140-50-1

Basic information

• Product Name: N,N'-DIACETYL-1,4-PHENYLENEDIAMINE
• Synonyms: N,N'-P-PHENYLENEBISACETAMIDE;N,N'-DIACETYLPHENYLENEDIAMINE;N',N-DIACETYL-P-PHENYLENEDIAMINE;N,N'-DIACETYL-1,4-PHENYLENEDIAMINE;N,N'-1,4-PHENYLENEBISACETAMIDE;N,N DIACETO 1:4 PHENYLENE DIAMINE;TIMTEC-BB SBB006302;1,4-Bisacetamidobenzene
• CAS NO: 140-50-1
• Molecular Formula: C₁₀H₁₂N₂O₂
• Molecular Weight: 192.21
• EINECS: 205-417-3
• Mol File: 140-50-1.mol
• Article Data: 29

Chemical Properties

• Melting Point: >300°C
• Boiling Point: 483.8 °C at 760 mmHg
• Flash Point: 219.6 °C
• Appearance: Dark yellow crystals
• Density: 1.235 g/cm³
• PKA: 14.29±0.70(Predicted)
• BRN: 2806271
• CAS DataBase Reference: N,N'-DIACETYL-1,4-PHENYLENEDIAMINE(CAS DataBase Reference)
• NIST Chemistry Reference: N,N'-DIACETYL-1,4-PHENYLENEDIAMINE(140-50-1)
• EPA Substance Registry System: N,N'-DIACETYL-1,4-PHENYLENEDIAMINE(140-50-1)

Safety Data

• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• RIDADR: 2811
• RTECS: AC7709500
• TSCA: Yes
• HazardClass: 6.1
• PackingGroup: III
• Hazardous Substances Data: 140-50-1(Hazardous Substances Data)

Usage

Description

N,N'-Diacetyl-1,4-phenylenediamine is a chemical compound that serves as a key ingredient in hair dyes and colorants. It is known for its ability to react with hydrogen peroxide, leading to the formation of larger, darker molecules that can effectively adhere to the hair shaft. This property makes it a valuable component in the creation of permanent hair dyes, where it penetrates the hair shaft and bonds with natural pigments to produce long-lasting color. However, its use has been associated with allergic reactions and skin irritation in some individuals, necessitating careful handling and adherence to safety guidelines.

Uses

Used in Hair Dye Industry:
N,N'-Diacetyl-1,4-phenylenediamine is used as a colorant in hair dyes for its ability to react with hydrogen peroxide, resulting in the formation of larger, darker molecules that adhere to the hair shaft. This reaction is crucial for achieving the desired color and enhancing the longevity of the hair dye.
Used in Permanent Hair Dye Production:
In the production of permanent hair dyes, N,N'-Diacetyl-1,4-phenylenediamine is used to create lasting color by penetrating the hair shaft and bonding with the natural pigments. Its ability to form covalent bonds with hair proteins ensures that the color remains vibrant and resistant to washing.

Upstream product

• 108-24-7 acetic anhydride 
• 106-50-3 1,4-phenylenediamine 
• 2051-49-2 n-hexanoic anhydride 
• 27912-60-3 1,4-diacetylbenzene dioxime 
• 104-04-1 N-(4-Nitrophenyl)acetamide 
• 100-01-6 4-nitro-aniline 
• 75-05-8 acetonitrile 
• 105-53-3 diethyl malonate 
• 56072-03-8 1-(4-aminophenyl)ethanone oxime 
• 13483-16-4 2,4,6-triacetyloxy-1,3,5-triazine 
• 1212-62-0 1,4-bis-NN-(dimethylaminomethyleneamino)benzene 
• 64-19-7 acetic acid 
• 75-36-5 acetyl chloride 
• 122-80-5 N-acetyl-p-phenylenediamine 

Downstream Products

• 528572-74-9 (N-[4-(acetylamino)-η6-phenyl]acetamide)[1,1'-binaphthalene-2,2'-diylbis(diphenylphosphane)-κ2P,P']hydridoruthenium(II)trifluoromethanesulfonate 
• 25445-10-7 N,N'-Diacetyl-1,4-diamino-2,5-dibrombenzol 
• 1630-53-1 isoquinolino[3,4-b]phenanthridine 
• 528572-76-1 (N-[4-(N-acetylamino)-η6-phenyl]acetamide)[6,6'-dimethoxybiphenyl-2,2'-diylbis(diphenylphosphane)-κ2P,P']hydridoruthenium(II) trifluoromethanesulfonate 
• 36861-70-8 3,8-diphenyl-[4,7]phenanthroline 
• 102079-39-0 N,N-dimethyl-4-[4,7]phenanthrolin-3-yl-aniline 
• 101936-20-3 3-p-tolyl-4,7-phenanthroline 
• 93656-09-8 3-phenyl-[4,7]phenanthroline 
• 17788-94-2 4,4''-dibromo-p-terphenyl 
• 1762-84-1 4-bromo-p-terphenyl 
• 92-94-4 [1,1';4',1'']terphenyl 
• 50610-32-7 N,N'-(chloro-p-phenylene)-bis-acetamide 
• 6086-30-2 N-(4-azido-3-nitro-phenyl)-acetamide 
• 6086-29-9 4-acetylamino-1-amino-2-nitrobenzene 

