2143-98-8

Basic information

• Product Name: 4-(dimethylamino)benzaldehyde [[4-(dimethylamino)phenyl]methylene]hydrazone
• Synonyms: 4-(dimethylamino)benzaldehyde [[4-(dimethylamino)phenyl]methylene]hydrazone;1,1'-(Azinobismethylidyne)bis[p-(dimethylamino)benzene];1,2-Bis[4-(dimethylamino)benzylidene]hydrazine;Azinobis[[4-(dimethylamino)phenyl]methane];4-(DIMETHYLAMINO)BENZALDEHYDE [4-(DIMETHYLAMINO)BENZYLIDENE]HYDRAZONE
• CAS NO: 2143-98-8
• Molecular Formula: C₁₈H₂₂N₄
• Molecular Weight: 294.39408
• EINECS: 218-402-1
• Mol File: 2143-98-8.mol
• Article Data: 24

Chemical Properties

• Melting Point: 256-258 °C (decomp)
• Boiling Point: 435.7°Cat760mmHg
• Flash Point: 217.3°C
• Appearance: /
• Density: 1g/cm³
• Vapor Pressure: 8.6E-08mmHg at 25°C
• Refractive Index: 1.552
• PKA: 7.43±0.50(Predicted)
• CAS DataBase Reference: 4-(dimethylamino)benzaldehyde [[4-(dimethylamino)phenyl]methylene]hydrazone(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(dimethylamino)benzaldehyde [[4-(dimethylamino)phenyl]methylene]hydrazone(2143-98-8)
• EPA Substance Registry System: 4-(dimethylamino)benzaldehyde [[4-(dimethylamino)phenyl]methylene]hydrazone(2143-98-8)

Safety Data

• Hazardous Substances Data: 2143-98-8(Hazardous Substances Data)

Usage

InChI:InChI=1/C18H22N4/c1-21(2)17-9-5-15(6-10-17)13-19-20-14-16-7-11-18(12-8-16)22(3)4/h5-14H,1-4H3/b19-13+,20-14+

Upstream product

• 100-10-7 4-dimethylamino-benzaldehyde 
• 64-17-5 ethanol 
• 7647-01-0 hydrogenchloride 
• 102395-16-4 N,N'-bis-(4-dimethylamino-benzyl)-hydrazine 
• 2929-81-9 4-(N,N-dimethylamino)benzaldehyde thiosemicarbazone 
• 41463-93-8 4-N,N-dimethylaminobenzaldehyde hydrazone 
• 2929-82-0 4-dimethylamino-benzaldehyde semicarbazone 
• 38073-36-8 ethyl 3-(4-N,N-dimethylaminophenyl)-2-nitroprop-2-enoate 
• 1753-47-5 5-(4-dimethylaminobenzylidene)barbituric acid 
• 354-48-3 1,1,1-tribromotrifluoroethane 
• 75-69-4 trichlorofluoromethane 
• 354-58-5 1,1,1-Trichloro-2,2,2-trifluoroethane 
• 3378-57-2 N-<4-Dimethylamino-benzyliden>-4-rhodan-anilin 
• 37124-57-5 3-(4-dimethylamino-phenyl)-5-oxo-pyrazolidine-4-carboxylic acid ethyl ester 

Downstream Products

• 2929-82-0 4-dimethylamino-benzaldehyde semicarbazone 
• 102395-16-4 N,N'-bis-(4-dimethylamino-benzyl)-hydrazine 
• 93696-34-5 1',2'-bis(4-dimethylaminophenyl)ethylenediamine 
• 1107063-65-9 7,11-bis-(4-dimethylaminophenyl)-3,3-dimethyl-2,4-dioxaspiro[5.5]undecane-1,5,9-trione 
• 100-10-7 4-dimethylamino-benzaldehyde 
• 14674-40-9 N-(4-(dimethylamino)benzylidene)-4-methylbenzenesulfonamide 
• 75159-08-9 [4-(Fluoren-9-ylidene-hydrazonomethyl)-phenyl]-dimethyl-amine 
• 1931-49-3 bis(4,4'-dimethylamino)stilbene 
• 22068-82-2 4-dimethylamino-benzaldehyde (4-oxo-thiazolidin-2-ylidene)-hydrazone 
• 30017-82-4 4-dimethylamino-benzaldehyde [5-(4-dimethylamino-benzylidene)-4-oxo-thiazolidin-2-ylidene]-hydrazone 
• 69736-57-8 3-(4-dimethylamino-benzylideneamino)-2-(4-dimethylamino-phenyl)-6-trifluoromethyl-2,3-dihydro-[1,3,5]oxadiazin-4-one 

Relevant articles and documents

Discovery of Unprecedented Hydrazine-Forming Machinery in Bacteria

Recent studies described several different routes that facilitate nitrogen-nitrogen bond formation in natural product biosynthesis. We report herein the identification of unprecedented machinery for hydrazine formation involved in the biosynthesis of s56-p1, a dipeptide natural product with a unique hydrazone unit. The gene cassette comprising this machinery is widespread across several bacterial phyla, highlighting the overlooked potential of bacteria to synthesize hydrazine.

Spectrofluorometric determination of carbidopa [L (-) α hydrazino 3,4 dihydroxy α methylhydrocinnamic acid] in plasma

-

Conversion of Ammonia to Hydrazine Induced by High-Frequency Ultrasound

Hydrazine is a chemical of utmost importance in our society, either for organic synthesis or energy use. The direct conversion of NH3 to hydrazine is highly appealing, but it remains a very difficult task because the degradation of hydrazine is thermodynamically more feasible than the cleavage of the N?H bond of NH3. As a result, any catalyst capable of activating NH3 will thus unavoidably decompose N2H4. Here we show that cavitation bubbles, created by ultrasonic irradiation of aqueous NH3 at a high frequency, act as microreactors to activate and convert NH3 to NH species, without assistance of any catalyst, yielding hydrazine at the bubble–liquid interface. The compartmentation of in-situ-produced hydrazine in the bulk solution, which is maintained close to 30 °C, advantageously prevents its thermal degradation, a recurrent problem faced by previous technologies. This work also points towards a path to scavenge .OH radicals by adjusting the NH3 concentration.

C[sbnd]N bond formation in alicyclic and heterocyclic compounds by amine-modified nanoclay

In the current protocol, amine functionalized montmorillonite K10 nanoclay (NH2-MMT) was applied to catalyze the formation of C[sbnd]N bonds in the synthesis of azines and 2-aminothiazoles at room temperature. In comparison with the current methods of C[sbnd]N bond formation, this approach displays specific advantages include atom economy, clean conversion, design for energy efficiency, the use of nontoxic and heterogeneous catalyst, higher purity and yields, safer solvent and reagents for this organic transformation.