1741-01-1

Usage

Uses

Used in Aerospace Industry:
Trimethylhydrazine is used as a propellant in rocket engines for its high energy content and ability to produce a large amount of thrust. It is also used as a component in fuel mixtures for spacecraft and missiles, providing the necessary energy for propulsion.
Used in Chemical Industry:
Trimethylhydrazine can be used as a chemical intermediate in the synthesis of various compounds, such as pharmaceuticals, agrochemicals, and other specialty chemicals. However, due to its high reactivity and toxicity, it requires careful handling and containment during its use in chemical processes.

InChI:InChI=1/C3H10N2/c1-4-5(2)3/h4H,1-3H3

Upstream product

• 75-16-1 methylmagnesium bromide 
• 57-14-7 N,N-Dimethylhydrazine 
• 232615-10-0 N,N',N'-trimethylhydrazinecarboxylic acid tert-butyl ester 
• 3298-49-5 formic acid N',N'-dimethylhydrazide 
• 2035-89-4 N-methyl-N-(methyleneamino)methanamine 
• 60-29-7 diethyl ether 
• 540-73-8 1,2-Dimethylhydrazine 

Downstream Products

• 3645-44-1 formyltrimethylhydrazine 
• 5868-77-9 4-(trimethylhydrazino-methoxy)-morpholine 
• 10424-93-8 N'-cyclohexylidene-N,N-dimethyl-hydrazine 
• 31058-13-6 N-Cyclohex-1-enyl-N,N',N'-trimethyl-hydrazine 
• 75406-37-0 2-phenylacetophenone dimethylhydrazone 
• 54359-79-4 1β-oxo-6β-(2-phenyl-acetylamino)-1λ⁴-penicillanic acid trimethylhydrazide 
• 6261-36-5 1-Acetyl-1,2,2-trimethylhydrazine 
• 5868-88-2 O-Trimethylhydrazinomethyl-cyclohexanon-oxim 
• 5868-74-6 N-(1,2,2-Trimethyl-hydrazinomethoxy)-diethylamin 
• 5868-78-0 N-(1,2,2-Trimethyl-hydrazinomethoxy)-diisopropylamin 
• 6261-44-5 Bis-(1,2,2-trimethyl-hydrazino)-methan 
• 7022-97-1 Methoxy-methyl-trimethylhydrazinomethyl-amin 
• 21075-78-5 4-tert.-Butyl-1,1,2-trimethyl-thiosemicarbazid 
• 38945-10-7 2,3,3-Trimethyl(thiocarbazoyl)chlorid 

Relevant academic research and scientific papers

An improved process for the preparation of trimethylhydrazine and its coupling with an activated acid intermediate

Trimethylhydrazine (TMH) was prepared in two steps from 1,1-dimethylhydrazine, using an easy to scale-up procedure that avoided difficult acid-base extractions. The procedure provided TMH as a solution in 1,4-dioxane, in a form that was easy and safe to handle in a coupling with an enantiomerically pure, sterically hindered, Boc-protected-amino acid, 1. This key coupling reaction in the preparation of 3 was accomplished through the corresponding acid chloride, thereby avoiding the use of expensive coupling reagents.

Ambident reactivities of methylhydrazines

Kinetics versus thermodynamics: Methyl groups increase the nucleophilic reactivity of the substituted position of hydrazines and reduce the nucleophilicity of the adjacent nitrogen center. As a result, the tertiary nitrogen atom of 1,1-dimethylhydrazine is 3000 times more reactive than the NH2 group, but under thermodynamic control substitution of an NH 2 proton occurs (see picture). Copyright