Product Name

  • Name

    3-Ethylamino-4-methylphenol

  • EINECS 204-391-0
  • CAS No. 120-37-6
  • Article Data4
  • CAS DataBase
  • Density 1.079 g/cm3
  • Solubility Insoluble in water.
  • Melting Point 85-87 °C(lit.)
  • Formula C9H13NO
  • Boiling Point 294.4 °C at 760 mmHg
  • Molecular Weight 151.208
  • Flash Point 139.7 °C
  • Transport Information
  • Appearance purple solid
  • Safety 26-37/39
  • Risk Codes 36/37/38
  • Molecular Structure Molecular Structure of 120-37-6 (3-Ethylamino-4-methylphenol)
  • Hazard Symbols IrritantXi
  • Synonyms Phenol, 3-(ethylamino)-4-methyl-;3-(Ethylamino)-p-cresol;3-ethylamino-4-methyl-phenol;3-ethylamino-p-cresol;
  • PSA 32.26000
  • LogP 2.20540

Synthetic route

3-(ethylamino)-4-methylbenzenesulfonic acid
98-40-8

3-(ethylamino)-4-methylbenzenesulfonic acid

3-ethylamino-4-methylphenol
120-37-6

3-ethylamino-4-methylphenol

Conditions
ConditionsYield
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%
2-ethylamino-toluenesulfonic acid-(4)-sodium salt

2-ethylamino-toluenesulfonic acid-(4)-sodium salt

3-ethylamino-4-methylphenol
120-37-6

3-ethylamino-4-methylphenol

Conditions
ConditionsYield
With potassium hydroxide at 220 - 260℃; beim Verschmelzen;
C16H19N3O2

C16H19N3O2

A

3-ethylamino-4-methylphenol
120-37-6

3-ethylamino-4-methylphenol

B

3-amino-4-hydroxytoluene
95-84-1

3-amino-4-hydroxytoluene

Conditions
ConditionsYield
With sodium dithionite In acetone at 37℃; for 0.25h; pH=7.4;
o-toluidine
95-53-4

o-toluidine

3-ethylamino-4-methylphenol
120-37-6

3-ethylamino-4-methylphenol

Conditions
ConditionsYield
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
3-ethylamino-4-methylphenol
120-37-6

3-ethylamino-4-methylphenol

3-amino-4-hydroxytoluene
95-84-1

3-amino-4-hydroxytoluene

C16H19N3O2

C16H19N3O2

Conditions
ConditionsYield
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%
3-ethylamino-4-methylphenol
120-37-6

3-ethylamino-4-methylphenol

N-ethyl-5-hydroxy-2-methyl-4-nitrosobenzenaminium chloride

N-ethyl-5-hydroxy-2-methyl-4-nitrosobenzenaminium chloride

Conditions
ConditionsYield
With hydrogenchloride; sodium nitrite for 1h; cooling;90%
With sodium nitrite
With sodium nitrite Acidic aq. solution;
3-ethylamino-4-methylphenol
120-37-6

3-ethylamino-4-methylphenol

acetic anhydride
108-24-7

acetic anhydride

N-ethyl-N-(5-hydroxy-2-methylphenyl)acetamide

N-ethyl-N-(5-hydroxy-2-methylphenyl)acetamide

Conditions
ConditionsYield
In water at 20℃; Sonication; Heating;85%
In water at 20 - 50℃; Sonication;85%
3-ethylamino-4-methylphenol
120-37-6

3-ethylamino-4-methylphenol

5-ethylamino-4-methyl-2-nitrosophenol hydrochloride
63549-31-5

5-ethylamino-4-methyl-2-nitrosophenol hydrochloride

Conditions
ConditionsYield
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;
3-ethylamino-4-methylphenol
120-37-6

3-ethylamino-4-methylphenol

3-amino-4-methylphenol
2836-00-2

3-amino-4-methylphenol

Conditions
ConditionsYield
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%
5-diethylamino-2-nitrosophenol
6358-20-9

5-diethylamino-2-nitrosophenol

3-ethylamino-4-methylphenol
120-37-6

3-ethylamino-4-methylphenol

N-ethyl-N-(7-(ethylamino)-8-methyl-3H-phenoxazin-3-ylidene)ethanaminium

N-ethyl-N-(7-(ethylamino)-8-methyl-3H-phenoxazin-3-ylidene)ethanaminium

Conditions
ConditionsYield
With perchloric acid In water; isopropyl alcohol72%
With perchloric acid In water; isopropyl alcohol at 80℃;72%
3-ethylamino-4-methylphenol
120-37-6

