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Cas Database |
| Name |
m-Anisidine |
EINECS | 208-651-4 |
| CAS No. | 536-90-3 | Density | 1.064 g/cm3 |
| PSA | 35.25000 | LogP | 1.85860 |
| Solubility | <0.1 g/100 mL at 19 °C in water | Melting Point |
?1-1 °C(lit.) |
| Formula | C7H9NO | Boiling Point | 251 °C at 760 mmHg |
| Molecular Weight | 123.155 | Flash Point | 109.6 °C |
| Transport Information | UN 2431 6.1/PG 3 | Appearance | Pale yellow oily liquid or dark red liquid |
| Safety | 26-60-61-45-36/37-28B | Risk Codes | 22-36/37/38-50/53-51/53-33-26/27/28 |
| Molecular Structure |
|
Hazard Symbols |
 T+,  N,  Xn
|
| Synonyms |
1-Amino-3-methoxybenzene;3-Aminoanisole;3-Methoxyaniline;3-Methoxybenzenamine;3-Methoxyphenylamine;NSC 7631;m-Aminoanisole;m-Aminomethoxybenzene;m-Anisylamine;m-Methoxyaniline;Benzenamine, 3-methoxy-; |
Article Data | 222 |
m-Anisidine Synthetic route
| Conditions | Yield |
|---|---|
| With bis(tri-ortho-tolylphosphine)palladium(0); (R)-(-)-1-[(S)-2-(dicyclohexylphosphino)ferrocenyl]ethyl-di-tert-butylphosphine; ammonia; sodium t-butanolate In 1,4-dioxane at 80℃; for 5h; Inert atmosphere; | 99% |
| With copper(l) iodide; 2-carboxyquinoline N-oxide; potassium carbonate; ammonium hydroxide In dimethyl sulfoxide at 80℃; for 23h; Inert atmosphere; | 93% |
| With ammonium hydroxide; copper(l) iodide; diethylenetriaminopentaacetic acid; potassium hydroxide In water at 100℃; for 12h; Sealed tube; | 90% |
| Conditions | Yield |
|---|---|
| With bis(tri-ortho-tolylphosphine)palladium(0); (R)-(-)-1-[(S)-2-(dicyclohexylphosphino)ferrocenyl]ethyl-di-tert-butylphosphine; ammonia; sodium t-butanolate In 1,4-dioxane at 100℃; for 12h; Inert atmosphere; | 99% |
| With C43H63ClFeNiP2; ammonia; sodium t-butanolate In 1,4-dioxane; toluene at 100℃; for 16h; Reagent/catalyst; Inert atmosphere; | 91% |
| With ammonium sulfate; bis(1,5-cyclooctadiene)nickel (0); sodium t-butanolate at 100 - 110℃; for 12h; | 88% |
| With bis(1,5-cyclooctadiene)nickel (0); (R)-1-[(Sp)-2-(dicyclohexylphosphanyl)ferrocenyl]ethyldicyclohexylphosphane; ammonia; sodium t-butanolate In 1,4-dioxane; toluene at 110℃; for 16h; Sealed tube; |
| Conditions | Yield |
|---|---|
| With dimanganese decacarbonyl at 180℃; for 1h; | 99% |
| Conditions | Yield |
|---|---|
| With isopropyl alcohol; potassium hydroxide for 0.133333h; Microwave irradiation; regioselective reaction; | 98% |
| With hydrogen In ethanol; water at 25℃; under 11251.1 Torr; for 6h; chemoselective reaction; | 98% |
| With nickel(II) oxide; ethanol; potassium hydroxide for 0.183333h; Microwave irradiation; sealed vessel; | 97% |
| Conditions | Yield |
|---|---|
| With ammonium hydroxide at 90℃; for 0.166667h; | 98% |
| With zinc In methanol at 20℃; for 6h; | 94% |
| With aluminium(III) iodide In benzene for 0.166667h; Reduction; Heating; | 93% |
- 536-90-3
m-Anisidine
| Conditions | Yield |
|---|---|
| With hydrogen; palladium dihydroxide In water; tert-butyl alcohol at 20℃; under 3361.46 Torr; for 12h; Hydrogenolysis; | 98% |
- 60144-52-7
tert-butyl 3-methoxyphenylcarbamate
- 536-90-3
m-Anisidine
| Conditions | Yield |
|---|---|
| In 2,2,2-trifluoroethanol at 150℃; for 1h; microwave irradiation; | 95% |
| With 2,2,2-trifluoroethanol at 150℃; for 1h; Product distribution / selectivity; Microwave irradiation; | 95% |
| With 2,2,2-trifluoroethanol at 150℃; for 1h; Product distribution / selectivity; Microwave irradiation; | 95% |
| With 1,1,1,3',3',3'-hexafluoro-propanol at 150℃; for 0.5h; Product distribution / selectivity; Microwave irradiation; | 89% |
| Conditions | Yield |
|---|---|
| With formic acid; zinc In methanol at 20℃; for 0.116667h; | 94% |
| With hydrazine hydrate In ethanol Heating; | 94% |
