91-68-9

Basic information

• Product Name: 3-Diethylaminophenol
• Synonyms: 3-Diethylaminophenol,99%;3-DiethylaMinophenol, 99% 100GR;3-(diethylamino)-pheno;3-Hydroxy-N,N-diethylaniline;diethylaminophenol;m-(diethylamino)-pheno;m-Hydroxydiethylaniline;N,N-Diethyl-3-hydroxyaniline
• CAS NO: 91-68-9
• Molecular Formula: C₁₀H₁₅NO
• Molecular Weight: 165.23
• EINECS: 202-090-9
• Product Categories: Dye Intermediate;Organic Building Blocks;Oxygen Compounds;Phenols
• Mol File: 91-68-9.mol
• Article Data: 18

Chemical Properties

• Melting Point: 69-72 °C(lit.)
• Boiling Point: 170 °C15 mm Hg(lit.)
• Flash Point: 141 °C
• Appearance: Gray-brown to rose or red/Flakes or Granules
• Density: 1.0203 (rough estimate)
• Vapor Pressure: 0.00259mmHg at 25°C
• Refractive Index: 1.4820 (estimate)
• Storage Temp.: Refrigerator
• Solubility: 4.087g/L in organic solvents at 20 ℃
• PKA: 10.08±0.10(Predicted)
• Water Solubility: <0.1 g/100 mL at 20.5℃
• BRN: 908212
• CAS DataBase Reference: 3-Diethylaminophenol(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Diethylaminophenol(91-68-9)
• EPA Substance Registry System: 3-Diethylaminophenol(91-68-9)

Safety Data

• Hazard Codes: T,Xi
• Statements: 25-36/37/38
• Safety Statements: 36/37/39-45-22-26-36-24/25
• RIDADR: UN 2512 6.1/PG 3
• WGK Germany: 2
• RTECS: SL0550500
• Hazardous Substances Data: 91-68-9(Hazardous Substances Data)

Usage

Chemical Properties

Grey-brown to rose or red flakes or granules

Uses

Different sources of media describe the Uses of 91-68-9 differently. You can refer to the following data:
1. 3-Diethylaminophenol is used as a reagent in the synthesis of coumarin- and rhodamine-fused deep red fluorescent dyes.
2. 3-Diethylaminophenol was used as starting reagent for the synthesis of silyloxyaniline. It was used in the synthesis of Nile Red and its hydroxy-derivative.

Air & Water Reactions

Insoluble in water.

Reactivity Profile

An amine and phenol. Amines are chemical bases. They neutralize acids to form salts plus water. These acid-base reactions are exothermic. The amount of heat that is evolved per mole of amine in a neutralization is largely independent of the strength of the amine as a base. Amines may be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Flammable gaseous hydrogen is generated by amines in combination with strong reducing agents, such as hydrides. Phenols do not behave as organic alcohols, as one might guess from the presence of a hydroxyl (-OH) group in their structure. Instead, they react as weak organic acids. Phenols and cresols are much weaker as acids than common carboxylic acids (phenol has Ka = 1.3 x 10^[-10]). These materials are incompatible with strong reducing substances such as hydrides, nitrides, alkali metals, and sulfides. Flammable gas (H2) is often generated, and the heat of the reaction may ignite the gas. Heat is also generated by the acid-base reaction between phenols and bases. Such heating may initiate polymerization of the organic compound. Phenols are sulfonated very readily (for example, by concentrated sulfuric acid at room temperature). The reactions generate heat. Phenols are also nitrated very rapidly, even by dilute nitric acid.

Hazard

See phenol.

Health Hazard

ACUTE/CHRONIC HAZARDS: 3-Diethylaminophenol may cause irritation on contact.

Fire Hazard

Flash point data are not available for 3-Diethylaminophenol, but 3-Diethylaminophenol is probably combustible.

