Bis(dimethylamino)methoxymethane

Base Information

• Chemical Name: Bis(dimethylamino)methoxymethane
• CAS No.: 1186-70-5
• Molecular Formula: C6H16 N2 O
• Molecular Weight: 132.206
• Hs Code.: 2922199090
• European Community (EC) Number: 214-695-5
• UNII: 26554R5X7M
• DSSTox Substance ID: DTXSID20152176
• Nikkaji Number: J203.448D
• Wikidata: Q72489377
• Mol file: 1186-70-5.mol

Synonyms:1186-70-5;Bis(dimethylamino)methoxymethane;Methoxy-bis(dimethylamino)methane;1-methoxy-n,n,n',n'-tetramethylmethanediamine;EINECS 214-695-5;1-Methoxy-N,N,N',N'-tetramethylmethylenediamine;26554R5X7M;[(dimethylamino)(methoxy)methyl]dimethylamine;3-phenylbut-2-enoicacid;methoxybis(dimethylamino)methane;SCHEMBL1231388;methoxy bis(dimethylamino)methane;UNII-26554R5X7M;DTXSID20152176;methoxy-bis-(dimethylamino)methane;AMY19945;methoxy-bis-(dimethylamino) methane;AKOS015917834;Bis(dimethylamino)methoxymethane, technical;1-Methoxy-N,N,N,N-tetramethylmethanediamine;FT-0660849;EN300-7465602;1-methoxy-N,N,N\',N\'-tetramethylmethanediamine;alpha-Methoxy-N,N,N',N'-tetramethylmethanediamine;J-003868;Methanediamine, 1-methoxy-N,N,N',N'-tetramethyl-

Chemical Property of Bis(dimethylamino)methoxymethane

Chemical Property:

• Vapor Pressure: 18.8mmHg at 25°C
• Refractive Index: n20/D 1.418
• Boiling Point: 120-125 °C(lit.)
• Flash Point: 14℃
• PSA: 15.71000
• Density: 0.863 g/mL at 20 °C(lit.)
• LogP: 0.03960
• Storage Temp.: 2-8°C
• XLogP3: 0.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 132.126263138
• Heavy Atom Count: 9
• Complexity: 65.5

Purity/Quality:

98% ^*data from raw suppliers

MethoxyBis(dimethylamino)methane ^*data from reagent suppliers

Safty Information:

• Pictogram(s): 1900972
• Hazard Codes: F
• Statements: 11

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN(C)C(N(C)C)OC

Technology Process of Bis(dimethylamino)methoxymethane

There total 8 articles about Bis(dimethylamino)methoxymethane 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:

sodium methylate (124-41-4) + N,N,N',N'-Tetramethylformamidinium chloride (1071-38-1) → bis(dimethylamino)methoxymethane (1186-70-5) + tris(dimethylamino)methane (5762-56-1) + N,N-dimethyl-formamide dimethyl acetal (4637-24-5)

Guidance literature:

In tetrahydrofuran; at 21 ℃; Title compound not separated from byproducts.;

DOI:10.1002/adsc.200404097

Reference yield:

sodium methylate (124-41-4) + N,N,N',N'-tetramethylformamidinium methyl sulfate (2013-91-4) → bis(dimethylamino)methoxymethane (1186-70-5)

Guidance literature:

In diethyl ether; Heating;

Reference yield:

C-Chloro-N,N,N',N'-tetramethyl-methanediamine → bis(dimethylamino)methoxymethane (1186-70-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 40 percent / tetrahydrofuran / 24 h / 20 °C

2: Ambient temperature

In tetrahydrofuran;

upstream raw materials:

Bis(dimethylamino)acetonitrile

sodium methylate

N,N,N',N'-tetramethylformamidinium methyl sulfate

morpholine

Downstream raw materials:

N,N,S-trimethyl-N'-phenyl-isothiourea

1-phenyl-3-dimethylaminoprop-2-enone

2-cyano-3-dimethylamino acrylate

ethyl 3-(N,N-dimethylamino)-2-(p-methoxyphenyl)propenoate

Refernces

• 1、 Csihony, Szilard,Beaudette, Tristan T.,Sentman, Alan C.,Nyce, Gregory W.,Waymouth, Robert M.,Hedrick, James L.. "Bredereck's reagent revisited: Latent anionic ring-opening polymerization and transesterification reactions". . p. 1081 - 1086. Retrieved 2004.
• 2、 Shevchenko, I. V.,Furmanova, M. V.,Kukhar', V. P.,Kolodyazhnyi, O. I.. "UNEXPECTEDLY HIGH LABILITY OF A P-C BOND IN DI-tert-BUTYLPHOSPHINE". . p. 1289 - 1290. Retrieved 2007/10/02.