| Identification | More | [Name]
m-Anisidine | [CAS]
536-90-3 | [Synonyms]
3-AMINOANISOLE
3-AMINOPHENYL METHYL ETHER
3-ANISIDINE
3-METHOXYANILINE
5-METHOXYPHENYL AMINE
AKOS BBS-00003677
LABOTEST-BB LTBB000511
M-AMINOANISOLE
M-AMINOPHENOL METHYL ETHER
M-ANISIDINE
META-ANISIDINE
M-METHOXYANILINE
1-Amino-3-methoxybenzene
3-Aminophenol methyl ether
3-Methoxy-1-aminobenzene
3-methoxy-benzenamin
3-Methoxybenzenamine
3-methoxy-Benzenamine
Benzenamine,3-methoxy-
m-Anisylamine | [EINECS(EC#)]
208-651-4 | [Molecular Formula]
C7H9NO | [MDL Number]
MFCD00007783 | [Molecular Weight]
123.15 | [MOL File]
536-90-3.mol |
| Chemical Properties | Back Directory | [Appearance]
Anisidine exists as ortho-, meta-, and paraisomers.
They have characteristic amine (fishy) odors. | [Melting point ]
−1-1 °C(lit.)
| [Boiling point ]
251 °C(lit.)
| [density ]
1.096 g/mL at 25 °C(lit.)
| [refractive index ]
n20/D 1.581(lit.)
| [Fp ]
>230 °F
| [storage temp. ]
2-8°C | [solubility ]
18g/l | [form ]
Liquid | [pka]
4.23(at 25℃) | [color ]
Clear yellow to brown | [Water Solubility ]
<0.1 g/100 mL at 19 ºC | [Sensitive ]
Light Sensitive | [Merck ]
14,667 | [BRN ]
386119 | [InChIKey]
NCBZRJODKRCREW-UHFFFAOYSA-N | [LogP]
0.930 | [CAS DataBase Reference]
536-90-3(CAS DataBase Reference) | [NIST Chemistry Reference]
Benzenamine, 3-methoxy-(536-90-3) | [Storage Precautions]
Light sensitive | [EPA Substance Registry System]
536-90-3(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
Xn,N,T+ | [Risk Statements ]
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 ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S60:This material and/or its container must be disposed of as hazardous waste .
S61:Avoid release to the environment. Refer to special instructions safety data sheet .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
S36/37:Wear suitable protective clothing and gloves . | [RIDADR ]
UN 2431 6.1/PG 3
| [WGK Germany ]
1
| [RTECS ]
BZ5408000
| [F ]
8 | [TSCA ]
Yes | [HazardClass ]
6.1 | [PackingGroup ]
III | [HS Code ]
29222200 | [Hazardous Substances Data]
536-90-3(Hazardous Substances Data) | [Toxicity]
cyt-ham:ovr 160 mg/L EMMUEG 10(Suppl 10),1,87 |
| Hazard Information | Back Directory | [General Description]
Pale yellow oily liquid or dark red liquid. | [Reactivity Profile]
M-ANISIDINE(536-90-3) is incompatible with strong oxidizers. M-ANISIDINE(536-90-3) is also incompatible with acids, acid chlorides, acid anhydrides and chloroformates. | [Air & Water Reactions]
This chemical may be sensitive to prolonged exposure to air and light. Insoluble in water. | [Potential Exposure]
Anisidines are used in the manufacture
of azo dyes; pharmaceuticals; textile-processing chemicals
Incompatibilities: Incompatible with oxidizers (chlorates,
nitrates, peroxides, permanganates, perchlorates, chlorine,bromine, fluorine, etc.); contact may cause fires or explosions.
Keep away from alkaline materials, strong bases,
strong acids, oxoacids, epoxides. Attacks some coatings
and some forms of plastic and rubber. | [Fire Hazard]
This chemical is probably combustible. | [First aid]
If this chemical gets into the eyes, remove any
contact lenses at once and irrigate immediately for at least
15 minutes, occasionally lifting upper and lower lids. Seek
medical attention immediately. If this chemical contacts the
skin, remove contaminated clothing and wash immediately
with soap and water. Seek medical attention immediately.
