93-05-0

Basic information

• Product Name: N,N-Diethyl-1,4-phenylenediamine
• Synonyms: P-AMINO-N,N-DIETHYLANILINE;P-AMINODIETHYLANILINE;N,N-DIETHYL-1,4-BENZENEDIAMINE;N,N-DIETHYL-1,4-PHENYLENEDIAMINE;N,N-DIETHYL-PHENYLENEDIAMINE;N,N-DIETHYL-P-PHENYLENEDIAMINE;N,N-DIETHYL-P-PHENYLENEDIAMINEE;4-(Diethylamino)aniline
• CAS NO: 93-05-0
• Molecular Formula: C₁₀H₁₆N₂
• Molecular Weight: 164.25
• EINECS: 202-214-1
• Product Categories: Intermediates of Dyes and Pigments;Amines
• Mol File: 93-05-0.mol
• Article Data: 25

Chemical Properties

• Melting Point: 19-21 °C(lit.)
• Boiling Point: 115-116 °C5 mm Hg(lit.)
• Flash Point: >230 °F
• Appearance: Clear yellow-brown to dark brown/Liquid or Low Melting Solid
• Density: 0.988 g/mL at 25 °C(lit.)
• Refractive Index: n20/D 1.571(lit.)
• Storage Temp.: Freezer
• Solubility: water: insoluble
• PKA: 8.21±0.32(Predicted)
• Water Solubility: <0.1 g/100 mL at 19 oC
• Stability: Stability Air and light sensitive. Incompatible with strong oxidizing agents, strong acids.
• BRN: 879361
• CAS DataBase Reference: N,N-Diethyl-1,4-phenylenediamine(CAS DataBase Reference)
• NIST Chemistry Reference: N,N-Diethyl-1,4-phenylenediamine(93-05-0)
• EPA Substance Registry System: N,N-Diethyl-1,4-phenylenediamine(93-05-0)

Safety Data

• Hazard Codes: T
• Statements: 25-34
• Safety Statements: 26-36-45
• RIDADR: UN 2922 8/PG 2
• WGK Germany: 1
• RTECS: SS9275000
• HazardClass: 6.1(b)
• PackingGroup: III
• Hazardous Substances Data: 93-05-0(Hazardous Substances Data)

Usage

Chemical Properties

dark brown to black solid or liquid, depending upon room temperature

Uses

Different sources of media describe the Uses of 93-05-0 differently. You can refer to the following data:
1. Dye intermediate, source of diazonium compounds in diazo copying process.
2. N,N-Diethyl-p-phenylenediamine has been employed as a reference probe to investigate rapid chlorination rate constants by a stopped-flow spectrophotometric competition kinetics method.

General Description

Reddish brown or black liquid.

Air & Water Reactions

Insoluble in water.

Reactivity Profile

N,N-Diethyl-1,4-phenylenediamine neutralizes acids in exothermic reactions to form salts plus water. May be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Flammable gaseous hydrogen may be generated in combination with strong reducing agents, such as hydrides.

Fire Hazard

N,N-Diethyl-1,4-phenylenediamine is probably combustible.

Safety Profile

Poison by ingestion, skin contact, subcutaneous, and intravenous routes. Human systemic skin effects by skin contact: hemorrhage, allergic dermatitis, and primary irritation. Mutation data reported. When heated to decomposition it emits toxic fumes of NOx. See also AMINES.

Upstream product

• 64-17-5 ethanol 
• 74225-48-2 α-(p-diethylaminophenyl)iminophenylacetonitrile 
• 7732-18-5 water 
• 59-88-1 phenylhydrazine hydrochloride 
• 6283-63-2 4-[N,N-diethylamino]-aniline sulfate 
• 91-66-7 N,N-diethylaniline 
• 106-39-8 bromochlorobenzene 
• 2216-15-1 1-diethylamino-4-nitrobenzene 
• 350-46-9 4-Fluoronitrobenzene 
• 104007-17-2 2-[(4-diethylaminophenylamino)methylene]malonic acid diethyl ester 
• 120-22-9 N,N-diethyl-4-nitrosoaniline 
• 76712-19-1 N,N-diethyl-N'-(4-nitro-benzylidene)-p-phenylenediamine 
• 7647-01-0 hydrogenchloride 
• 3588-91-8 4,4'-Bis-diaethylamino-azobenzol 

