56043-45-9

Basic information

• Product Name: Methylium, chlorobis(dimethylamino)-, chloride
• CAS NO: 56043-45-9
• Molecular Formula: C5H12ClN2.Cl
• Molecular Weight: 171.07
• Mol File: 56043-45-9.mol

Chemical Properties

• CAS DataBase Reference: Methylium, chlorobis(dimethylamino)-, chloride(CAS DataBase Reference)
• NIST Chemistry Reference: Methylium, chlorobis(dimethylamino)-, chloride(56043-45-9)
• EPA Substance Registry System: Methylium, chlorobis(dimethylamino)-, chloride(56043-45-9)

Safety Data

• Hazardous Substances Data: 56043-45-9(Hazardous Substances Data)

Upstream product

• 34656-65-0 Dimethyltrichloromethylamine 
• 68-12-2 N,N-dimethyl-formamide 
• 632-22-4 tetramethylurea 
• 75-44-5 phosgene 
• 2782-91-4 1,1,3,3-tetramethyl-2-thiourea 
• 79-37-8 oxalyl dichloride 
• 14989-30-1 hypochloric acid 
• 57-13-6 urea 

Downstream Products

• 34959-67-6 C₁₁H₁₇N₂O₂P 
• 996-70-3 Tetrakis(dimethylamino)ethylen 
• 72834-78-7 N''-Phenylacetyl-N,N,N',N'-tetramethylguanidin 
• 1547-87-1 N,N-dimethyl-2,2,2-trifluoroacetamide 
• 72834-77-6 N''-(4-Methylbenzoyl)-N,N,N',N'-tetramethylguanidin 
• 105832-38-0 O-(N-succinimidyl)-N,N,N',N'-tetramethyluronium tetrafluoroborate 
• 125700-67-6 O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate 
• 94790-37-1 O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate 
• 144-79-6 chloromethyldiphenylsilane 
• 1071-38-1 N,N,N',N'-Tetramethylformamidinium chloride 

Relevant articles and documents

Synthesis of 2-dimethylaminobenzazoles via a guanidine intermediate: Reaction of 2-substituted aniline derivatives with 2-chloro-1,1,3,3-tetramethyl-formamidinium chloride

Reactions of 2-aminophenols, 2-aminothiophenol and ophenylenediamines with 2-chloro-1,1,3,3-tetramethylformamidinium chloride proceeded easily via cyclization of guanidine intermediates to give the corresponding benzazoles having a dimethylamino group at

Investigation of a family of structurally-related guanidinium ionic liquids through XPS and thermal analysis

A family of structurally-related guanidinium bistriflimide ionic liquids has been prepared and characterized. TGA analyses showed a high thermal stability for all the proposed ionic liquids while DSC and XPS analyses divided them into distinct subsets depending on whether one or more constraining cycles were present. The results obtained highlighted the influence of the cation structure on some of the physico-chemical properties and thus the possibility to tune them by selecting proper substituents. The solvatochromic parameters of a selected guanidinium IL have also been studied.

Probing the Proton-Coupled Electron-Transfer (PCET) Reactivity of a Cross-Conjugated Cruciform Chromophore by Redox-State-Dependent Fluorescence

Proton-coupled electron transfer (PCET) reactions are of great importance in synthetic chemistry and in biology, but the acquisition of kinetic information for these reactions is often difficult. Herein, we report the synthesis of a new PCET reagent, showing redox-state dependent fluorescence, by merging the concept of cross-conjugated cruciform chromophores with the strategy of imposing redox activity and Br?nsted basicity to aromatic compounds by substitution with guanidino groups. The compound is isolated and characterized in all stable states—reduced, twofold and fourfold protonated and twofold oxidized—and then applied in PCET reactions by using its redox-state dependent fluorescence signal for kinetic measurements.

On the Metal Cooperativity in a Dinuclear Copper–Guanidine Complex for Aliphatic C?H Bond Cleavage by Dioxygen

Selective oxidation reactions of organic compounds with dioxygen using molecular copper complexes are of relevance to synthetic chemistry as well as enzymatic reactivity. In the enzyme peptidylglycine α-hydroxylating monooxygenase (PHM), the hydroxylating activity towards aliphatic substrates arises from the cooperative effect between two copper atoms, but the detailed mechanism has yet to be fully clarified. Herein, we report on a model complex showing hydroxylation of an aliphatic ligand initiated by dioxygen. According to DFT calculations, the proton-coupled electron-transfer (PCET) process leading to ligand hydroxylation in this complex benefits from cooperative effects between the two copper atoms. While one copper atom is responsible for dioxygen binding and activation, the other stabilizes the product of intramolecular PCET by copper–ligand charge transfer. The results of this work might pave the way for the directed utilization of cooperative effects in oxidation reactions.