If this chemical has been inhaled, remove from exposure,
begin rescue breathing (using universal precautions, including
resuscitation mask) if breathing has stopped and CPR
if heart action has stopped. Transfer promptly to a medical
facility. When this chemical has been swallowed, get medical
attention. Give large quantities of water and induce
vomiting. Do not make an unconscious person vomit.
| [Shipping]
UN2431 Anisidines, Hazard Class: 6.1; Labels:
6.1-Poisonous materials | [Description]
Anisidine exists as ortho-, meta-, and paraisomers. They have characteristic amine (fishy) odors.o-isomer: A colorless to pink liquid. Solid below 5℃.Molecular weight= 123.17; Boiling point= 224℃;Melting/Freezing point= 5℃; Vapor pressure=,0.1 mmHg at 20℃; Flash point= 118℃ (oc);Autoignition temperature= 415℃. Hazard Identification(based on NFPA-704 M Rating System): Health 2,Flammability 1, Reactivity 0. Practically insoluble in water;solubility=1.5%.m-isomer: Pale yellow liquid. Molecular weight= 123.2;Boiling point= 251℃; Freezing/Melting point= 57.2℃;Vapor pressure= 0.006 mmHg at 20℃.p-isomer: Reddish-brown solid. Molecular weight= 123.2;Boiling point= 243℃; Freezing/Melting point= 57.2℃;Vapor pressure: 0.4 mmHg at 20℃; Flash point= 122℃;Autoignition temperature= 515℃. Hazard Identification(based on NFPA-704 M Rating System): Health 2,Flammability 0, Reactivity 0. Insoluble in water. | [Chemical Properties]
Anisidine exists as ortho-, meta-, and paraisomers.
They have characteristic amine (fishy) odors. | [Chemical Properties]
Light yellow liquid. | [Waste Disposal]
Dissolve in combustible solvent
(alcohols, benzene, etc.) and spray solution into furnace
equipped with afterburner and scrubber, or burn spill
residue on sand and soda ash absorbent in a furnace. | [Uses]
m-Anisidine is a highly poisonous monosubstituted aniline used as corrosion inhibitorsfor aluminum, copper and other metals in acidic solutions. | [Application]
m-Anisidine is used in:
The synthesis of N-substituted-3-chloro-2-azetidinones, which are potential anthelmintic agents.
Rhodium-catalyzed synthesis of indoles and copper-catalyzed synthesis of benzimidazoles.
In the preparation of azocalix[4]arene dyes. | [Definition]
ChEBI: 3-Methoxyaniline is a substituted aniline and an aromatic ether. | [Preparation]
m-Aminoanisole is synthesized by reduction of m-nitrophenol after methylation on the hydroxyl group.
A mixture of 35 g. (0.23 mole) of m-nitroanisole (p. 213), 110 ml. of methanol, and 7.5 ml. of concentrated hydrochloric acid is stirred and heated to boiling. Forty-two grams (0.75 gram atom) of iron filings is added in small portions over a 1-hour period, and refluxing and stirring are continued for 5 additional hours. The mixture is made strongly alkaline with sodium hydroxide and steam-distilled, the methanol which first distils over being collected separately. The remainder of the distillate is extracted with ether; the ethereal solu-tion is dried over anhydrous sodium sulfate and distilled. m-Anisidine (23.2 g. or 80%) is collected at 125°/13 mm.
Reference: J. Chem. Soc, 1934, 1420; J. Chem. Soc, 127, 494 (1925). | [Synthesis Reference(s)]
The Journal of Organic Chemistry, 22, p. 333, 1957 DOI: 10.1021/jo01354a610
Tetrahedron Letters, 24, p. 4121, 1983 DOI: 10.1016/S0040-4039(00)88277-5 | [Safety Profile]
Moderately toxic by ingestion.Mutation data reported. When heated to decomposition itemits toxic vapors of NOx. | [storage]
Color Code—Green: General storage. Prior toworking with this chemical you should be trained on itsproper handling and storage. Store in tightly closed containers in a cool, dark, well-ventilated area. Protect againstsunlight and strong oxidizers. Metal containers involvingthe transfer of this chemical should be grounded andbonded. Where possible, automatically pump liquid fromdrums or other storage containers to process containers.Drums must be equipped with self-closing valves, pressurevacuum bungs, and flame arresters. Use only nonsparkingtools and equipment, especially when opening and closingcontainers of this chemical. Sources of ignition, such assmoking and open flames, are prohibited where this chemical is used, handled, or stored in a manner that could create a potential fire or explosion hazard. A regulated,marked area should be established where this chemical ishandled, used, or stored in compliance with OSHAStandard 1910.1045. | [Purification Methods]
o-Isomer impurity can be removed by steam distillation. Another possible impurity is the precursor 3-nitroanisole which can be removed as for the preceding o-isomer and fractionating using an efficient column. It is a yellow liquid. [Gilman & Kyle J Am Chem Soc 74 3027 1952, Bryson J Am Chem Soc 82 4858 1960, Kadaba & Massie J Org Chem 22 333 1957, Beilstein 13 IV 953.] | [Incompatibilities]
Incompatible with strong oxidizers, withrisk of fire or explosions. Attacks some coatings and someforms of plastic and rubber. |
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