m-Anisidine
- CAS No.
- 536-90-3
- Chemical Name:
- m-Anisidine
- Synonyms
- 3-METHOXYANILINE;3-ANISIDINE;META-ANISIDINE;M-METHOXYANILINE;3-Methoxybenzenamine;JABJM;JAJBJM;m-Anisidin;m-anisidien;M-ANISIDINE
- CBNumber:
- CB4203315
- Molecular Formula:
- C7H9NO
- Molecular Weight:
- 123.15
- MOL File:
- 536-90-3.mol
- MSDS File:
- SDS
- Modify Date:
- 2024/8/21 22:41:43
| Melting point | −1-1 °C(lit.) |
|---|---|
| Boiling point | 251 °C(lit.) |
| Density | 1.096 g/mL at 25 °C(lit.) |
| refractive index |
n |
| Flash point | >230 °F |
| storage temp. | 2-8°C |
| solubility | 18g/l |
| pka | 4.23(at 25℃) |
| form | Liquid |
| 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) |
| EPA Substance Registry System | m-Anisidine (536-90-3) |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |    GHS06,GHS08,GHS09 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Danger | |||||||||
| Hazard statements | H301+H311+H331-H373-H410 | |||||||||
| Precautionary statements | P273-P280-P301+P310+P330-P302+P352+P312-P304+P340+P311-P314 | |||||||||
| Hazard Codes | Xn,N,T+ | |||||||||
| Risk Statements | 22-36/37/38-50/53-51/53-33-26/27/28 | |||||||||
| Safety Statements | 26-60-61-45-36/37-28B | |||||||||
| RIDADR | UN 2431 6.1/PG 3 | |||||||||
| WGK Germany | 1 | |||||||||
| RTECS | BZ5408000 | |||||||||
| F | 8 | |||||||||
| TSCA | Yes | |||||||||
| HazardClass | 6.1 | |||||||||
| PackingGroup | III | |||||||||
| HS Code | 29222200 | |||||||||
| Toxicity | cyt-ham:ovr 160 mg/L EMMUEG 10(Suppl 10),1,87 | |||||||||
| NFPA 704 |
|
m-Anisidine price More Price(9)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich(India) | A88204 | m-Anisidine 97% | 536-90-3 | 5G | ₹2080 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | A88204 | m-Anisidine 97% | 536-90-3 | 100G | ₹3690 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | A88204 | m-Anisidine 97% | 536-90-3 | 250G | ₹9820 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | A88204 | m-Anisidine 97% | 536-90-3 | 1KG | ₹17810 | 2022-06-14 | Buy |
| TCI Chemicals (India) | A0485 | m-Anisidine min. 98.0 % | 536-90-3 | 25G | ₹2300 | 2022-05-26 | Buy |
m-Anisidine Chemical Properties,Uses,Production
Chemical Properties
Light yellow oily liquid with have characteristic amine (fishy) odors. soluble in alcohol, ether, benzene and dilute acid, slightly soluble in water. Anisidine exists as ortho-, meta-, and paraisomers.
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.
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).
General Description
M-anisidine appears as pale yellow oily liquid or dark red liquid. (NTP, 1992)
Air & Water Reactions
m-Anisidine may be sensitive to prolonged exposure to air and light. Insoluble in water.
Reactivity Profile
m-Anisidine is incompatible with strong oxidizers. m-Anisidine is also incompatible with acids, acid chlorides, acid anhydrides and chloroformates.
Fire Hazard
m-Anisidine is probably combustible.
Safety Profile
Moderately toxic by ingestion.Mutation data reported. When heated to decomposition itemits toxic vapors of NOx.
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.
Shipping
UN2431 Anisidines, Hazard Class: 6.1; Labels: 6.1-Poisonous materials
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.]
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.
m-Anisidine Preparation Products And Raw materials
Raw materials
Preparation Products
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