| With hydrazine hydrate; aluminium In ethanol Heating; | 94% |
| Conditions | Yield |
|---|---|
| With potassium phosphate; copper(l) iodide; N-((1-oxy-pyridin-2-yl)methyl)oxalamic acid; ammonia In water; dimethyl sulfoxide at 25℃; Schlenk technique; Inert atmosphere; Sealed tube; chemoselective reaction; | 94% |
| Stage #1: 3-methoxy-1-iodobenzene With copper(l) iodide; D-glucosamine hydrochloride; potassium carbonate In water; acetone at 90℃; for 0.166667h; Stage #2: With ammonia In water; acetone at 90℃; for 24h; | 90% |
| With copper(l) iodide; 2-carboxyquinoline N-oxide; potassium carbonate; ammonium hydroxide In dimethyl sulfoxide at 50℃; for 23h; Inert atmosphere; | 90% |
- 14318-66-2
3-methoxy-N-methylaniline
- 536-90-3
m-Anisidine
| Conditions | Yield |
|---|---|
| With dichloro(dimethylglyoxime)(dimethylglyoximato)cobalt(III); (4,4'-di-tert-butyl-2,2'-dipyridyl)-bis-(2-phenylpyridine(-1H))-iridium(III) hexafluorophosphate; triethylamine In acetonitrile at -78℃; for 24h; Reagent/catalyst; Sealed tube; Inert atmosphere; Irradiation; | 94% |
m-Anisidine Chemical Properties
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IUPAC Name: 3-Methoxyaniline
Molecular Weight: 123.15246 [g/mol]
Molecular Formula: C7H9NO
XLogP3: 0.9
H-Bond Donor: 1
H-Bond Acceptor: 2
EINECS: 208-651-4
Product Categories: Anilines, Aromatic Amines and Nitro Compounds; Aniline
Water Solubility: <0.1 g/100 mL at 19 ºC
Index of Refraction: 1.555
Molar Refractivity: 37.16 cm3
Molar Volume: 115.7 cm3
Surface Tension: 39.3 dyne/cm
Density: 1.064 g/cm3
Flash Point: 109.6 °C
Enthalpy of Vaporization: 48.83 kJ/mol
Boiling Point: 251 °C at 760 mmHg
Vapour Pressure: 0.021 mmHg at 25 °C
Appearance: Pale yellow oily liquid or dark red liquid.
Melting Point: -1-1 °C(lit.)
Classification Code of m-Anisidine (CAS NO.536-90-3): Mutation data
m-Anisidine Toxicity Data With Reference
| Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
|---|---|---|---|---|---|
| bird - wild | LD50 | oral | 562mg/kg (562mg/kg) | Archives of Environmental Contamination and Toxicology. Vol. 12, Pg. 355, 1983. | |
| quail | LD50 | oral | 562mg/kg (562mg/kg) | Archives of Environmental Contamination and Toxicology. Vol. 12, Pg. 355, 1983. |
m-Anisidine Safety Profile
Hazard Codes: 
Xn,
N,
T+
Risk Statements: 22-36/37/38-50/53-51/53-33-26/27/28
R22:Harmful if swallowed.
R36/37/38:Irritating to eyes, respiratory system and skin.
R50/53:Very toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment.
R51/53:Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment.
R33:Danger of cumulative effects.
R26/27/28:Very toxic by inhalation, in contact with skin and if swallowed.
Safety Statements: 26-60-61-45-36/37-28B
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S60:This material and its container must be disposed of as hazardous waste.
S61:Avoid release to the environment. Refer to special instructions / safety data sheets.
S45:In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
S36/37:Wear suitable protective clothing and gloves.
S28:After contact with skin, wash immediately with plenty of soap-suds.
RIDADR: UN 2431 6.1/PG 3
WGK Germany: 1
RTECS: BZ5408000
HazardClass: 6.1
PackingGroup: III
m-Anisidine Specification
m-Anisidine (CAS NO.536-90-3), its Synonyms are 1-Amino-3-methoxybenzene ; 3-Aminoanisole ; 3-Methoxyaniline ; 3-Methoxybenzenamine ; m-Anisylamine ; m-Aminoanisole ; 3-Anisidine ; m-Methoxyaniline ; Benzenamine, 3-methoxy- . It is very poisonous for the blood leading to pink coloration of the skin and inner suffocation. Additionally its vapors are irritanting to eyes, mucous membranes, the respiratory system and skin.
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