Propyl propionate

Base Information

• Chemical Name: Propyl propionate
• CAS No.: 106-36-5
• Molecular Formula: C6H12O2
• Molecular Weight: 116.16
• Hs Code.: 2915509000
• European Community (EC) Number: 203-389-7
• NSC Number: 72022
• UNII: G09TRV00GK
• DSSTox Substance ID: DTXSID4042337
• Nikkaji Number: J35.366C
• Wikipedia: Propyl_propanoate
• Wikidata: Q3119221
• Metabolomics Workbench ID: 4057
• ChEMBL ID: CHEMBL3185284
• Mol file: 106-36-5.mol

Synonyms:PROPYL PROPIONATE;Propyl propanoate;106-36-5;Propanoic acid, propyl ester;n-Propyl propionate;n-Propyl propanoate;Propionic acid, propyl ester;n-Propyl n-propionate;Propylester kyseliny propionove;FEMA No. 2958;Propionic Acid Propyl Ester;Propyl propionate (natural);NSC 72022;Propionic acid n-propyl ester;n-Propylpropropionate;Propyl ester of propanoic acid;EINECS 203-389-7;UNII-G09TRV00GK;Propanoic acid propyl ester;Propionic acid-propyl ester;Propylester kyseliny propionove [Czech];BRN 1699993;G09TRV00GK;AI3-24357;DTXSID4042337;CHEBI:89828;NSC-72022;WE(3:0/3:0);4-02-00-00707 (Beilstein Handbook Reference);Propyl-propanoate;chlorhexidineacetate;propionic acid propyl;Propionate de propyle;n-Propyl n-propanoate;Propyl propionate, 99%;Propionoic acid propyl ester;SCHEMBL62961;WLN: 3OV2;PROPYL PROPANOATE [MI];PROPYL PROPIONATE [FCC];CHEMBL3185284;DTXCID2022337;PROPYL PROPIONATE [FHFI];FEMA 2958;AMY21939;NSC72022;Tox21_301107;LMFA07010412;MFCD00009373;AKOS008947790;LS-3080;Propyl propionate, >=98%, FCC, FG;NCGC00248289-01;NCGC00255007-01;CAS-106-36-5;LS-13177;FT-0631593;P0511;F87292;J-001582;Q3119221;Propyl propionate, natural (US), >=98%, FCC, FG

Chemical Property of Propyl propionate

Chemical Property:

• Appearance/Colour: Clear colorless liquid
• Vapor Pressure: 14.3mmHg at 25°C
• Melting Point: -76 °C(lit.)
• Refractive Index: n20/D 1.393(lit.)
• Boiling Point: 121.9 °C at 760 mmHg
• Flash Point: 19.4 °C
• PSA: 26.30000
• Density: 0.886 g/cm³
• LogP: 1.34960
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 116.083729621
• Heavy Atom Count: 8
• Complexity: 68.9

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn:Harmful
• Statements: R10:; R20:
• Safety Statements: S24:

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCOC(=O)CC

Technology Process of Propyl propionate

There total 73 articles about Propyl 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: 81.0%

propionaldehyde (123-38-6) → propan-1-ol (71-23-8) + propyl propionate (106-36-5) + propionic acid (802294-64-0,79-09-4)

Guidance literature:

With aluminum (III) chloride; triethylamine; In dichloromethane; at 20 ℃; for 48h;

DOI:10.1007/s00706-021-02785-9

Reference yield: 62.0%

(PPh3)3CoH(N2) (21373-88-6,16920-54-0) + phenyl propionate (637-27-4,132899-52-6) → HCo(CO)(P(C6H5)3)3 (53729-69-4,21329-67-9) + propyl propionate (106-36-5) + phenoxotris(triphenylphosphine)cobalt(I) (91583-66-3) + ethane (74-84-0) + nitrogen (7727-37-9)

Guidance literature:

In toluene; byproducts: H2; EtCO2Ph added to CoH(N2)(PPh3)3 in toluene in vac., reacted for 3 days at room temp.; liquid phase analysed by GLC; hexane added, ppt. filtered, washed with hexane, dried in vac., recrystd. from C6H6-hexane;

DOI:10.1021/ja00263a007

Reference yield: 28.0%

(PPh3)3CoH(N2) (21373-88-6,16920-54-0) + propionic acid anhydride (123-62-6) → Co(1+)*C2H5CO2(1-)=Co(OCOC2H5) (99668-70-9) + propyl propionate (106-36-5) + ethane (74-84-0) + nitrogen (7727-37-9) + hydrogen (1333-74-0)

Guidance literature:

In toluene; in toluene at room temp. for 1 day;

DOI:10.1021/ja00263a007

upstream raw materials:

propan-1-ol

ethyl 2-methyl-3-oxopentanoate

sodium n-propoxide

Dipropyl ether

Downstream raw materials:

1-Propyl acetate

Isopropyl acetate

N-(phenyl)-2-methylacetamide

N-benzylpropanamide

Refernces

• 1、 Nguyen, Duc Hanh,Trivelli, Xavier,Capet, Frédéric,Paul, Jean-Fran?ois,Dumeignil, Franck,Gauvin, Régis M.. "Manganese Pincer Complexes for the Base-Free, Acceptorless Dehydrogenative Coupling of Alcohols to Esters: Development, Scope, and Understanding". . p. 2022 - 2032. Retrieved 2017.
• 2、 Friend, Cynthia M.,Luneau, Mathilde,Madix, Robert J.,Reece, Christian. "Predicting a Sharp Decline in Selectivity for Catalytic Esterification of Alcohols from van der Waals Interactions". . p. 10864 - 10867. Retrieved 2020.
• 3、 Blum, Yigal,Shvo, Youval. "CATALYTIC OXIDATION OF ALCOHOLS TO ESTERS WITH Ru3(CO)12". . p. 93 - 108. Retrieved 1984.
• 4、 Nakamura,Kawamoto. "-". . p. 1072,1074. Retrieved 1971.
• 5、 Brewster, Timothy P.,Miller, Alexander J. M.,Heinekey, D. Michael,Goldberg, Karen I.. "Hydrogenation of carboxylic acids catalyzed by half-sandwich complexes of iridium and rhodium". . p. 16022 - 16025. Retrieved 2013.
• 6、 Braca, Giuseppe,Galletti, Anna Maria Raspolli,Sbrana, Glauco. "Anionic ruthenium iodocarbonyl complexes as selective dehydroxylation catalysts in aqueous solution". . p. 41 - 49. Retrieved 1991.
• 7、 Bressan, Mario,Morvillo, Antonino. "Selective Oxidation of Alkanes and Ethers mediated by Ruthenium(II) Complexes". . p. 421 - 423. Retrieved 1989.
• 8、 Zhang, Shaofeng,Han, Hongfei,Guo, Zhiqiang,Tong, Hongbo,Wei, Xuehong. "Synthesis and crystal structures of three amidinatoaluminum compounds and their catalytic behavior in the Tishchenko reaction". . p. 118 - 122. Retrieved 2015.
• 9、 Grey, Roger A.,Pez, Guido P.,Wallo, Andrea,Corsi, Jeff. "Homogeneous Catalytic Hydrogenation of Carbocyclic Acid Esters to Alcohols". . p. 783 - 784. Retrieved 1980.
• 10、 Sharifi, Sina,Sharifi, Hannah,Koza, Darrell,Aminkhani, Ali. "Disproportionation of aliphatic and aromatic aldehydes through Cannizzaro, Tishchenko, and Meerwein–Ponndorf–Verley reactions". . p. 803 - 808. Retrieved 2021/07/20.