujuan,Li, Wenxiu,Yu, Sansan. "Effective recovery of acetic acid from wood vinegar by reactive distillation using tungstophosphoric acid-active carbon catalyst". . p. 7311 - 7314. Retrieved 2014.