6233-04-1

Basic information

• Product Name: N',N'-dimethylacetohydrazide
• Synonyms: N',N'-dimethylacetohydrazide;1,1-Dimethyl-2-(1-hydroxyethylidene)hydrazine;N,N-Dimethylacetohydrazonic acid;1,1-Dimethyl-2-acetylhydrazine;Acetic acid dimethyl hydrazide;Acetic acid N',N'-dimethylhydrazide;Acetic acid, 2,2-dimethylhydrazide;Einecs 228-344-9
• CAS NO: 6233-04-1
• Molecular Formula: C₄H₁₀N₂O
• Molecular Weight: 102.135
• EINECS: 228-344-9
• Mol File: 6233-04-1.mol
• Article Data: 9

Chemical Properties

• Appearance: /
• CAS DataBase Reference: N',N'-dimethylacetohydrazide(CAS DataBase Reference)
• NIST Chemistry Reference: N',N'-dimethylacetohydrazide(6233-04-1)
• EPA Substance Registry System: N',N'-dimethylacetohydrazide(6233-04-1)

Safety Data

• Hazardous Substances Data: 6233-04-1(Hazardous Substances Data)

Usage

General Description

N',N'-dimethylacetohydrazide, also known as dimethylglyoxime, is a chemical compound commonly used in the production of coordination compounds. It is a white crystalline substance with a molecular formula of C4H10N2O2 and is soluble in water. N',N'-dimethylacetohydrazide is widely utilized in chemical analysis, particularly in the determination of nickel and palladium in solution. It forms complexes with a variety of metal ions, making it useful in various analytical and industrial applications. Additionally, N',N'-dimethylacetohydrazide has been studied for its potential use in pharmaceuticals and organic synthesis due to its unique structure and reactivity. It is important to handle this chemical with care as it is classified as a hazardous substance and proper safety precautions should be taken when working with it.

Upstream product

• 50-00-0 formaldehyd 
• 3128-32-3 acryloyl hydrazine 
• 29817-35-4 1-acetyl-2-methylhydrazine 
• 67-63-0 isopropyl alcohol 
• 13271-94-8 1-trimethylsilyl-2,2-dimethylhydrazine 
• 108-24-7 acetic anhydride 
• 546-88-3 acetylhydroxamic acid 
• 1608-26-0 Hexamethylphosphorous triamide 
• 57-14-7 N,N-Dimethylhydrazine 
• 75-36-5 acetyl chloride 

Downstream Products

• 15942-30-0 N-Benzyl-N,N-dimethyl-N'-acetyl-hydrazinium-chlorid 
• 27644-67-3 1-acetyl-2-cinnamyl-2,2-dimethylhydrazinium bromide 
• 15942-31-1 N-(o-Brom-benzyl)-N,N-dimethyl-N'-acetyl-hydraziniumbromid 
• 15942-32-2 N-(o-Chlor-benzyl)-N,N-dimethyl-N'-acetyl-hydraziniumbromid 
• 29559-82-8 N'-ethyl-N,N-dimethyl-hydrazine 

Relevant articles and documents

Exceptional thermal stability and high volatility in mid to late first row transition metal complexes containing carbohydrazide ligands

Treatment of metal(II) halides (metal = Cu, Ni, Co, Fe, Mn, Cr) with the potassium salts of carbohydrazides L1-L6 afforded Cu(L1)2 (75%), Cu(L2)2 (51%), Cu(L3)2 (23%), Co(L1)2 (57%), Cr(L1)2 (62%), Ni(L1)2 (76%), Ni(L2)2 (62%), Ni(L3)2 (62%), Ni(L4)2 (13%), Ni(L5)2 (11%), Ni(L6)2 (29%), [Fe(L1)2]2 (28%), and [Mn(L1)2]2 (12%) as crystalline solids, where L1 = Me2NNC(tBu)O-, L2 = Me2NNC(iPr)O-, L3 = Me2NNC(Me) O-, L4 = (CH2)5NNC(tBu)O -, L5 = (CH2)5NNC(iPr)O-, and L6 = (CH2)5NNC(Me)O-. These complexes were characterized by spectral and analytical techniques, and by X-ray crystal structure determinations for Cu(L1)2, Co(L 1)2, Cr(L1)2, Ni(L1) 2, and [Fe(L1)2]2. Cu(L 1)2, Co(L1)2, Cr(L1) 2, and Ni(L1)2 exist as square planar, monomeric complexes, whereas [Fe(L1)2]2 is a dimer. A combination of sublimation studies, thermal decomposition temperature determinations, and thermogravimetric/differential thermal analysis demonstrate that the Cu, Co, and Ni complexes Cu(L1)2, Cu(L 2)2, Co(L1)2, Ni(L1) 2, and Ni(L2)2 have the lowest sublimation temperatures and highest decomposition temperatures among the series. Additionally, these compounds have higher volatilities and thermal stabilities than commonly used ALD and CVD precursors. Hence, these new complexes have excellent properties for application as ALD precursors to Cu, Co, and Ni metal films.

Direct spectroscopic evidence of hyperconjugation unveils the conformational landscape of hydrazides

The stereochemistry of hydrazides makes them especially interesting as building blocks for molecular design. An exhaustive conformational analysis of three model hydra-zides was conducted in a conformer-selective approach by using a combination of high-level quantum chemistry calculations and vibrational spectroscopy in the gas phase and in solution. The NH stretch frequency was found to be highly sensitive to hyper conjugation, thus making it an efficient probe of the conformation of the neighboring nitrogen atom. This property greatly assisted the identification of the isomers observed experimentally in the conformer pool. A rationalization of the hydrazide conformational landscape is proposed, therefore paving the way for a better characterization of secondary structures in larger systems.