N-Methoxy-2,N-dimethylacrylamide

Base Information

• Chemical Name: N-Methoxy-2,N-dimethylacrylamide
• CAS No.: 132960-14-6
• Molecular Formula: C6H11NO2
• Molecular Weight: 129.159
• DSSTox Substance ID: DTXSID00462543
• Nikkaji Number: J1.569.819E
• Wikidata: Q82287093
• Mol file: 132960-14-6.mol

Synonyms:N-METHOXY-2,N-DIMETHYLACRYLAMIDE;132960-14-6;N-METHOXY-N,2-DIMETHYLPROP-2-ENAMIDE;N-methoxy-N-methylmethacrylamide;SCHEMBL237000;DTXSID00462543;CSCFRIXKHXJIFU-UHFFFAOYSA-N;AKOS006327511;CS-0128674;FT-0671211;J-006262;F1903-0047

Chemical Property of N-Methoxy-2,N-dimethylacrylamide

Chemical Property:

• Vapor Pressure: 6.6mmHg at 25°C
• Refractive Index: 1.437
• Boiling Point: 138.9°C at 760 mmHg
• Flash Point: 37.8°C
• PSA: 29.54000
• Density: 0.969g/cm³
• LogP: 0.58230
• Storage Temp.: -20°C Freezer, Under Inert Atmosphere
• Solubility.: Chloroform, Methanol
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 129.078978594
• Heavy Atom Count: 9
• Complexity: 131

Purity/Quality:

98%Min ^*data from raw suppliers

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=C)C(=O)N(C)OC
• Uses: N-Methoxy-2,N-dimethylacrylamide is a reagent for the synthesis of (+)- Gregatin B and E (1).

Technology Process of N-Methoxy-2,N-dimethylacrylamide

There total 3 articles about N-Methoxy-2,N-dimethylacrylamide 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: 91.0%

N,O-dimethylhydroxylamine*hydrochloride (6638-79-5) + Methacryloyl chloride (920-46-7,26937-45-1) → Weinreb amide of 2-methyl-2-propeonic acid (132960-14-6)

Guidance literature:

N,O-dimethylhydroxylamine*hydrochloride; With pyridine; In dichloromethane; at 0 ℃; for 0.25h;

Methacryloyl chloride; In dichloromethane; at 0 - 20 ℃;

DOI:10.1016/j.tetlet.2017.09.091

Reference yield: 58.0%

isopropenyllithium (6386-71-6) + N,N'-dimethoxy-N,N'-dimethyl urea (123707-26-6) → Weinreb amide of 2-methyl-2-propeonic acid (132960-14-6)

Guidance literature:

In tetrahydrofuran; at 22 ℃;

DOI:10.1021/jo00008a057

Reference yield:

Methacryloyl chloride (920-46-7,26937-45-1) + N,0-dimethylhydroxylamine (1117-97-1) → Weinreb amide of 2-methyl-2-propeonic acid (132960-14-6)

Guidance literature:

With pyridine; In tetrahydrofuran;

upstream raw materials:

isopropenyllithium

N,N'-dimethoxy-N,N'-dimethyl urea

N,O-dimethylhydroxylamine*hydrochloride

Methacryloyl chloride

Downstream raw materials:

(S)-2,3-dihydroxy-N-methoxy-2,N-dimethyl-propionamide

(+)-(R)-2,3-dihydroxy-2,N-dimethyl-N-methoxy propanamide

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