68897-45-0

Basic information

• Product Name: Methanaminium, N-[bis(dimethylamino)methylene]-N-methyl-, cyanide (9CI)
• Synonyms: Hexamethylguanidinium cyanide;Methanaminium, N-[bis(dimethylamino)methylene]-N-methyl-, cyanide (9CI);N-[Bis(dimethylamino)methylene]-N-methylmethanaminium cyanide
• CAS NO: 68897-45-0
• Molecular Formula: CN*C₇H₁₈N₃
• Molecular Weight: 170.258
• Mol File: 68897-45-0.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Methanaminium, N-[bis(dimethylamino)methylene]-N-methyl-, cyanide (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: Methanaminium, N-[bis(dimethylamino)methylene]-N-methyl-, cyanide (9CI)(68897-45-0)
• EPA Substance Registry System: Methanaminium, N-[bis(dimethylamino)methylene]-N-methyl-, cyanide (9CI)(68897-45-0)

Safety Data

• Hazardous Substances Data: 68897-45-0(Hazardous Substances Data)

Usage

General Description

Methanaminium, N-[bis(dimethylamino)methylene]-N-methyl-, cyanide (9CI) is a chemical compound that consists of a methanaminium cation with two dimethylamino groups attached to a cyanide anion. It is a highly toxic and potentially lethal substance that can cause severe respiratory and cardiovascular failure if ingested or inhaled. Methanaminium, N-[bis(dimethylamino)methylene]-N-methyl-, cyanide (9CI) is commonly used in organic synthesis and as a reagent in chemical reactions. Due to its high toxicity, it is essential to handle this chemical with extreme caution and follow strict safety protocols when working with it.

InChI:InChI=1/C7H18N3.CN/c1-8(2)7(9(3)4)10(5)6;1-2/h1-6H3;/q+1;-1

Upstream product

• 631-57-2 Acetyl cyanide 
• 58392-99-7 N,N,N',N',N'',N''-Hexamethyl(methoxy)methantriamin 
• 7677-24-9 trimethylsilyl cyanide 
• 1283076-09-4 hexamethylguanidinium methylcarbonate 

Downstream Products

• 6926-43-8 1,1,2,2,3,3-Hexamethylguanidiniumbromid 
• 107-12-0 propiononitrile 
• 110-61-2 butanedinitrile 
• 14271-86-4 1-naphthoyl cyanide 
• 30388-20-6 N,N,N',N',N'',N''-hexamethylguanidinium chloride 
• 1572-99-2 ethyl 2-cyanopropionate 
• 105-56-6 ethyl 2-cyanoacetate 
• 613-90-1 benzoyl cyanide 
• 4254-02-8 cyclopentanecarbonitrile 
• 110-59-8 pentanonitrile 
• 111-69-3 hexanedinitrile 

Relevant articles and documents

Synthesis of Organic (Trimethylsilyl)chalcogenolate Salts Cat[TMS-E] (E = S, Se, Te): the Methylcarbonate Anion as a Desilylating Agent

A high-yield synthesis of the class of (trimethylsilyl)chalcogenolate organic salts [Cat][TMS-E] (E = S, Se, Te; Cat = BMPyr, DMPyr, NMe4, nBu3MeP) is presented. The title compounds have been prepared by the strictly aprotic reaction between the respective bis(trimethylsilyl)chalcogenide (TMS2E) and methylcarbonate ionic liquids (ILs). This constitutes a novel reaction behavior of methylcarbonate ILs, acting as a nucleophilic desilylating agent and a Lewis base instead of as a Bronsted base. Thus prepared silylchalcogenolate salts represent an activated form of the multifunctional TMS2E reactant series. Pyrrolidinium TMS-S salts have proven to be excellent precursors for the synthesis of pyrrolidinium hexasulfides. The scope of the desilylation reaction can be extended to other silyl-bearing synthons such as (trimethylsilyl)azide and (trimethylsilyl)cyanide.

Orthoamides, XXXV. - Preparation of O,N-Functional Trisubstituted Acetonitriles

Trichloroacetonitrile (7) reacts with molar amounts of alcoholates in alcohols to give mixtures of orthocarbonates 10 and trichloroacetimidates 9.The action of 7 on 3 moles of sodium ethoxide in heptane affords triethoxyacetonitrile 3b among other products, such as 9b, 10b and the imidate 12.The nitrile 3a can be obtained from 7 and sodium methoxide in ether in moderate yields. - The orthocarbonic acid derivatives 10b, 20a and 21a are transformed by acyl cyanides into the nitriles 3b, 4a, and 5a, respectively.N,N,N',N',N'',N''-hexamethylguanidinium cyanide (23a) is f ormed in the reaction of 22 with acetyl cyanide. - The salts 30a-32a react with alkali cyanides to form the nitriles 3b, 4a, and 5a, respectively.The nitrile 2a transfers cyanide ions to the carbenium ions 30a and 31a to yield the nitriles 3b and 4a, respectively.