3288-80-0

Usage

Uses

Used in Chemical Synthesis:
1,1,1-Trimethylhydrazinium iodide is used as a vicarious nucleophilic substitution reagent for the amination of 1-X-3,5-dinitrobenzenes. This application is significant in the synthesis of various organic compounds and pharmaceuticals, as it allows for the introduction of an amine group into the aromatic ring.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 1,1,1-Trimethylhydrazinium iodide is used as a key intermediate in the synthesis of various drugs and active pharmaceutical ingredients. Its ability to facilitate aromatic amination reactions makes it a valuable tool in the development of new medications.
Used in Research and Development:
1,1,1-Trimethylhydrazinium iodide is also employed in research and development settings, where it is used to study the mechanisms of vicarious nucleophilic substitution reactions and to explore the potential of these reactions in the synthesis of novel compounds.
Overall, 1,1,1-Trimethylhydrazinium iodide is a valuable compound in the fields of chemical synthesis, pharmaceuticals, and research, due to its versatility as a vicarious nucleophilic substitution reagent and its ability to facilitate amination reactions.

InChI:InChI=1/C3H11N2/c1-5(2,3)4/h4H2,1-3H3/q+1

Upstream product

• 57-14-7 N,N-Dimethylhydrazine 
• 74-88-4 methyl iodide 
• 75-50-3 trimethylamine 

Downstream Products

• 75-58-1 tertamethylammonium iodide 
• 472999-07-8 1-methyl-2-para-methoxyphenyl-4-isobutylsulphonyl-6-nitro-7-aminoindole 
• 627531-37-7 3-Amino-2-hydroxy-4-nitro-benzonitrile 
• 960590-20-9 [5-(3-amino-4-nitrophenyl)-10,15,20-triphenyl-21H,23H-porphinato(2-)-κN21,κN22,κN23,κN24]zinc 
• 960590-31-2 [5-[4-amino-3-(tert-butoxy)phenyl]-10,15,20-triphenyl-21H,23H-porphinato(2-)-κN21,κN22,κN23,κN24]zinc 
• 960590-21-0 [5-(3-amino-4-nitrophenyl)-10,15,20-triphenyl-21H,23H-porphinato(2-)-κN21,κN22,κN23,κN24]copper 
• 960590-22-1 [5-(3-amino-4-nitrophenyl)-10,15,20-triphenyl-21H,23H-porphinato(2-)-κN21,κN22,κN23,κN24]nickel 
• 960590-25-4 [5-(3-amino-4-nitrophenyl)-10-(4-nitrophenyl)-15,20-diphenyl-21H,23H-porphinato(2-)-κN21,κN22,κN23,κN24]zinc 

Relevant academic research and scientific papers

1,1-Dimethyl-1-(trialkoxysilylmethyl)hydrazinium and 1,1-dimethyl-1-(silatranylmethyl)hydrazinium Halides

Formerly unknown 1,1-dimethyl-1-(trialkoxysilylmethyl)- and 1,1-dimethyl-1-(silatranylmethyl)hydrazinium halides were prepared by reaction of 1,1-dimethylhydrazine with (halomethyl)trialkoxysilanes XCH 2Si(OR)3 (X = Cl, I; R=Me, Et) and 1-(halomethyl)silatranes XCH2Si(OCH2CH2) 3N (X = Cl, Br). 1,1-Dimethyl-1-(silatranylmethyl)hydrazinium chloride and iodide were also obtained by transetherification of corresponding 1,1-dimethyl-1-(trimethoxysilylmethyl)hydrazinium halides with tris(2-hydroxyethyl)amine.

A high density pyrazolo-triazine explosive (PTX)

The fused-ring heterocycle 4-amino-3,7,8-trinitropyrazolo-[5,1-c][1,2,4]triazine (PTX) has promising explosive properties. The Cheetah thermochemical code used its calculated standard enthalpy of formation and its measured crystal density of 1.946 g cm-3 to predict HMX-like explosive performance, while measurements of its thermal stability, sensitivity to impact, friction, and spark showed greater safety margins.

Hypergolic N,N,-Dimethylhydraznium ionic liquids

N,N-Dimethylhydrazinium dicyanamide and nitrocyanamide ionic liquids (ILs) were prepared by quaterization of N,N-dimethylhydrazine with alkyl halides followed by metathesis reactions with silver dicyanamide or silver nitrocyanamide. The key physicochemical properties, such as melting point and decomposition temperatures, density, viscosity, heat of formation, detonation pressure and velocity, and specific impulse were measured/calculated. The impact of anions and alkyl substituted cations on these properties is demonstrated. Droplet tests with white-fuming nitric acid (WFNA) as an oxidizer were utilized to show that the 14 new N,N-dimethylhydrazinium salts are hypergolic with ignition delay (ID) times ranging from 22 to 1642 ms, thereby suggesting that some may have potential as bipropellants.

Direct amination of meso-tetraarylporphyrin derivatives - Easy route to A3B-, A2BC-, and A2B2-type porphyrins bearing two nitrogen-containing substituents at the meso-positioned phenyl groups

meso-Tetraarylporphyrinato complexes 1a-g (Zn11, Cu 11, and Ni11) bearing one or two nitro-substituted aryl moieties react with 1,1,1-trimethylhydrazinium iodide in the presence of 'BuOK in THF at 0 - 5c or in t

(Butylsulfanyl)ethanal and 3-(organylsulfanyl)butanal 1,1-dimethylhydrazones

Previously unknown (butylsulfanyl)ethanal and 3-(organylsulfanyl)butanal 1,1-dimethylhydrazones were synthesized. Their reactivity toward methyl iodide was studied.

Amination of electrophilic aromatic compounds by vicarious nucleophilic substitution

The present invention relates to a process to aminate electrophilic aromatic compounds by vicarious nucleophilic substitution of hydrogen using quaternary hydrazinium salts. The use of trialkylhydrazinium halide, e.g., trimethylhydrazinium iodide, as well as hydroxylamine, alkoxylamines, and 4-amino-1,2,4-triazole to produce aminated aromatic structures, such as 1,3-diamino-2,4,6-trinitrobenzene (DATB), 1,3,5-triamino-2,4,6-trinitrobenzene (TATB) and 3,5-diamino-2,4,6-trinitrotoluene (DATNT), is described. DATB and TATB are useful insensitive high explosives. TATB is also used for the preparation of benzenehexamine, a starting material for the synthesis of novel materials (optical imaging devices, liquid crystals, ferromagnetic compounds).

Preparation and Thermolysis of N-Ammonioamidates Containing Hydroxyl Group in Acyl Moiety

The title ammonioamidates (aminimides) were prepared in satisfactory yields from lactones or α-hydroxy carboxylates.By the thermolysis of these aminimides in mesitylene, some types of urethane compounds were formed, depending on the structure of the aminimide and on the concentration of the solutions.

Oxyformamidates

Compounds of the formula STR1 WHEREIN A is a linking group, X is an O--CO-- or --SO2 -- group and n is at least 2, are prepared from the corresponding N',N'-disubstituted hydrazides by quaternization and treatment with alkali or reaction with an alkylene epoxide or from the corresponding compound wherein n = 1 and A is a polymerizable group by polymerization. The compounds are unstable to heat and may be used as cross-linking agents for polymers or as chain-extending agents, bonding agents or adhesives.