N-Methoxy-N-methylpivalamide

Base Information

• Chemical Name: N-Methoxy-N-methylpivalamide
• CAS No.: 64214-60-4
• Molecular Formula: C7H15NO2
• Molecular Weight: 145.202
• Hs Code.: 2924199090
• DSSTox Substance ID: DTXSID60466042
• Nikkaji Number: J1.595.174E
• Wikidata: Q82292416
• Mol file: 64214-60-4.mol

Synonyms:N-METHOXY-N-METHYLPIVALAMIDE;64214-60-4;N-Methoxy-N,2,2-trimethylpropanamide;Propanamide, N-methoxy-N,2,2-trimethyl-;SCHEMBL2054539;DTXSID60466042;KUDRBYBWCRNGBJ-UHFFFAOYSA-N;MFCD11847426;AKOS008953036;AM90116;AS-59324;FT-0739859;N-methoxy-N-methyl-2,2-dimethyl-propanamide;A849005;F1903-0094

Chemical Property of N-Methoxy-N-methylpivalamide

Chemical Property:

• Boiling Point: 62-64 °C(Press: 10 Torr)
• PSA: 29.54000
• Density: 0.937±0.06 g/cm3(Predicted)
• LogP: 1.05230
• Storage Temp.: 2-8°C
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 145.110278721
• Heavy Atom Count: 10
• Complexity: 126

Purity/Quality:

99% ^*data from raw suppliers

N-Methoxy-N,2,2-trimethylpropanamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)C(=O)N(C)OC

Technology Process of N-Methoxy-N-methylpivalamide

There total 6 articles about N-Methoxy-N-methylpivalamide 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: 97.0%

N,O-dimethylhydroxylamine*hydrochloride (6638-79-5) + pivaloyl chloride (3282-30-2) → N-methoxy-N-methylpivalamide (64214-60-4)

Guidance literature:

With potassium carbonate; In 2-methyltetrahydrofuran; water; at 0 - 20 ℃;

DOI:10.1039/c3ra41262h

Reference yield: 88.0%

N,0-dimethylhydroxylamine (1117-97-1) + Trimethylacetic acid (75-98-9) → N-methoxy-N-methylpivalamide (64214-60-4)

Guidance literature:

N,0-dimethylhydroxylamine; Trimethylacetic acid; In toluene; at 0 ℃; for 0.166667h;

With phosphorus trichloride; In toluene; at 20 - 60 ℃; for 0.5h;

DOI:10.1055/s-0033-1340317

Reference yield: 83.0%

N,O-dimethylhydroxylamine*hydrochloride (6638-79-5) + Trimethylacetic acid (75-98-9) → N-methoxy-N-methylpivalamide (64214-60-4)

Guidance literature:

Trimethylacetic acid; With trichloroacetonitrile; triphenylphosphine; In dichloromethane; at 20 ℃; for 1h; Inert atmosphere;

N,O-dimethylhydroxylamine*hydrochloride; With triethylamine; In dichloromethane; at 20 ℃; for 2h; Inert atmosphere;

DOI:10.5012/bkcs.2010.31.01.171

upstream raw materials:

N,O-dimethylhydroxylamine*hydrochloride

pivaloyl chloride

Trimethylacetic acid

N,0-dimethylhydroxylamine

Downstream raw materials:

4,4-dimethyl-1-(trimethylsilyl)pent-1-yn-3-one

N-methyl-pivalamide

N-Hydroxymethyl-2,2,N-trimethyl-propionamide

Refernces

• 1、 Guven, Sinem,Kundu, Gourab,Rissanen, Kari,Schoenebeck, Franziska,Ward, Jas S.,We?els, Andrea. "Selective Synthesis of Z-Silyl Enol Ethers via Ni-Catalyzed Remote Functionalization of Ketones". supporting information. p. 8375 - 8380. Retrieved 2021/06/27.
• 2、 Frackenpohl, Jens,Bojack, Guido,Baltz, Rachel,Bickers, Udo,Busch, Marco,Dittgen, Jan,Franke, Jana,Freigang, J?rg,Grill, Erwin,Gonzalez, Susana,Helmke, Hendrik,Hills, Martin J.,Hohmann, Sabine,von Koskull-D?ring, Pascal,Kleemann, Jochen,Lange, Gudrun,Lehr, Stefan,Schmutzler, Dirk,Schulz, Arno,Walther, Kerstin,Willms, Lothar,Wunschel, Christian. "Potent Analogues of Abscisic Acid – Identifying Cyano-Cyclopropyl Moieties as Promising Replacements for the Cyclohexenone Headgroup". . p. 1416 - 1425. Retrieved 2018/04/06.