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| CAS No.: | 696-44-6 |
|---|---|
| Name: | 3-(Methylamino)toluene |
| Article Data: | 68 |
| Molecular Structure: | |
|
|
|
| Formula: | C8H11N |
| Molecular Weight: | 121.182 |
| Synonyms: | m-Toluidine,N-methyl- (6CI,7CI,8CI);N,3-Dimethylaniline;N,3-Dimethylbenzenamine;N-(3-Methylphenyl)methylamine;N-Methyl(3-methylphenyl)amine;N-Methyl-N-(3-methylphenyl)amine;N-Methyl-N-(m-tolyl)amine;N-Methyl-m-toluidine;NSC 9396;m,N-Dimethylaniline; |
| EINECS: | 211-795-0 |
| Density: | 0.968 g/cm3 |
| Melting Point: | -10.08°C (estimate) |
| Boiling Point: | 204.7 °C at 760 mmHg |
| Flash Point: | 77.3 °C |
| Solubility: | insoluble |
| Appearance: | clear yellow liquid |
| Hazard Symbols: |
 T
|
| Risk Codes: | 23/24/25-33-52/53 |
| Safety: | 28-36/37-45-61-28A |
| Transport Information: | UN 2810 |
| PSA: | 12.03000 |
| LogP: | 2.10970 |
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| Conditions | Yield |
|---|---|
| With C31H30ClIrN3O(1+)*F6P(1-); potassium tert-butylate at 130℃; for 12h; | 98% |
| With C19H37IrN4(2+)*2I(1-); potassium carbonate at 120℃; for 17h; Inert atmosphere; Schlenk technique; Sealed tube; | 90% |
| With triphenylphosphine; 2,3-dicyano-5,6-dichloro-p-benzoquinone In dichloromethane at 20℃; | |
| With hydrogen at 55℃; under 750.075 Torr; for 36h; Irradiation; Green chemistry; | |
| With C19H24ClN2Ru; sodium hydroxide at 60℃; for 22h; | 99 %Chromat. |
- 579-12-4
3-methyl-N-methylacetanilide
A
- 15258-50-1
N-ethyl-N-methyl-3-methylaniline
B
- 696-44-6
N-methyl-m-toluidine
| Conditions | Yield |
|---|---|
| With triethyl borane; Triethoxysilane; sodium hydroxide In hexane at 80℃; for 6h; Reagent/catalyst; Solvent; Inert atmosphere; Sealed tube; | A 2% B 95% |
| Stage #1: 3-methyl-N-methylacetanilide With triethyl borane; 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane; potassium hydroxide In tetrahydrofuran at 100℃; for 24h; Inert atmosphere; Schlenk technique; Sealed tube; Stage #2: With water; sodium hydroxide In tetrahydrofuran at 25℃; for 1h; Inert atmosphere; Schlenk technique; Sealed tube; | A 78% B 11% |
| With sodium triethylborohydride In tetrahydrofuran at 80℃; for 6h; Inert atmosphere; Schlenk technique; High pressure; Sealed tube; | A n/a B 72% |
| Conditions | Yield |
|---|---|
| Stage #1: formaldehyd; 1-amino-3-methylbenzene With sodium methylate In methanol at 65℃; for 1h; Stage #2: With sodium tetrahydroborate at 65℃; for 1.5h; | 93% |
| With sodium tetrahydroborate; sodium methylate In methanol 1) room temp., 5 h, 2) reflux; | 89% |
| With methanol; sodium tetrahydroborate; sodium at 60℃; for 2h; | 82% |
| Conditions | Yield |
|---|---|
| With potassium tert-butylate at 130℃; for 24h; Sealed tube; | 93% |
| With [(N,N′-bis(diisopropylphosphino)-2,6-diaminopyridine)Mn(CO)3][Br]; potassium hydroxide at 110℃; for 16h; Molecular sieve; Sealed tube; | 80% |
| With [Ru(2-(6-methoxypyridin-2-yl)-1,10-phenanthroline)(MeCN)2Cl]Cl; sodium methylate at 110℃; for 12h; Green chemistry; | 87 %Chromat. |
