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4-Fluoro-3-methoxyaniline

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CAS:64465-53-8
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  • 4-Fluoro-3-methoxyaniline
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  • 2025-09-25
  • CAS:64465-53-8
  • Min. Order: 1KG
  • Purity: 99%
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  • 4-Fluoro-3-methoxyaniline
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  • 2021-07-13
  • CAS:64465-53-8
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  • Purity: 99%+ HPLC
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4-Fluoro-3-methoxyaniline Basic information
Product Name:4-Fluoro-3-methoxyaniline
Synonyms:BUTTPARK 14\01-65;4-FLUORO-3-METHOXYANILINE;3-METHOXY-4-FLUOROANILINE;4-Fluoro-3-Methoxybenzenamin;4-FLUORO-3-METHOXYBENZENAMINE;4-Fluoro-3-methoxyphenylamine;2-fluoro-5-aminoanisole(4-fluoro-3-methoxyaniline);5-Amino-2-fluoroanisole, 4-Fluoro-m-anisidine
CAS:64465-53-8
MF:C7H8FNO
MW:141.14
EINECS:
Product Categories:Multisubstituted Benzene;Amines and Anilines;Halides;Amines;blocks;FluoroCompounds;Anilines, Aromatic Amines and Nitro Compounds
Mol File:64465-53-8.mol
4-Fluoro-3-methoxyaniline Structure
4-Fluoro-3-methoxyaniline Chemical Properties
Melting point 66-68
Boiling point 135 °C(Press: 18 Torr)
density 1.176±0.06 g/cm3(Predicted)
storage temp. 2-8°C(protect from light)
form solid
pka4.23±0.10(Predicted)
color Brown to black
InChIInChI=1S/C7H8FNO/c1-10-7-4-5(9)2-3-6(7)8/h2-4H,9H2,1H3
InChIKeyXAACOEWSHBIFGJ-UHFFFAOYSA-N
SMILESC1(N)=CC=C(F)C(OC)=C1
CAS DataBase Reference64465-53-8(CAS DataBase Reference)
Safety Information
Hazard Codes Xi,Xn
Risk Statements 20/21/22-36/37/38-52-41-37/38-22
Safety Statements 26-36/37/39-39
WGK Germany WGK 3
HazardClass IRRITANT
HS Code 2922290090
Storage Class11 - Combustible Solids
Hazard ClassificationsAcute Tox. 4 Oral
Aquatic Chronic 3
Eye Dam. 1
Skin Irrit. 2
STOT SE 3
MSDS Information
4-Fluoro-3-methoxyaniline Usage And Synthesis
Synthesis Reference(s)The Journal of Organic Chemistry, 46, p. 2520, 1981 DOI: 10.1021/jo00325a017
Synthesis
2-Fluoro-5-nitroanisole

454-16-0

4-Fluoro-3-methoxyaniline

64465-53-8

General procedure for the synthesis of 4-fluoro-3-methoxyaniline from 2-fluoro-5-nitroanisole: 1. Reduction of nitro: The nitro compound 2-fluoro-5-nitroanisole (6.5 g, 0.038 mol) and iron powder (10.6 g, 0.19 mol) were suspended in ethanol (90 ml) and heated to 50 °C. Concentrated hydrochloric acid (120 ml) was added dropwise to the reaction mixture at 0°C. The reaction mixture was stirred at 20°C for 18 hours. 2. Post-treatment: the reaction mixture was filtered through diatomaceous earth and the filter cake was washed repeatedly with ethanol. The filtrate and washings were combined and concentrated under reduced pressure to remove ethanol. The residue was alkalized to pH neutral with solid Na2CO3. 3. Extraction and purification: Extract the alkalized aqueous phase with ethyl acetate and combine the organic phases. The organic phase was washed with water and saturated saline in turn, and then dried with anhydrous Na2SO4. The drier was removed by filtration, and the organic phase was concentrated under reduced pressure to obtain 4-fluoro-3-methoxyaniline (5g, 93% yield). Product characterization: HPLC-MS showed a purity of 97% and a molecular ion peak (M+1) of 142.1.

References[1] Patent: WO2017/132928, 2017, A1. Location in patent: Paragraph 000101
[2] Patent: WO2010/145989, 2010, A1. Location in patent: Page/Page column 12-13
[3] Patent: US4044049, 1977, A
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