3-ethylamino-4-methylphenol

diethyl 2-ethoxymethylenemalonate
87-13-8

diethyl 2-ethoxymethylenemalonate

7-(ethylamino)-6-methyl-2-oxo-2H-chromene-3-carboxylate
84165-77-5

7-(ethylamino)-6-methyl-2-oxo-2H-chromene-3-carboxylate

Conditions
ConditionsYield
With titanium tetrachloride In tetrahydrofuran Heating;67%
3-ethylamino-4-methylphenol
120-37-6

3-ethylamino-4-methylphenol

(E)-N-ethyl-2-fluoro-5-methoxy-4-((4-nitrophenyl)diazenyl)aniline

(E)-N-ethyl-2-fluoro-5-methoxy-4-((4-nitrophenyl)diazenyl)aniline

(Z)-N-(7-(ethylamino)-8-fluoro-2-methyl-3H-phenoxazin-3-ylidene)ethanaminium

(Z)-N-(7-(ethylamino)-8-fluoro-2-methyl-3H-phenoxazin-3-ylidene)ethanaminium

Conditions
ConditionsYield
With perchloric acid In water; isopropyl alcohol at 80℃;66%
With perchloric acid In water; isopropyl alcohol at 80℃;66%
3-ethylamino-4-methylphenol
120-37-6

3-ethylamino-4-methylphenol

7-methoxy-2,2,4-trimethyl-6-nitroso-1,2-dihydroquinoline

7-methoxy-2,2,4-trimethyl-6-nitroso-1,2-dihydroquinoline

(Z)-N-(2,2,4,8-tetramethyl-1,2-dihydro-9H-pyrido[3,2-b]phenoxazin-9-ylidene)ethanaminium

(Z)-N-(2,2,4,8-tetramethyl-1,2-dihydro-9H-pyrido[3,2-b]phenoxazin-9-ylidene)ethanaminium

Conditions
ConditionsYield
With perchloric acid In water; isopropyl alcohol at 80℃;66%
With perchloric acid In water; isopropyl alcohol at 80℃;66%
3-ethylamino-4-methylphenol
120-37-6

3-ethylamino-4-methylphenol

4-methyl-2-nitroso-5-(propylamino)phenol

4-methyl-2-nitroso-5-(propylamino)phenol

(Z)-N-(2,8-dimethyl-7-(propylamino)-3H-phenoxazin-3-ylidene)ethanaminium

(Z)-N-(2,8-dimethyl-7-(propylamino)-3H-phenoxazin-3-ylidene)ethanaminium

Conditions
ConditionsYield
With perchloric acid In water; isopropyl alcohol at 80℃;65%
With perchloric acid In water; isopropyl alcohol at 80℃;65%
C19H19NO7S2
1629670-53-6

C19H19NO7S2

3-ethylamino-4-methylphenol
120-37-6

3-ethylamino-4-methylphenol

trifluoroacetic acid
76-05-1

trifluoroacetic acid

C28H29N2O7S2(1+)*C2F3O2(1-)

C28H29N2O7S2(1+)*C2F3O2(1-)

Conditions
ConditionsYield
Stage #1: C19H19NO7S2; 3-ethylamino-4-methylphenol In methanesulfonic acid at 150℃;
Stage #2: trifluoroacetic acid In water; acetonitrile pH=2.2;
52%

3-Ethylamino-4-methylphenol Chemical Properties

Molecular Structure of 3-Ethylamino-4-methylphenol (CAS NO.120-37-6):

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

3-Ethylamino-4-methylphenol Toxicity Data With Reference

1.    

mma-sat 100 µg/plate

    EMMUEG    Environmental and Molecular Mutagenesis. 11 (Suppl 12)(1988),1.

3-Ethylamino-4-methylphenol Consensus Reports

Reported in EPA TSCA Inventory.

3-Ethylamino-4-methylphenol Safety Profile

Mutation data reported. When heated to decomposition it emits toxic vapors of NOx.
Hazard Codes: IrritantXi
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

3-Ethylamino-4-methylphenol 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.

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