| With platinum on carbon; potassium tert-butylate; hydrogen at 150℃; under 1500.15 Torr; for 24h; Autoclave; | 93 %Chromat. |
- 68-11-1
mercaptoacetic acid
- 211676-01-6
N-methyl-N-nosyl-m-toluidine
A
- 3406-75-5
2-(4-nitrophenylthio)acetic acid
B
- 696-44-6
N-methyl-m-toluidine
| Conditions | Yield |
|---|---|
| With 1,8-diazabicyclo[5.4.0]undec-7-ene In acetonitrile at 20℃; | A n/a B 92% |
| Conditions | Yield |
|---|---|
| With copper(l) iodide; 6,7-dihydro-5H-quinolin-8-one oxime; potassium hydroxide In water at 25℃; for 24h; Inert atmosphere; | 90% |
- 67-56-1
methanol
- 108-44-1
1-amino-3-methylbenzene
A
- 121-72-2
N,N-dimethyl-m-toluidine
B
- 696-44-6
N-methyl-m-toluidine
| Conditions | Yield |
|---|---|
| With copper(I) oxide; hydrogenchloride; titanium(IV) oxide In water for 6h; UV-irradiation; | A 83% B 15% |
| With aluminum oxide at 350 - 400℃; |
- 696-44-6
N-methyl-m-toluidine
| Conditions | Yield |
|---|---|
| With trifluoroacetic acid In dichloromethane at 25℃; | 83% |
| With trifluoroacetic acid In dichloromethane at 40℃; for 48h; Inert atmosphere; Schlenk technique; | |
| With hydrogenchloride In water at 120℃; |
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Chemistry
Molecule structure of 3-(Methylamino)toluene (CAS NO.696-44-6):
IUPAC Name: N,3-Dimethylaniline
Molecular Weight: 121.17964 g/mol
Molecular Formula: C8H11N
Density: 0.968 g/cm3
Boiling Point: 204.7 °C at 760 mmHg
Flash Point: 77.3 °C
Index of Refraction: 1.563
Molar Refractivity: 40.68 cm3
Molar Volume: 125.1 cm3
Surface Tension: 34.7 dyne/cm
Enthalpy of Vaporization: 44.1 kJ/mol
Vapour Pressure: 0.259 mmHg at 25 °C
Water Solubility: insoluble
XLogP3: 2.6
H-Bond Donor: 1
H-Bond Acceptor: 1
Rotatable Bond Count: 1
Exact Mass: 121.089149
MonoIsotopic Mass: 121.089149
Topological Polar Surface Area: 12
Heavy Atom Count: 9
Canonical SMILES: CC1=CC(=CC=C1)NC
InChI: InChI=1S/C8H11N/c1-7-4-3-5-8(6-7)9-2/h3-6,9H,1-2H3
InChIKey: FBGJJTQNZVNEQU-UHFFFAOYSA-N
EINECS: 211-795-0
Uses
3-(Methylamino)toluene (CAS NO.696-44-6) is used as dye intermediates.
Safety Profile
Hazard Codes: 
T
Risk Statements: 23/24/25-33-52/53
R23/24/25:Toxic by inhalation, in contact with skin and if swallowed.
R33:Danger of cumulative effects.
R52/53:Harmful to aquatic organisms, may cause long-term adverse effects in the aquatic environment.
Safety Statements: 28-36/37-45-61-28A
S28:After contact with skin, wash immediately with plenty of soap-suds.
S36/37:Wear suitable protective clothing and gloves.
S45:In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
S61:Avoid release to the environment. Refer to special instructions / safety data sheets.
RIDADR: UN 2810 6.1/PG 3
WGK Germany: 3
HazardClass: 6.1(a)
PackingGroup: II
Specification
3-(Methylamino)toluene (CAS NO.696-44-6) is also named as Aniline, N,m-dimethyl- ; N,3-Dimethylaniline ; N-3-Dimethylbenzenamine ; N-Methyl-3-methylaniline ; N-Methyl-m-toluidine ; NSC 9396 ; m,N-Dimethylaniline ; Benzenamine, N,3-dimethyl- . 3-(Methylamino)toluene (CAS NO.696-44-6) is clear yellow liquid.