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| CAS No.: | 120-37-6 |
|---|---|
| Name: | 3-Ethylamino-4-methylphenol |
| Molecular Structure: | |
|
|
|
| Formula: | C9H13NO |
| Molecular Weight: | 151.208 |
| Synonyms: | Phenol, 3-(ethylamino)-4-methyl-;3-(Ethylamino)-p-cresol;3-ethylamino-4-methyl-phenol;3-ethylamino-p-cresol; |
| EINECS: | 204-391-0 |
| Density: | 1.079 g/cm3 |
| Melting Point: | 85-87 °C(lit.) |
| Boiling Point: | 294.4 °C at 760 mmHg |
| Flash Point: | 139.7 °C |
| Solubility: | Insoluble in water. |
| Appearance: | purple solid |
| Hazard Symbols: |
 Xi
|
| Risk Codes: | 36/37/38 |
| Safety: | 26-37/39 |
| PSA: | 32.26000 |
| LogP: | 2.20540 |
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| Conditions | Yield |
|---|---|
| Stage #1: 3-(ethylamino)-4-methylbenzenesulfonic acid With water; potassium hydroxide at 240℃; for 75h; Stage #2: With hydrogenchloride In water at 40℃; Temperature; | 75% |
- 120-37-6
3-ethylamino-4-methylphenol
| Conditions | Yield |
|---|---|
| With potassium hydroxide at 220 - 260℃; beim Verschmelzen; |
| Conditions | Yield |
|---|---|
| With sodium dithionite In acetone at 37℃; for 0.25h; pH=7.4; |
| Conditions | Yield |
|---|---|
| Multi-step reaction with 3 steps 1.1: sulfuric acid; Al2O3/Fe3O4 / 3 h / 70 °C / pH 2.5 / Inert atmosphere; Large scale 2.1: sulfuric acid / 6 h / 50 - 65 °C / Large scale 3.1: potassium hydroxide; water / 75 h / 240 °C 3.2: 40 °C View Scheme |
| Conditions | Yield |
|---|---|
| Stage #1: 3-amino-4-hydroxytoluene With hydrogenchloride; sodium nitrite In water at 0℃; for 0.25h; Stage #2: With aminosulfonic acid for 0.0833333h; pH=9; Cooling with ice; Stage #3: 3-ethylamino-4-methylphenol at 0 - 20℃; for 0.666667h; Time; | 100% |
- 120-37-6
3-ethylamino-4-methylphenol
| Conditions | Yield |
|---|---|
| With hydrogenchloride; sodium nitrite for 1h; cooling; | 90% |
| With sodium nitrite | |
| With sodium nitrite Acidic aq. solution; |
| Conditions | Yield |
|---|---|
| In water at 20℃; Sonication; Heating; | 85% |
| In water at 20 - 50℃; Sonication; | 85% |
- 120-37-6
3-ethylamino-4-methylphenol
- 63549-31-5
5-ethylamino-4-methyl-2-nitrosophenol hydrochloride
| Conditions | Yield |
|---|---|
| With hydrogenchloride; sodium nitrite In water at 5℃; for 3h; | 79% |
| With hydrogenchloride; sodium nitrite In water at 0 - 5℃; for 3h; | 79% |
| With sodium nitrite acidic solution; |
| Conditions | Yield |
|---|---|
| With piperidine; dichloro(dimethylglyoxime)(dimethylglyoximato)cobalt(III); (4,4'-di-tert-butyl-2,2'-dipyridyl)-bis-(2-phenylpyridine(-1H))-iridium(III) hexafluorophosphate In acetonitrile at -78℃; for 24h; Reagent/catalyst; Sealed tube; Inert atmosphere; Irradiation; | 73% |
| Conditions | Yield |
|---|---|
| With perchloric acid In water; isopropyl alcohol | 72% |
| With perchloric acid In water; isopropyl alcohol at 80℃; | 72% |
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Chemistry
Molecular Structure of 3-Ethylamino-4-methylphenol (CAS NO.120-37-6):
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IUPAC Name: 3-(ethylamino)-4-methylphenol
Molecular formula: C9H13NO
Molecular Weight: 151.21
Density: 1.079 g/cm3
Boiling point: 294.4 °C at 760 mmHg
Flash point: 139.7 °C
BRN: 3241548
Index of Refraction:1.588
Molar Refractivity:47.2 cm3
Molar Volume:140.1 cm3
Polarizability: 18.71*10-24cm3
Surface Tension: 42.9 dyne/cm
Enthalpy of Vaporization: 55.54 kJ/mol
Vapour Pressure: 0.000927 mmHg at 25°C
Melting point: 85-87 °C(lit.)
Appearance: purple solid
Stability: Stable.Incompatible with strong oxidizing agents.
InChI
InChI=1/C9H13NO/c1-3-10-9-6-8(11)5-4-7(9)2/h4-6,10-11H,3H2,1-2H3
Smiles
c1(c(ccc(c1)O)C)NCC
Classification Code: Mutation data
EINECS: 204-391-0
Product Categories: Intermediates of Dyes and Pigments; Organic Building Blocks; Oxygen Compounds; Phenols
Toxicity Data With Reference
| 1. | mma-sat 100 µg/plate | EMMUEG Environmental and Molecular Mutagenesis. 11 (Suppl 12)(1988),1. |
Consensus Reports
Reported in EPA TSCA Inventory.
Safety Profile
Mutation data reported. When heated to decomposition it emits toxic vapors of NOx.
Hazard Codes: 
Xi
Risk Statements: 36/37/38
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26-37/39
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S37/39:Wear suitable gloves and eye/face protection.
WGK Germany: 2
RTECS: SL4105000
Specification
3-Ethylamino-4-methylphenol , with CAS number of 120-37-6, can be called Phenol, 3-(ethylamino)-4-methyl- ; 3-(Ethylamino)-p-cresol ; 3-ethylamino-p-cresol ; 3-ethylamino-4-methyl-phenol . It is a purple solid. 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. It is mainly used as dye intermediates.