Relevant articles and documents

Synthesis and Initiation Capabilities of Energetic Diazodinitrophenols

The diazophenols 3-amino-6-diazo-2, 4-dinitrophenol (4) and 3-chloro-6-diazo-2, 5-dinitrophenol (8) were synthesized and comprehensively characterized. The regio-selectivity of nitration reactions with N,N′-(1,4-phenylene)dimethanesulfonamide (1) and N,N′-(1,4-phenylene)diacetamide (6) was investigated in detail. The purity of the products was confirmed via low temperature X-ray diffraction, multinuclear NMR spectroscopy, and elemental analysis. Moreover, the capability of 4 and 8 to initiate RDX (1,3,5-trinitro-1,3,5-triazinane) was tested, together with the two other recently presented diazophenols 4-diazo-2, 6-dinitrophenol (iso-DDNP) and 3-hydroxy-DDNP (HODDNP). The tests revealed superior properties of HODDNP compared to DDNP and the other tested diazophenols regarding its ability to initiate RDX.

Compound containing phenanthridine fragment and synthesis method of compound

The invention discloses a compound containing a phenanthridine fragment and a synthesis method of the compound, and belongs to the technical field of heterocyclic compounds. The chemical structure of the compound containing the phenanthridine fragment is shown as a general formula I, and R1, R2 and R3 are all selected from hydrogen. The invention provides a novel phenanthridine compound, the synthetic method is high in yield, separation is simple and easy to operate, and the phenanthridine compound has potential application value in the fields of materials and medicines.

Tin(ii) chloride dihydrate/choline chloride deep eutectic solvent: Redox properties in the fast synthesis of: N -arylacetamides and indolo(pyrrolo)[1,2- a] quinoxalines

In this contribution a physicochemical, IR and Raman characterization for the tin(ii) chloride dihydrate/choline chloride eutectic mixture is reported. The redox properties of this solvent were also studied by cyclic voltammetry finding that it can be successfully used as an electrochemical solvent for electrosynthesis and electroanalytical processes and does not require negative potentials as verified by the reduction of nitrobenzene. The potential use of this eutectic mixture as a redox solvent was further explored in obtaining aromatic amines and N-arylacetamides starting from a wide variety of nitroaromatic compounds. In addition, a fast synthetic strategy for the construction of a series of indolo(pyrrolo)[1,2-a]quinoxalines was developed by reacting 1-(2-nitrophenyl)-1H-indole(pyrrole) with aldehydes. This simple protocol offers a straightforward method for the construction of the target quinoxalines in short reaction times and high yields where the key step involves a tandem one-pot reductive cyclization-oxidation.

The immobilized Cu nanoparticles on magnetic montmorillonite (MMT?Fe3O4?Cu): As an efficient and reusable nanocatalyst for reduction and reductive-acetylation of nitroarenes with NaBH4

In this study, the immobilization of copper nanoparticles on superparamagnetic montmorillonite, MMT?Fe3O4?Cu, was studied. Magnetically nanoparticles (MNPs) of iron oxide (Fe3O4) were primarily prepared by a chemical co-precipitation method. Next, the prepared Fe3O4 MNPs were intercalated within the interlamellar spaces and external surface of sodium-exchanged montmorillonite. Finally, Cu NPs were immobilized on magnetic montmorillonite by a simply mixing of an aqueous solution of CuCl2·2H2O with MMT?Fe3O4 followed by the reduction with NaBH4. Characterization of MMT?Fe3O4 clay system represented that through the immobilization of Fe3O4 MNPs, disordered-layers structure of MMT was easily reorganized to an ordered-layers arrangement. The synthesized composite systems were characterized using FT-IR, SEM, EDX, XRD, VSM, BET and ICP-OES analyses. SEM analysis exhibited that dispersion of Cu NPs, with the size distribution of 15–25 nm, on the surface of magnetic clay was taken place perfectly. BET surface analysis indicated that after the immobilization of Fe3O4 and Cu species, the surface area and total pore volume of MMT?Fe3O4?Cu system was decreased. Next, the Cu-clay nanocomposite system showed a perfect catalytic activity towards reduction of nitroarenes to anilines as well as reductive-acetylation of nitroarenes to acetanilides using NaBH4 and Ac2O in water as a green and economic solvent. The copper magnetic clay catalyst can be easily separated from the reaction mixture by an external magnetic field and reused for six consecutive cycles without the significant loss of its catalytic activity.