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Cas Database |
| Name |
6-Ethyl-o-toluidine |
EINECS | 246-309-6 |
| CAS No. | 24549-06-2 | Density | 0.96 g/cm3 |
| PSA | 26.02000 | LogP | 2.72080 |
| Solubility | N/A | Melting Point |
-33 °C |
| Formula | C9H13N | Boiling Point | 228.3 °C at 760 mmHg |
| Molecular Weight | 135.209 | Flash Point | 89.4 °C |
| Transport Information | UN 2810 | Appearance | Liquid |
| Safety | 24/25-23 | Risk Codes | 22-20/21/22 |
| Molecular Structure |
|
Hazard Symbols |
 Xn
|
| Synonyms |
o-Toluidine,6-ethyl- (7CI,8CI);(2-Ethyl-6-methylphenyl)amine;2-Ethyl-6-methylaniline;2-Ethyl-6-methylbenzenamine;2-Methyl-6-ethylaniline;6-Ethyl-2-methylaniline; |
Article Data | 7 |
6-Ethyl-o-toluidine Synthetic route
- 1616514-62-5
tert-butyl 2-(2-ethyl-6-methylphenyl)-1-(4-nitrophenyl)hydrazinecarboxylate
- 108-24-7
acetic anhydride
A
- 24549-06-2
6-ethyl-o-toluidine
C
- 1616514-83-0
1-(2-ethyl-6-methylphenyl)-2-(4-nitrophenyl)diazene
D
- 1616514-70-5
3′-ethyl-5′-methyl-5-nitro-1,1′-biphenyl-2,4′-diamine
E
- 100-01-6
4-nitro-aniline
| Conditions | Yield |
|---|---|
| Stage #1: tert-butyl 2-(2-ethyl-6-methylphenyl)-1-(4-nitrophenyl)hydrazinecarboxylate With hydrogenchloride In ethanol; water at 20℃; for 2h; Inert atmosphere; Reflux; Stage #2: acetic anhydride | A 11% B 3% C 26% D 3% E 20% |
| Stage #1: tert-butyl 2-(2-ethyl-6-methylphenyl)-1-(4-nitrophenyl)hydrazinecarboxylate With hydrogenchloride In ethanol for 2h; Inert atmosphere; Reflux; Stage #2: acetic anhydride Overall yield = 52 %; regioselective reaction; | A 11% B 3% C 26% D 3% E 20% |
- 1616514-65-8
tert-butyl 2-(2-ethyl-6-methylphenyl)-1-(4-(trifluoromethyl)phenyl)hydrazinecarboxylate
A
- 455-14-1
4-trifluoromethylphenylamine
B
- 24549-06-2
6-ethyl-o-toluidine
C
- 1616514-73-8
3′-ethyl-5′-methyl-5-trifluoromethyl-1,1′-biphenyl-2,4′-diamine
D
- 1616514-79-4
3-ethyl-5-methyl-N1-[4-(trifluoromethyl)phenyl]benzene-1,4-diamine
E
- 1616514-85-2
1-(2-ethyl-6-methylphenyl)-2-(4-(trifluoromethyl)phenyl)diazene
| Conditions | Yield |
|---|---|
| With hydrogenchloride In ethanol; water at 20℃; for 2h; Inert atmosphere; Reflux; | A 10% B 6% C 10% D 18% E 12% |
| With hydrogenchloride In ethanol for 2h; Inert atmosphere; Reflux; Overall yield = 50 %; regioselective reaction; | A 10% B 6% C 10% D 18% E 12% |
- 102878-74-0
2-methyl-6-ethylnitrobenzene
- 24549-06-2
6-ethyl-o-toluidine
| Conditions | Yield |
|---|---|
| With sodium hydroxide; sodium dithionite |
- 620-14-4
1-Methyl-3-ethylbenzene
- 24549-06-2
6-ethyl-o-toluidine
| Conditions | Yield |
|---|---|
| Multi-step reaction with 2 steps 1: sulfuric acid; nitric acid 2: Na2S2O4; aq.-ethanolic NaOH View Scheme |
- 636-98-6
p-nitrobenzene iodide
- 1639128-65-6
N'-Boc-N-(2-ethyl-6-methylphenyl)hydrazine
A
- 24549-06-2
6-ethyl-o-toluidine
B
- 1616514-70-5
3′-ethyl-5′-methyl-5-nitro-1,1′-biphenyl-2,4′-diamine
C
- 100-01-6
4-nitro-aniline
| Conditions | Yield |
|---|---|
| Multi-step reaction with 2 steps 1: 1,10-Phenanthroline; caesium carbonate; copper(l) iodide / N,N-dimethyl-formamide / 20 - 80 °C / Inert atmosphere 2: hydrogenchloride / ethanol; water / 2 h / 20 °C / Inert atmosphere; Reflux View Scheme |
- 455-13-0
4-Iodobenzotrifluoride
- 1639128-65-6
N'-Boc-N-(2-ethyl-6-methylphenyl)hydrazine
A
- 455-14-1
4-trifluoromethylphenylamine
B
- 24549-06-2
