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m-Anisidine

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m-Anisidine Basic information

Product Name:
m-Anisidine
Synonyms:
  • M-METHOXYANILINE
  • m-Anisidin
  • 1-Amino-3-methoxybenzene
  • 3-Aminophenol methyl ether
  • 3-Methoxy-1-aminobenzene
  • 3-methoxy-benzenamin
  • 3-Methoxybenzenamine
  • 3-methoxy-Benzenamine
CAS:
536-90-3
MF:
C7H9NO
MW:
123.15
EINECS:
208-651-4
Product Categories:
  • amine
  • Anilines, Aromatic Amines and Nitro Compounds
  • Aniline
Mol File:
536-90-3.mol
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m-Anisidine Chemical Properties

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.)
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
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)
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Safety Information

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
8
TSCA 
Yes
HazardClass 
6.1
PackingGroup 
III
HS Code 
29222200
Toxicity
cyt-ham:ovr 160 mg/L EMMUEG 10(Suppl 10),1,87

MSDS

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m-Anisidine Usage And Synthesis

Chemical Properties

Light yellow liquid.

Chemical Properties

Anisidine exists as ortho-, meta-, and paraisomers. They have characteristic amine (fishy) odors.

Uses

m-Anisidine is a highly poisonous monosubstituted aniline used as corrosion inhibitorsfor aluminum, copper and other metals in acidic solutions.

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

General Description

Pale yellow oily liquid or dark red liquid.

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.

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