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).
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.
