N-Methoxy-N-methylacetamide

Base Information

• Chemical Name: N-Methoxy-N-methylacetamide
• CAS No.: 78191-00-1
• Molecular Formula: C4H9NO2
• Molecular Weight: 103.121
• Hs Code.: 29280000
• European Community (EC) Number: 628-920-3
• DSSTox Substance ID: DTXSID10336948
• Nikkaji Number: J208.742A
• Wikidata: Q72490262
• Mol file: 78191-00-1.mol

Synonyms:N-Methoxy-N-methylacetamide;78191-00-1;N-Methoxyl-N-methylacetamide;Acetamide, N-methoxy-N-methyl-;N-Methyl-N-methoxyacetamide;MFCD00060098;N-Acetyl-N,O-dimethylhydroxylamine;N-methoxy-N-methyl-acetamide;N-Methoxy-n-methylacetamde;N-methoxy N-methylacetamide;n-methoxy-n-methyl acetamide;N-methyl-N-methoxylacetamide;N-methyl-N-methoxy-acetamide;N-Methyl-N-methoxy acetamide;SCHEMBL218587;N-methoxy- N-methyl-acetamide;OYVXVLSZQHSNDK-UHFFFAOYSA-;DTXSID10336948;N,O-dimethyl acetohydroxamic acid;N-methyl-N -(methyloxy)acetamide;N-Methoxy-N-methylacetamide, 98%;BCP24888;AM1188;AKOS008953235;CS-W001095;GS-4134;SB40762;SY004033;FT-0650379;M0919;EN300-79355;O12025;A839358;J-523621;F0001-2064

Chemical Property of N-Methoxy-N-methylacetamide

Chemical Property:

• Appearance/Colour: clear colorless liquid
• Vapor Pressure: 52.7mmHg at 25°C
• Refractive Index: n20/D 1.426(lit.)
• Boiling Point: 92 °C at 760 mmHg
• Flash Point: 9.4 °C
• PSA: 29.54000
• Density: 0.979 g/cm³
• LogP: 0.02610
• Storage Temp.: Flammables area
• Water Solubility.: Soluble
• XLogP3: -0.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 103.063328530
• Heavy Atom Count: 7
• Complexity: 72.1

Purity/Quality:

99% ^*data from raw suppliers

N-Methoxy-N-methylacetamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R10:
• Hazard Codes: R10:
• Statements: 10
• Safety Statements: 16-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)N(C)OC

Technology Process of N-Methoxy-N-methylacetamide

There total 16 articles about N-Methoxy-N-methylacetamide 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%

2-(4-fluorophenyl)-N-methoxy-N-methylacetamide (457948-95-7) + vinylmagnesium chloride (3536-96-7) → 1-(4-fluorophenyl)but-3-en-2-one (860642-35-9) + 2-(4-fluorophenyl)-N-methoxyacetamide (119114-45-3) + C12H16FNO2 + N-Methoxy-N-methylacetamide (78191-00-1)

Guidance literature:

2-(4-fluorophenyl)-N-methoxy-N-methyl-acetamide; vinylmagnesium chloride; In tetrahydrofuran; toluene; at -30 ℃; for 2h;

With acetic anhydride; In tetrahydrofuran; toluene; at -30 ℃; for 0.5h;

With ammonium chloride; In tetrahydrofuran; water; toluene; at -30 - 10 ℃;

Reference yield: 98.0%

N,O-dimethylhydroxylamine*hydrochloride (6638-79-5) + acetyl chloride (75-36-5) → N-Methoxy-N-methylacetamide (78191-00-1)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 20 ℃; for 1h;

DOI:10.1021/ol300652k

Reference yield: 91.0%

acetic acid butyl ester (123-86-4) + N,O-dimethylhydroxylamine*hydrochloride (6638-79-5) → N-Methoxy-N-methylacetamide (78191-00-1)

Guidance literature:

N,O-dimethylhydroxylamine*hydrochloride; With diisobutylaluminium hydride; In tetrahydrofuran; toluene;

acetic acid butyl ester; In tetrahydrofuran; at 20 ℃; for 2h;

DOI:10.1016/S0040-4039(01)01933-5

upstream raw materials:

N-methoxy-N-methylacetamidine hydroiodide

N,O-dimethylhydroxylamine*hydrochloride

acetyl chloride

dimethyl sulfate

Downstream raw materials:

1-phenyl-1,3,5,7,9-decanepentanone

3,4,5,6-Tetrahydro-3,7-dimethylbenzisoxazole

1-(1-methyl-1H-1,2,3-triazol-5-yl)-ethanone

1-(3-benzylphenyl)ethan-1-one

Refernces

• 1、 Khodot,Petrova,Anikin,Chlenov. "Preparation of N-nitrohydroxylamines by the substituting nitration method". . p. 727 - 729. Retrieved 1996.
• 2、 Deichert, Julie A.,Mizufune, Hideya,Patel, Jignesh J.,Hurst, Timothy E.,Maheta, Ashish,Kitching, Matthew O.,Ross, Avena C.,Snieckus, Victor. "Expedient Pd-Catalyzed α-Arylation towards Dibenzoxepinones: Pivotal Manske's Ketone for the Formal Synthesis of Cularine Alkaloids". supporting information. p. 4693 - 4697. Retrieved 2020/05/08.
• 3、 Gim, Hyo Jin,Jung, Michael E.. "Formation of Aryl [1-Cyano-4-(dialkylamino)butadienyl] Ketones from Pyridines". supporting information. p. 2548 - 2552. Retrieved 2019/06/08.