N,N-dimethylprop-2-ynamide

Base Information

• Chemical Name: N,N-dimethylprop-2-ynamide
• CAS No.: 2682-34-0
• Molecular Formula: C5H7NO
• Molecular Weight: 97.1167
• European Community (EC) Number: 821-403-5
• Nikkaji Number: J471.577B
• Mol file: 2682-34-0.mol

Synonyms:N,N-dimethylprop-2-ynamide;2682-34-0;2-Propynamide, N,N-dimethyl-;N,N-Dimethylpropiolamide;N, N-dimethylprop-2-ynamide;AKOS026732608;D93417;EN300-266088;F8885-5719;Z1509741471

Chemical Property of N,N-dimethylprop-2-ynamide

Chemical Property:

• Melting Point: 100 °C
• Boiling Point: 113.1±23.0 °C(Predicted)
• PKA: -1.31±0.70(Predicted)
• PSA: 20.31000
• Density: 0.978±0.06 g/cm3(Predicted)
• LogP: -0.29220
• XLogP3: 0.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 97.052763847
• Heavy Atom Count: 7
• Complexity: 117

Purity/Quality:

99% ^*data from raw suppliers

N,N-Dimethylprop-2-ynamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN(C)C(=O)C#C

Technology Process of N,N-dimethylprop-2-ynamide

There total 12 articles about N,N-dimethylprop-2-ynamide 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: 92.0%

N,N-dimethyl-3-(trimethylsilyl)propiolamide (93641-74-8) → N,N-dimethylpropynamide (2682-34-0)

Guidance literature:

With potassium fluoride; 18-crown-6 ether; In ethanol; at 0 - 40 ℃;

DOI:10.1002/ejoc.201201005

Reference yield: 77.0%

dimethyl amine (124-40-3) + Propiolic acid (471-25-0) → N,N-dimethylpropynamide (2682-34-0)

Guidance literature:

With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1002/chem.201402559

Reference yield: 73.0%

N, N-dimethyl-2,3-dibromopropionamide (71108-45-7) → N,N-dimethylpropynamide (2682-34-0)

Guidance literature:

With sodium t-butanolate; In tetrahydrofuran; at 0 - 20 ℃; for 2.5h; Reagent/catalyst; Solvent;

upstream raw materials:

dimethyl amine

propynoic acid methyl ester

N,N-dimethyl-3-(trimethylsilyl)propiolamide

Propiolic acid

Downstream raw materials:

Bu3SnC(CONMe2)C(CCCF3)H

C₁₅H₁₆N₂O

1-benzyl-N,N-dimethyl-1,2,3-triazole-4-carboxamide

1-benzyl-N,N-dimethyl-1,2,3-triazole-5-carboxamide

Refernces

Synthesis of the first stable palladium allenylidene complexes

10.1021/om800843e

The research focuses on the synthesis of the first stable palladium allylidyne complexes, which are significant due to the broad range of applications of palladium complexes in organic synthesis and catalysis. The study aimed to fill the gap in knowledge regarding palladium allylidyne complexes, which were previously unknown, and to explore their potential catalytic activity. The researchers successfully synthesized a series of palladium allylidyne complexes using N,N-dimethylpropiolamides as the C3 source, through a two-step process involving oxidative addition and alkylation. Key chemicals used in the process included [Pd(PPh3)4], BrCtCC(dO)NR2, PiPr3, P(C6H4OMe-4)3, and various alkylating agents such as MeOTf and [Me3O]BF4. The synthesized complexes were characterized by spectroscopic means and elemental analysis, and their structures were confirmed by X-ray diffraction studies. The research concluded that the newly synthesized palladium allylidyne complexes are remarkably stable and exhibit characteristic features of π-donor-substituted allylidyne complexes, opening up new avenues for their potential application in catalysis.