Flammability and Explosibility

Nonflammable

InChI:InChI=1/C10H15NO/c1-3-11(4-2)9-6-5-7-10(12)8-9/h5-8,12H,3-4H2,1-2H3

Upstream product

• 60-29-7 diethyl ether 
• 95-56-7 2-hydroxybromobenzene 
• 816-43-3 lithium diethylamide 
• 64-17-5 ethanol 
• 51-81-0 3-aminophenol hydrochloride 
• 660-68-4 diethyl amine hydrochloride 
• 109-89-7 diethylamine 
• 108-46-3 recorcinol 
• 97-20-1 3-diethylamino-benzenesulfonic acid 
• 75-03-6 ethyl iodide 
• 591-27-5 m-Hydroxyaniline 
• 24318-00-1 3-(benzyloxy)nitrobenzol 
• 75-07-0 acetaldehyde 
• 123-63-7 paracetaldehyde 

Downstream Products

• 5809-23-4 2'-Carboxy-4-diethylamino-2-hydroxybenzophenon 
• 41681-29-2 N,N-diethyl-3-(2-dimethylamino-ethoxy)-aniline 
• 19026-53-0 N,N-diethyl-3-((oxiran-2-yl)methoxy)aniline 
• 114791-60-5 phenyl-phosphonic acid bis-(3-diethylamino-phenyl ester) 
• 60309-72-0 Propyl-carbamic acid 3-diethylamino-phenyl ester 
• 86928-02-1 (4-Chloro-phenyl)-carbamic acid 3-diethylamino-phenyl ester 
• 61799-20-0 3-diethylaminophenoxyacetonitrile 
• 108639-47-0 N,N-diethyl-3-(2,2-diethoxyethoxy)aniline 
• 86928-01-0 (3-Chloro-phenyl)-carbamic acid 3-diethylamino-phenyl ester 
• 6274-83-5 5,5'-bis-diethylamino-2,2'-methanediyl-di-phenol 
• 91-65-6 diethyl-cyclohexyl-amine 
• 623945-00-6 1-(4-diethylamino-2-hydroxyphenyl)-3-(2,6-difluorophenyl)propane-1,3-dione 

Relevant articles and documents

Mechanism study on Raney nickel-catalyzed amination of resorcinol

Amination of resorcinol catalyzed by Raney nickel has been examined with good yield. Using the first principle density functional theory, some detailed mechanism of the amination of resorcinol on the Ni(111) surface is explored. The resorcinol is adsorbed on the Ni surface at the hollow site to form ketone by isomerization. The isomerization has a barrier of 122.1 kJ/mol. Ketone can couple with secondary amine mediated by resorcinol to afford hemiaminal. For the formation of hemiaminal, the steric effect of the alkyl group of secondary amine is obvious. Hemiaminal undergoes dehydration to get final product, which occurs by the preferred adsorption in the bridge site, cleavage of CO bond initially, followed by subsequent cleavage of CH bond.

Synthesis process of sulfonic-group rhodamine compound

The invention discloses a synthesis process of a sulfonic-group rhodamine compound. The process comprises the steps: mixing saccharin and a protonic acid catalyst, performing heating for a reaction soas to obtain a compound shown in a formula (I), performing a reaction between a compound shown in a formula (II) and resorcinol through heating under the action of the protonic acid catalyst so as toobtain a compound shown in a formula (III), performing a reaction between the compound of the formula (I) and the compound in the formula (III) through heating under the action of a Lewis acid catalyst under the conditions of nitrogen protection and light shielding so as to obtain the sulfonic-group rhodamine compound shown in a formula (IV). Through the synthesis process, the use of thionyl chloride in a conventional process is avoided, the operation is simplified, the production safety is improved, the pollution to the environment is little, the reaction can be carried out under normal pressure, and the reaction has a high selectivity; and the chemical structural formulas of the compounds represented separately by the formula (I), the formula (II), the formula (III) and the formula (IV)are shown.

Method for continuously synthesizing meta-di-alkane aminophenol

The invention discloses a method for continuously synthesizing meta-di-alkane aminophenol. The technical scheme includes that continuous diazotization or continuous diazonium salt hydrolysis or continuous diazotization and diazonium salt hydrolysis is carried on raw materials such as di-alkane aminophenol, sodium nitrite and sulfuric acid, and after-treatment such as extraction is carried out to obtain the meta-di-alkane aminophenol which is a product. The method has the advantages that the raw materials can come from sufficient sources and are low in cost, processes for synthesizing the meta-di-alkane aminophenol are high in safety, products are high in yield, the method is little in waste gas, wastewater and industrial residue pollution, is green and environmental friendly and has a highindustrialization value, and the like.