N,N-Diethylpropionamide

Base Information

• Chemical Name: N,N-Diethylpropionamide
• CAS No.: 1114-51-8
• Molecular Formula: C7H15NO
• Molecular Weight: 129.202
• Hs Code.: 2924199090
• European Community (EC) Number: 625-387-9
• NSC Number: 105
• UNII: JFK8231N9S
• DSSTox Substance ID: DTXSID1061493
• Nikkaji Number: J150.142I
• Wikidata: Q27281489
• Mol file: 1114-51-8.mol

Synonyms:N,N-Diethylpropionamide;1114-51-8;N,N-Diethylpropanamide;Diethylpropionamide;Propanamide, N,N-diethyl-;Propionamide, N,N-diethyl-;Diethylamide of propionic acid;NSC 105;n,n-diethyl-propionamide;BRN 1747650;UNII-JFK8231N9S;AI3-02833;JFK8231N9S;NSC-105;4-04-00-00353 (Beilstein Handbook Reference);NSC105;Propanamide,N-diethyl-;Propionamide,N-diethyl-;SCHEMBL139066;N,N-Diethylpropionamide, 99%;DTXSID1061493;BAA11451;MFCD00009302;AKOS003863108;LS-124124;CS-0196438;D0523;FT-0633335;D89672;Q27281489

Chemical Property of N,N-Diethylpropionamide

Chemical Property:

• Appearance/Colour: colorless clear liquid
• Vapor Pressure: 0.444mmHg at 25°C
• Melting Point: -22oC
• Refractive Index: 1.428
• Boiling Point: 194.3 °C at 760 mmHg
• PKA: -0.41±0.70(Predicted)
• Flash Point: 73.6 °C
• PSA: 20.31000
• Density: 0.87 g/cm³
• LogP: 1.26480
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 129.115364102
• Heavy Atom Count: 9
• Complexity: 86.9

Purity/Quality:

98%,99%, ^*data from raw suppliers

N,N-Diethylpropionamide >98.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 20/21/22
• Safety Statements: 36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCC(=O)N(CC)CC

Technology Process of N,N-Diethylpropionamide

There total 23 articles about N,N-Diethylpropionamide 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: 84.0%

propionic acid (802294-64-0,79-09-4) + diethylamine (109-89-7) → N,N-diethylpropanamide (1114-51-8)

Guidance literature:

propionic acid; With niobium pentachloride; In dichloromethane;

diethylamine; In dichloromethane; at 45 - 50 ℃; for 2.5h;

DOI:10.1055/s-2003-36823

Reference yield: 71.0%

propionyl chloride (79-03-8) + N,N-diethyl-1,1,1-trimethylsilanamine (996-50-9) → N,N-diethylpropanamide (1114-51-8)

Guidance literature:

In hexane; for 5h; Ambient temperature;

DOI:10.1021/jo00170a050

Reference yield: 68.0%

propionyl fluoride (430-71-7) + diethylamine (109-89-7) → N,N-diethylpropanamide (1114-51-8)

Guidance literature:

In acetonitrile; at 20 ℃; for 16h;

DOI:10.1021/acs.orglett.1c01953

upstream raw materials:

propionyl chloride

diethylamine

propionic acid

propionic acid anhydride

Downstream raw materials:

pentan-3-one

3-methylcoumarine

N,N-diethylpropylamine

1-Bromo-2-butanone

Refernces

• 1、 Abramovitch, Rudolph A.,Ooi, Gino H. C.,Sun, Han-Li,Pierrot, Marcel,Baldy, Andre,Estienne, Jacques. "The Reaction of Saccharin Derivatives with N,N-Diethylprop-1-ynamine: Formation of Cyclobutenyl Saccharinates and of a Spiro-oxete". . p. 1583 - 1584. Retrieved 1984.
• 2、 Lemoucheux,Rouden,Lasne. "Cross-coupling reactions of carbamoyl chlorides and Grignard reagents: A new rapid synthesis of tertiary amides". . p. 9997 - 10001. Retrieved 2000.
• 3、 Kobeissi, Marwan,Cherry, Khalil,Jomaa, Wissam. "Bromination of enamines from tertiary amides using the petasis reagent: A convenient one-pot regioselective route to bromomethyl ketones". supporting information. p. 2955 - 2965. Retrieved 2013/09/02.
• 4、 Nery, Marcelo S.,Ribeiro, Renata P.,Lopes, Claudio C.,Lopes, Rosangela S. C.. "Niobium pentachloride promoted conversion of carboxylic acids to carboxamides: Synthesis of the 4-aryl-1,2,3,4-tetrahydroisoquinoline alkaloid structures". . p. 272 - 276. Retrieved 2007/10/03.