3288-80-0

Basic information

• Product Name: 1,1,1-TRIMETHYLHYDRAZINIUM IODIDE
• Synonyms: 1,1,1-TRIMETHYLHYDRAZINIUM IODIDE;1,1,1-TRIMETHYLHYDRAZONIUM IODIDE;1,1,1-trimethyl-hydraziniuiodide;1,1,1-trimethyl-hydrazoniuiodide;1,1,1-triMethylhydrazin-1-iuM iodide;1,1,1-TriMethylhydraziniuM iodide 97%;Mildronate Impurity 1;amino(trimethyl)azanium:iodide
• CAS NO: 3288-80-0
• Molecular Formula: C₃H₁₁N₂*I
• Molecular Weight: 202.04
• Product Categories: Hydrazines;Nitrogen Compounds;Organic Building Blocks
• Mol File: 3288-80-0.mol
• Article Data: 9

Chemical Properties

• Melting Point: 225-230 °C (dec.)(lit.)
• Appearance: /
• CAS DataBase Reference: 1,1,1-TRIMETHYLHYDRAZINIUM IODIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 1,1,1-TRIMETHYLHYDRAZINIUM IODIDE(3288-80-0)
• EPA Substance Registry System: 1,1,1-TRIMETHYLHYDRAZINIUM IODIDE(3288-80-0)

Safety Data

• Hazard Codes: T
• Statements: 61-36/37/38
• Safety Statements: 53-36/37/39-45
• WGK Germany: 3
• RTECS: MW0349100
• Hazardous Substances Data: 3288-80-0(Hazardous Substances Data)

Usage

Description

1,1,1-Trimethylhydrazinium iodide (TMHI), with the chemical expression [(CH3)3N-NH2]I, is a versatile vicarious nucleophilic substitution (VNS) reagent utilized in various aromatic amination reactions. It is known for its ability to react with silver salts to form a range of salts, including nitrate, perchlorate, azide, 5-amino-1H-tetrazolate, and sulfate.

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 
• 627531-37-7 3-Amino-2-hydroxy-4-nitro-benzonitrile 
• 960590-24-3 [5-(3-amino-5-chloro-4-nitrophenyl)-10,15,20-tris(3-chlorophenyl)-21H,23H-porphinato(2-)-κN21,κN22,κN23,κN24]copper 
• 960590-26-5 [5-(3-amino-4-nitrophenyl)-10-(4-nitrophenyl)-15,20-diphenyl-21H,23H-porphinato(2-)-κN21,κN22,κN23,κN24]copper 
• 960590-29-8 [5,10-bis(3-amino-4-nitrophenyl)-15,20-diphenyl-21H,23H-porphinato(2-)-κN21,κN22,κN23,κN24]copper 
• 960590-25-4 [5-(3-amino-4-nitrophenyl)-10-(4-nitrophenyl)-15,20-diphenyl-21H,23H-porphinato(2-)-κN21,κN22,κN23,κN24]zinc 
• 960590-27-6 [5,10-bis(3-amino-4-nitrophenyl)-15,20-diphenyl-21H,23H-porphinato(2-)-κN21,κN22,κN23,κN24]zinc 
• 960590-34-5 [5-[4-amino-3-(tert-butoxy)phenyl]-10-(4-nitrophenyl)-15,20-diphenyl-21H,23H-porphinato(2-)-κN21,κN22,κN23,κN24]zinc 
• 960590-22-1 [5-(3-amino-4-nitrophenyl)-10,15,20-triphenyl-21H,23H-porphinato(2-)-κN21,κN22,κN23,κN24]nickel 
• 960590-21-0 [5-(3-amino-4-nitrophenyl)-10,15,20-triphenyl-21H,23H-porphinato(2-)-κN21,κN22,κN23,κN24]copper 
• 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 

Relevant articles and documents

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.

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.

(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.