| Identification | More | [Name]
3-Diethylaminophenol | [CAS]
91-68-9 | [Synonyms]
1-(DIETHYLAMINO)-3-HYDROXYBENZENE
3-DIETHYLAMINOPHENOL
3-(N,N'-DIETHYLAMINO)PHENOL
DIETHYL META AMINO PHENOL
M-DIETHYLAMINOPHENOL
N,N-DIETHYL-3-AMINOPHENOL
N,N-DIETHYL-M-AMINO-PHENOL
N,N DIETHYL META AMINO PHENOL
3-(diethylamino)-pheno
3-Hydroxy-N,N-diethylaniline
diethylaminophenol
m-(diethylamino)-pheno
m-Hydroxydiethylaniline
N,N-Diethyl-3-hydroxyaniline
Phenol, m-(diethylamino)-
Phenol,3-(diethylamino)-
m-hydroxy-N,N-diethylamiline
Diethyl-m-aminophenol
m-N,N-Diethylaminophenol
DEMAP | [EINECS(EC#)]
202-090-9 | [Molecular Formula]
C10H15NO | [MDL Number]
MFCD00002265 | [Molecular Weight]
165.23 | [MOL File]
91-68-9.mol |
| Chemical Properties | Back Directory | [Appearance]
Grey-brown to rose or red flakes or granules | [Melting point ]
69-72 °C (lit.) | [Boiling point ]
170 °C/15 mmHg (lit.) | [density ]
1.0203 (rough estimate) | [vapor pressure ]
0.345Pa at 25℃ | [refractive index ]
1.4820 (estimate) | [Fp ]
141 °C
| [storage temp. ]
Refrigerator | [solubility ]
4.087g/L in organic solvents at 20 ℃ | [form ]
Flakes or Granules | [pka]
10.08±0.10(Predicted) | [color ]
Gray-brown to rose or red | [Water Solubility ]
<0.1 g/100 mL at 20.5 ºC | [BRN ]
908212 | [LogP]
0.929 at 23℃ | [Uses]
Dyes. | [CAS DataBase Reference]
91-68-9(CAS DataBase Reference) | [NIST Chemistry Reference]
Phenol, 3-(diethylamino)-(91-68-9) | [EPA Substance Registry System]
91-68-9(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
T,Xi | [Risk Statements ]
R25:Toxic if swallowed.
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
S22:Do not breathe dust .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing . | [RIDADR ]
UN 2512 6.1/PG 3
| [WGK Germany ]
2
| [RTECS ]
SL0550500
| [HS Code ]
29222990 |
| Hazard Information | Back Directory | [General Description]
Black solid. | [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. | [Air & Water Reactions]
Insoluble in water. | [Hazard]
See phenol. | [Health Hazard]
ACUTE/CHRONIC HAZARDS: This compound may cause irritation on contact. | [Fire Hazard]
Flash point data are not available for this chemical, but 3-DIETHYLAMINOPHENOL(91-68-9) is probably combustible. | [Chemical Properties]
Grey-brown to rose or red flakes or granules | [Flammability and Explosibility]
Nonflammable | [Synthesis]
The general procedure for the synthesis of 3-hydroxy-N,N-diethylaniline from diethylamine and resorcinol is as follows: a Raney Ni-catalyzed amination of resorcinol with secondary amines was used. The procedure was as follows: resorcinol (2.2 g, 20 mmol), diethylamine (30 mmol) and Raney Ni catalyst (110 mg) were added to a 100 ml autoclave, and 50 ml of water was added as solvent. The air in the autoclave was replaced with hydrogen three times, followed by maintaining the hydrogen pressure at 0.05 MPa. The reaction mixture was rapidly heated to 200 °C and the reaction was stirred at this temperature for 3 h. The reaction was carried out at a temperature of 0.05 °C. After completion of the reaction, the mixture was cooled to room temperature and extracted with n-butyl acetate. The organic layer was collected, dried with anhydrous magnesium sulfate, filtered and concentrated to obtain the crude product. Finally, the target product 3-hydroxy-N,N-diethylaniline was purified by silica gel fast column chromatography (eluent was petroleum ether/ethyl acetate, 3:1, v/v). | [References]
[1] Catalysis Communications, 2014, vol. 46, p. 201 - 207
[2] Patent: US2376112, 1942, |
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