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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
MDL Number:
MFCD00007783
MOL File:
536-90-3.mol
MSDS File:
SDS
Last updated:2024-03-14 15:18:26

m-Anisidine 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
LogP 0.930
CAS DataBase Reference 536-90-3(CAS DataBase Reference)
EWG's Food Scores 1
FDA UNII JXA144KX2I
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)  GHS hazard pictogramsGHS hazard pictogramsGHS hazard pictograms
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
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
1
2 0

m-Anisidine price More Price(29)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich A88204 m-Anisidine 97% 536-90-3 5g $28.08 2024-03-01 Buy
Sigma-Aldrich A88204 m-Anisidine 97% 536-90-3 1kg $340.2 2024-03-01 Buy
TCI Chemical A0485 m-Anisidine >98.0%(GC)(T) 536-90-3 25g $45 2024-03-01 Buy
TCI Chemical A0485 m-Anisidine >98.0%(GC)(T) 536-90-3 100g $87 2024-03-01 Buy
Alfa Aesar A10815 m-Anisidine, 98% 536-90-3 50g $42.5 2024-03-01 Buy
Product number Packaging Price Buy
A88204 5g $28.08 Buy
A88204 1kg $340.2 Buy
A0485 25g $45 Buy
A0485 100g $87 Buy
A10815 50g $42.5 Buy

m-Anisidine Chemical Properties,Uses,Production

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

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

The unusually large amount of dibromo product produced upon bromination of m-anisidine may be attributed to the two doubly activeated positions. The best enantioselectivity of 97 % ee was observed for the reaction of m-anisidine in organocatalytic asymmetric three-component cyclization of cinnamaldehydes and primary amines with 1, 3-Dicarbonyl Compounds. Evidence for the control of 2nd-harmonic generation activities from the x-ray crystal-structures of the complexes of l-tartaric acid with m-anisidine and p-toluidine was determined.

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).

Definition

ChEBI: 3-Methoxyaniline is a substituted aniline and an aromatic ether.

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

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.

First aid

If this chemical gets into the eyes, remove anycontact lenses at once and irrigate immediately for at least15 min, occasionally lifting upper and lower lids. Seekmedical attention immediately. If this chemical contactsthe skin, remove contaminated clothing and wash immedi ately with soap and water. Seek medical attentionAnisidines 231immediately. If this chemical has been inhaled, removefrom exposure, begin rescue breathing (using universal precautions, including resuscitation mask) if breathing hasstopped and CPR if heart action has stopped. Transferpromptly to a medical facility. When this chemical hasbeen swallowed, get medical attention. Give large quantities of water and induce vomiting. Do not make an unconscious person vomit.Note to physician: Treat for methemoglobinemia.Spectrophotometry may be required for precise determination of levels of methemoglobinemia in urine.

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.

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.]

Incompatibilities

Incompatible with strong oxidizers, withrisk of fire or explosions. Attacks some coatings and someforms of plastic and rubber.

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.

4294-95-5
536-90-3
Synthesis of m-Anisidine from 2-AMINO-4-METHOXY-BENZOIC ACID
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View Lastest Price from m-Anisidine manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
m-Anisidine pictures 2023-08-31 m-Anisidine
536-90-3
US $100.00 / drum 1drum 99 5000 Hebei Fengqiang Trading Co., LTD
m-Anisidine pictures 2023-06-28 m-Anisidine
536-90-3
US $0.00 / KG 1KG 99% 50000KG/month Hebei Mojin Biotechnology Co., Ltd
M-Anisidine pictures 2023-03-06 M-Anisidine
536-90-3
US $2.00 / KG/Tin 10g 99 % 10000kg Hebei Guanlang Biotechnology Co,.LTD
  • m-Anisidine pictures
  • m-Anisidine
    536-90-3
  • US $100.00 / drum
  • 99
  • Hebei Fengqiang Trading Co., LTD
  • m-Anisidine pictures
  • m-Anisidine
    536-90-3
  • US $0.00 / KG
  • 99%
  • Hebei Mojin Biotechnology Co., Ltd
  • M-Anisidine pictures
  • M-Anisidine
    536-90-3
  • US $2.00 / KG/Tin
  • 99 %
  • Hebei Guanlang Biotechnology Co,.LTD
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