N,N-Diethylbutyramide

Base Information

• Chemical Name: N,N-Diethylbutyramide
• CAS No.: 1114-76-7
• Molecular Formula: C8H17NO
• Molecular Weight: 143.229
• Hs Code.: 2924199090
• NSC Number: 6005
• UNII: JKR596855W
• DSSTox Substance ID: DTXSID1061495
• Nikkaji Number: J421.558C
• Wikidata: Q81989499
• Mol file: 1114-76-7.mol

Synonyms:N,N-Diethylbutyramide;N,N-Diethylbutanamide;1114-76-7;Butanamide, N,N-diethyl-;N,N-Diethyl-n-butyramide;NN-Diethylbutyramide;Butyramide, N,N-diethyl-;n,n-diethyl-butyramide;JKR596855W;NSC 6005;NSC-6005;AI3-06147;NSC6005;Butanamide,N-diethyl-;Butyramide,N-diethyl-;butyric acid diethylamide;SCHEMBL633287;UNII-JKR596855W;DTXSID1061495;ADAL1187239;MFCD00043659;AKOS003882053;FT-0675994

Chemical Property of N,N-Diethylbutyramide

Chemical Property:

• Vapor Pressure: 0.227mmHg at 25°C
• Refractive Index: 1.432
• Boiling Point: 207.3 °C at 760 mmHg
• PKA: -0.41±0.70(Predicted)
• Flash Point: 78.2 °C
• PSA: 20.31000
• Density: 0.868 g/cm³
• LogP: 1.65490
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 4
• Exact Mass: 143.131014166
• Heavy Atom Count: 10
• Complexity: 97.4

Purity/Quality:

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

N,N-Diethylbutyramide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCC(=O)N(CC)CC
• Uses: N,N-Diethylbutyramide is a compound that has been used as a pretreatment before N,N-Dimethyltryptamine (D469620) to decrease its hallucinogenic activity.

Technology Process of N,N-Diethylbutyramide

There total 7 articles about N,N-Diethylbutyramide 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%

diethylamine (109-89-7) + butyryl chloride (141-75-3) → N,N-diethyl-butyramide (1114-76-7)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 20 ℃;

DOI:10.1021/jacs.6b04061

Reference yield: 88.0%

diethylamine (109-89-7) + butyric acid (107-92-6) → N,N-diethyl-butyramide (1114-76-7)

Guidance literature:

butyric acid; With niobium pentachloride; In dichloromethane;

diethylamine; In dichloromethane; at 45 - 50 ℃; for 3h;

DOI:10.1055/s-2003-36823

Reference yield: 32.0%

butyraldehyde (123-72-8) + triethylamine (121-44-8) → N,N-diethyl-butyramide (1114-76-7)

Guidance literature:

With tert.-butylhydroperoxide; iron(II) chloride; In decane; acetonitrile; at 85 ℃; for 1h; Schlenk technique; Inert atmosphere;

DOI:10.1002/chem.201203824

upstream raw materials:

diethylamine

butyryl chloride

butyric acid

Phosphorigsaeure-butyrylester-butylester-diethylamid

Downstream raw materials:

methane

2-Pentanone

triethyl orthobutyrate

1-ethoxy-2-pentanone

Refernces

• 1、 Li, Yuanming,Jia, Fan,Li, Zhiping. "Iron-catalyzed oxidative amidation of tertiary amines with aldehydes". supporting information. p. 82 - 86. Retrieved 2013/03/13.
• 2、 Inoue, Rie,Shinokubo, Hiroshi,Oshima, Koichiro. "Reaction of tert-Butyl Dibromoacetate or N,N-Diethyldibromoacetamide with Trialkylmanganate Providing an Alkylated Manganese Enolate". . p. 910 - 911. Retrieved 2007/10/03.