Downstream Products

• 111583-59-6 4-(4-diethylamino-phenylimino)-5-methyl-2-p-tolyl-2,4-dihydro-pyrazol-3-one 
• 68719-66-4 5-amino-4-(4-diethylamino-phenylimino)-2-phenyl-2,4-dihydro-pyrazol-3-one 
• 122125-77-3 2-(4-bromo-phenyl)-4-(4-diethylamino-phenylimino)-5-methyl-2,4-dihydro-pyrazol-3-one 
• 111663-48-0 2-(4-amino-phenyl)-4-(4-diethylamino-phenylimino)-5-methyl-2,4-dihydro-pyrazol-3-one 
• 102551-38-2 4-[4-(4-diethylamino-phenylimino)-3-methyl-5-oxo-4,5-dihydro-pyrazol-1-yl]-benzenesulfonic acid amide 
• 76712-19-1 N,N-diethyl-N'-(4-nitro-benzylidene)-p-phenylenediamine 
• 100628-47-5 N,N'-bis-(4-diethylamino-phenyl)-urea 
• 29812-35-9 N,N-Diethyl-p-benzochinondiimin 
• 105891-84-7 6-[(Z)-4-Diethylamino-phenylimino]-5,5-dipropyl-dihydro-pyrimidine-2,4-dione 
• 18996-77-5 N,N,N',N'-tetraethyl-1,4-benzenediamine 

Relevant articles and documents

Photoreductive chlorine elimination from a Ni(iii)Cl2complex supported by a tetradentate pyridinophane ligand

Herein we report the isolation, characterization, and photoreactivity of a stable NiIIIdichloride complex supported by a tetradentate pyridinophane N-donor ligand. Upon irradiation, this complex undergoes an efficient photoreductive chlorine elimination reaction, both in solution and the solid-state. Subsequently, the NiIIICl2species can be regeneratedviaa reaction with PhICl2

Preparation method of cationic blue dye

The invention belongs to the technical field of dyes, and particularly relates to a preparation method of a cationic blue dye. According to the invention, a compound II is used as a diazonium component and a compound I is used as a coupling component for synthesizing the cationic blue dye for the first time; and the method has the advantages of simple process, environmental friendliness, high product purity, high yield and the like. The results of multiple production experiments with scales not below pilot tests show that mother liquor (such as mother liquor in steps 2, 3 and 4) in the reaction process can be cyclically used 6-8 times without treatment, so the amount of high-salt, high-COD and high-chroma wastewater is greatly reduced, a working environment is effectively improved while product yield is further increased and reaction reagent cost is saved, and the product still keeps high purity; and thus, product quality is guaranteed, production cost is reduced, and obvious economicbenefits, social benefits and environmental benefits are produced.

Discovery of benzo[d]oxazole derivatives as the potent type-I FLT3-ITD inhibitors

Fms-like tyrosine kinase 3 (FLT3) has been considered as a potential drug target for the treatment of acute myeloid leukemia (AML), because of its high and aberrant expression in AML patients, especially the patients with FLT3-ITD mutation. Initiating from a hit compound (IC50: 500 nM against FLT3-ITD), a series of compounds were designed and synthesized based on benzo[d]oxazole-2-amine scaffold to discover new potent FLT3-ITD inhibitors. During the medicinal chemistry works, flexible molecular docking was used to provide design rationale and study the binding modes of the target compounds. Through the mixed SAR exploration based on the enzymatic and cellular activities, compound T24 was identified with potent FLT3-ITD inhibitory (IC50: 0.41 nM) and anti-proliferative (IC50: 0.037 μM against MV4-11 cells) activities. And the binding mode of T24 with “DFG-in” FLT3 was simulated by a 20-ns molecular dynamics run, providing some insights into further medicinal chemistry efforts toward novel FLT3 inhibitors in AML therapy.