6-ethyl-o-toluidine
C
- 1616514-73-8
3′-ethyl-5′-methyl-5-trifluoromethyl-1,1′-biphenyl-2,4′-diamine
D
- 1616514-85-2
1-(2-ethyl-6-methylphenyl)-2-(4-(trifluoromethyl)phenyl)diazene
| Conditions | Yield |
|---|---|
| Multi-step reaction with 2 steps 1: 1,10-Phenanthroline; caesium carbonate; copper(l) iodide / N,N-dimethyl-formamide / 20 - 80 °C / Inert atmosphere 2: hydrogenchloride / ethanol; water / 2 h / 20 °C / Inert atmosphere; Reflux View Scheme |
- 24549-06-2
6-ethyl-o-toluidine
- 70598-49-1
4-bromo-2-ethyl-6-methylbenzenamine
| Conditions | Yield |
|---|---|
| With N-Bromosuccinimide In N,N-dimethyl-formamide at 0 - 20℃; | 100% |
| With N-Bromosuccinimide In N,N-dimethyl-formamide at 20℃; for 0.166667h; | 100% |
| With sulfuric acid; dihydrogen peroxide; boric acid; potassium bromide In water at 20℃; for 3h; | 78% |
| Conditions | Yield |
|---|---|
| With triethylamine In toluene | 100% |
| Conditions | Yield |
|---|---|
| With acetic acid In toluene | 100% |
6-Ethyl-o-toluidine Chemical Properties
Molecular Structure of 6-Ethyl-o-toluidine (CAS NO.24549-06-2):
.gif)
IUPAC Name: 2-ethyl-6-methylaniline
Empirical Formula: C9H13N
Molecular Weight: 135.2062
H bond acceptors: 1
H bond donors: 2
#Freely Rotating Bonds: 2
Polar Surface Area: 3.24 Å2
Index of Refraction: 1.55
Molar Refractivity: 44.86 cm3
Molar Volume: 140.8 cm3
Surface Tension: 37 dyne/cm
Density: 0.96 g/cm3
Flash Point: 89.4 °C
Enthalpy of Vaporization: 46.49 kJ/mol
Boiling Point: 228.3 °C at 760 mmHg
Vapour Pressure: 0.0741 mmHg at 25°C
Index of Refraction: 1.55
EINECS: 246-309-6
Melting Point: -25 °C
Sensitive: Air & Light Sensitive
BRN: 2079468
Product Categories: Intermediates of Dyes and Pigments
Synonyms of 6-Ethyl-o-toluidine (CAS NO.24549-06-2): 2-Ethyl-6-methylaniline ; Benzenamine, 2-ethyl-6-methyl- ; 2-Amino-3-ethyltoluene ; 2-Methyl-6-ethylaniline ; 3-Ethyl-2-aminotoluene ; 6-Ethyl-2-toluidine ; 6-Ethyl-o-toluidine
Product Categories: Intermediates of Dyes and Pigments
6-Ethyl-o-toluidine Production
6-Ethyl-o-toluidine 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. May generate hydrogen, a flammable gas, in combination with strong reducing agents such as hydrides.
6-Ethyl-o-toluidine Toxicity Data With Reference
| 1. | mmo-sat 8300 nmol/plate | MUREAV Mutation Research. 211 (1988),279. | ||
| 2. | orl-rat LD50:885 mg/kg | FAATDF Fundamental and Applied Toxicology. 3 (1983),285. |
6-Ethyl-o-toluidine Consensus Reports
Reported in EPA TSCA Inventory.
6-Ethyl-o-toluidine Safety Profile
Moderately toxic by ingestion. Mutation data reported. When heated to decomposition it emits toxic fumes of NOx.
Safety information of 6-Ethyl-o-toluidine (CAS NO.24549-06-2):
Hazard Codes: 
Xn
Risk Statements:
20/21/22: Harmful by inhalation, in contact with skin and if swallowed
Safety Statements:
24/25: Avoid contact with skin and eyes
23: Do not breathe gas/fumes/vapor/spray (appropriate wording to be specified by the manufacturer)
RIDADR: 2810
WGK Germany: 2
RTECS: BY5600000
F: 8-23
HS Code: 29214980
6-Ethyl-o-toluidine Specification
6-Ethyl-o-toluidine (CAS NO.24549-06-2) is a light yellow liquid, used as an intermediate for the production of alachlor, butachlor, metolachlor-herbicides, tiafentiurone-insecticide, carbodiimide and RIM-PUR Product Data Sheet.
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