n-Methoxy-n-methylformamide

Base Information

• Chemical Name: n-Methoxy-n-methylformamide
• CAS No.: 32117-82-1
• Molecular Formula: C3H7NO2
• Molecular Weight: 89.0941
• Hs Code.: 2924199090
• DSSTox Substance ID: DTXSID50472697
• Nikkaji Number: J1.191.593K
• Mol file: 32117-82-1.mol

Synonyms:n-methoxy-n-methylformamide;32117-82-1;N-methoxy-N-methyl-formamide;Formamide, N-methoxy-N-methyl-;weinreb amide;n-methoxy-n-methylcarboxamide;n-methyl-n-methoxycarboxamide;DTXSID50472697;WHWRXFLOPJUZDK-UHFFFAOYSA-N;MFCD11226240;AKOS006309355;SB36574;CS-0128675;FT-0765930;EN300-140660;F11046

Chemical Property of n-Methoxy-n-methylformamide

Chemical Property:

• Vapor Pressure: 129.396mmHg at 25°C
• Boiling Point: 70.34oC at 760 mmHg
• Flash Point: -3.658oC
• PSA: 29.54000
• Density: 1.001g/cm3
• LogP: 0.27190
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C
• XLogP3: -0.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 89.047678466
• Heavy Atom Count: 6
• Complexity: 46.1

Purity/Quality:

97% ^*data from raw suppliers

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN(C=O)OC

Technology Process of n-Methoxy-n-methylformamide

There total 2 articles about n-Methoxy-n-methylformamide 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: 83.0%

Methyl formate (107-31-3) + N,0-dimethylhydroxylamine (1117-97-1) → N-methoxy-N-methyl-formamide (32117-82-1)

Guidance literature:

With sodium methylate; In diethyl ether; at 0 ℃; for 2h;

DOI:10.1016/S0040-4039(99)01645-7

Reference yield: 79.0%

carbon dioxide (124-38-9,18923-20-1) + N,0-dimethylhydroxylamine (1117-97-1) → N-methoxy-N-methyl-formamide (32117-82-1)

Guidance literature:

With phenylsilane; tetrabutylammonium acetate; In neat (no solvent); at 0 - 20 ℃; for 6h; under 760.051 Torr; Glovebox; Schlenk technique; Molecular sieve;

DOI:10.1039/d0cc01371d

Reference yield: 95.0%

N-methoxy-N-methyl-formamide (32117-82-1) + dodecyltriphenylphosphonium bromide (15510-55-1) → tridecanal (10486-19-8)

Guidance literature:

dodecyltriphenylphosphonium bromide; With n-butyllithium; diisopropylamine; In tetrahydrofuran; hexane; at -20 ℃; for 1h;

N-methoxy-N-methyl-formamide; In tetrahydrofuran; hexane; at -30 - 20 ℃; for 4h;

DOI:10.1016/j.tetlet.2006.06.118

upstream raw materials:

Methyl formate

N,0-dimethylhydroxylamine

carbon dioxide

Downstream raw materials:

6-bromonicotinaldehyde

isoquinoline-4-carbaldehyde

ortho-anisaldehyde

4-methoxy-benzaldehyde

Refernces

Synthesis of (-)-β conhydrine and analogues using N-Boc-2-acyl oxazolidine methodology and ring closing metathesis

10.1016/S0040-4039(00)00580-3

The study presents a synthetic approach to (?)-β-conhydrine and its analogues, utilizing N-Boc-2-acyl oxazolidine methodology and ring-closing metathesis (RCM). The process involves a stereoselective reduction of an N-Boc-2-acyl oxazolidine and an RCM on enantiopure trans-3,4,5-trisubstituted oxazolidin-2-ones to create unsaturated bicyclic oxazolidin-2-ones with different ring sizes. One of the bicyclic compounds synthesized was converted into (?)β-conhydrin, and both an unsaturated and a dihydroxylated analogue of this alkaloid were also prepared from the same starting material. The synthesis strategy offers a new pathway for the production of hydroxylated piperidinic alkaloids, with potential applications in the development of biologically active compounds.

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