Redox-Active Guanidines with One or Two Guanidino Groups and Their Integration in Low-Dimensional Perovskite Structures

Redox-active guanidines are versatile reagents in redox and proton-coupled electron-transfer (PCET) reactions. Recently, they were integrated as sacrificial electron donors for the prohibition of metal oxidation in perovskite materials. Herein we report t

Guanidine salt ionic liquid as well as preparation method and application thereof

The invention relates to guanidine salt ionic liquid as well as a preparation method and application thereof. The specific structure of the guanidine salt ionic liquid is shown in the specification, wherein n is 0, 1 or 2; n is 1 or 2; Y is BF4, PF6, TFSI, FSI or N (CN)2. According to the preparation method, branched chain alkyl is introduced through reaction of 2-aminobutane; alkylation reaction in a traditional method is changed, and ether functional groups are introduced through halogen substitution reaction. The guanidine salt ionic liquid is used as an additive, and a small amount of an ionic liquid, a lithium salt and an organic solvent are used as electrolyte of a lithium battery, so that the advantages of low viscosity and good electrochemical performance are achieved.

De novo synthesis of 2,2-bis(dimethylamino)-3-alkyl or benzyl 2,3-dihydroquinazolin-4(1H)-one compounds

A new versatile and efficient strategy for the synthesis of 2,2-bis(dimethylamino)-3-alkyl or benzyl 2,3-dihydroquinazoline-4(1H)-one compounds has been developed by one-pot multicomponent reaction with isatoic anhydride, amines followed by in situ-generated Vilsmeier reagent. The reaction has also been studied with different amines and solvents.

A Stable Hexakis(guanidino)benzene: Realization of the Strongest Neutral Organic Four-Electron Donor

The growing demand for efficient batteries has stimulated the search for redox-active organic compounds with multistage redox behavior, as materials with large charge capacity. Herein we report the synthesis and properties of the first hexakis(guanidino)benzene derivative: a strong neutral organic electron donor with reversible multistage redox behavior and a record low redox potential for donation of four electrons. Detailed structural and spectroscopic characterization of three redox states (0, +2, and +4) reveal its unique electronic features. Despite its nitrogen richness, the compound is thermally robust and can be readily purified by sublimation.

Condensation of vilsmeier salts, derived from tetraalkylureas, with α-hydroxy amide derivatives: One-pot approach to synthesize 2-dialkylamino-2-oxazolin-4-ones

A novel and straightforward synthetic protocol was developed to synthesize 2-dialkylamino-2-oxazolin-4-ones from various Vilsmeier salts and α-hydroxy amides derivatives. Notably, thozalinone (3a), as a mild stimulant in tristimania and anorexic, could be synthesized simply and in a high yield using this methodology.

ELECTRONIC DEVICE AND COMPOUND

The invention relates to an electronic device comprising a compound having Formula (1): ABX (1), wherein A is a structural moiety that consists of at least two atoms and comprises a conjugated system of delocalized electrons, each B is independently selected from an imine functional group (la), wherein R1, R2, R3, R4 are independently selected from C1-C30 alkyl, C2-C30 alkenyl, C2-C3 alkinyl, C3-C30 cycloalkyl, C6-C30 aryl, C2-C30 heteroaryl, C7-C30 arylalkyl, C3-C30 heteroarylalkyl, the wave line represents a covalent bond to the imine nitrogen atom, G is in each group (la) independently selected from a quarternary carbon atom and from a cyclopropenylidene structural moiety, x is an integer equal one or higher, preferably equal two or higher, and the lone electron pair of the imine nitrogen atom and/or the pi-electrons of the imine double bond of at least one group B is conjugated with the conjugated system of delocalized electrons comprised in the structural moiety A, with the proviso that two or more of the substituents R1, R2, R3, R4 may be connected to form a ring that may contain also unsaturation and, if any of the substituents R1, R2, R3, R4 comprises two or more carbon atoms, up to one third of the overall count of the carbon atoms in the substituent or in any ring formed by two connected substituents can be replaced with heteroatoms independently selected from O, S, N and B as well as to an electrically semiconducting material and a compound for use in the electronic device.