1,2-Bis[(dimethylamino)methylene]hydrazine

Base Information

• Chemical Name: 1,2-Bis[(dimethylamino)methylene]hydrazine
• CAS No.: 16114-05-9
• Molecular Formula: C6H14N4
• Molecular Weight: 142.204
• European Community (EC) Number: 679-552-5
• Mol file: 16114-05-9.mol

Synonyms:16114-05-9;291307-12-5;N,N'-Bis(dimethylaminomethylene)hydrazine;N'-((Dimethylamino)methylene)-N,N-dimethylformohydrazonamide;Methanehydrazonamide, N-[(dimethylamino)methylene]-N,N-dimethyl-,;(E)-N'-((E)-(Dimethylamino)methylene)-N,N-dimethylformohydrazonamide;1,2-bis[(dimethylamino)methylene]hydrazine;Methanehydrazonamide, N'-[(dimethylamino)methylene]-N,N-dimethyl-;SCHEMBL563339;1,2-Bis[(dimethylamino)methylene]hydrazine;Dimethylformamide azine;N,N-Dimethylformamide azine;MFCD00957712;AKOS015850810;FS-5865;CS-0020070;EN300-1177796;Methanehydrazonamide,N-[(dimethylamino)methylene]-N,N-dimethyl-;(E)-N'-[(E)-N'-[(N,N-DIMETHYLAMINO)METHYLIDENE]AMINO]-N,N-DIMETHYLMETHANIMIDAMIDE

Chemical Property of 1,2-Bis[(dimethylamino)methylene]hydrazine

Chemical Property:

• Melting Point: 76.0 to 80.0 °C
• Boiling Point: 188.1oC at 760 mmHg
• PKA: 8.67±0.50(Predicted)
• Flash Point: 67.5oC
• PSA: 31.20000
• Density: 0.9g/cm3
• LogP: 0.08120
• Storage Temp.: 0-10°C
• XLogP3: 0
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 142.121846464
• Heavy Atom Count: 10
• Complexity: 110

Purity/Quality:

98%, ^*data from raw suppliers

N,N''-bis(Dimethylaminomethylene)hydrazine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN(C)C=NN=CN(C)C
• Isomeric SMILES: CN(/C=N/N=C/N(C)C)C

Technology Process of 1,2-Bis[(dimethylamino)methylene]hydrazine

There total 9 articles about 1,2-Bis[(dimethylamino)methylene]hydrazine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 95.0%

N,N-dimethyl-formamide (68-12-2,33513-42-7) → N,N'-bis(dimethylaminomethylene)hydrazine (16114-05-9,291307-12-5)

Guidance literature:

N,N-dimethyl-formamide; With thionyl chloride; for 24h; Cooling with ice;

With hydrazine hydrate; In N,N-dimethyl-formamide; Cooling with ice;

With sodium carbonate; In water;

Reference yield: 89.0%

diformylhydrazine (628-36-4) + tert-Butoxybis(dimethylamino)methane (5815-08-7) → N,N'-bis(dimethylaminomethylene)hydrazine (16114-05-9,291307-12-5)

Guidance literature:

Heating;

DOI:10.1055/s-0028-1083192

Reference yield: 87.0%

{N'-[(dimethylamino)methylene]-N,N-dimethylhydrazonoformamide dihydrochloride} (16227-06-8) → N,N'-bis(dimethylaminomethylene)hydrazine (16114-05-9,291307-12-5)

Guidance literature:

With sodium hydroxide; In water; for 0.333333h;

DOI:10.1016/j.ejmech.2019.112018

upstream raw materials:

diformylhydrazine

N,N-dimethyl-formamide

Diacetylhydrazin

acetone hydrazone

Downstream raw materials:

4-(benzimidazol-1-yl)-4H-[1,2,4]triazole

(2R)-4-[4-fluoro-2-(trifluoromethyl)phenyl]-2-methyl-1-{[3-(4H-1,2,4-triazol-4-yl)phenyl]sulfonyl}piperazine

4-(4'-Nitro-biphenyl-2-yl)-4H-[1,2,4]triazole

4,4'-bi-1,2,4-triazole