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| | 2-Chloro-5-methoxyaniline Basic information |
| | 2-Chloro-5-methoxyaniline Chemical Properties |
| Melting point | 207 °C (dec.)(lit.) | | Boiling point | 135-137°C 12mm | | density | 1.261 g/mL at 25 °C | | refractive index | 1.5848 | | Fp | 135-137°C/12mm | | storage temp. | Keep in dark place,Inert atmosphere,Room temperature | | form | powder to lump to clear liquid | | pka | 2.23±0.10(Predicted) | | color | White or Colorless to Yellow to Orange | | Water Solubility | Slightly soluble in water. | | BRN | 2082193 | | InChI | InChI=1S/C7H8ClNO/c1-10-5-2-3-6(8)7(9)4-5/h2-4H,9H2,1H3 | | InChIKey | GBOUQGUQUUPGLO-UHFFFAOYSA-N | | SMILES | C1(N)=CC(OC)=CC=C1Cl | | CAS DataBase Reference | 2401-24-3(CAS DataBase Reference) |
| Hazard Codes | Xi,T,Xn | | Risk Statements | 36/37/38-20/21/22 | | Safety Statements | 26-37/39-36-36/37 | | RIDADR | 2811 | | WGK Germany | 3 | | HazardClass | 6.1 | | PackingGroup | III | | HS Code | 2922290090 | | Storage Class | 13 - Non Combustible Solids | | Hazard Classifications | Acute Tox. 4 Dermal
Acute Tox. 4 Oral
Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 |
| | 2-Chloro-5-methoxyaniline Usage And Synthesis |
| Uses | 2-Chloro-5-methoxyaniline is used in the preparation of 4-amino-5-chloro-2-methoxyphenyl thiocyanate. | | Synthesis | General procedure for the synthesis of 2-chloro-5-methoxyaniline from 4-chloro-3-nitroanisole: nitro compounds (0.6 mmol) and ethanol (2 mL) were added to a sealed tube, followed by hydrazine hydrate (2.6-6.0 mmol, cf. Table 2) and an Au/TiO2 catalyst (100 mg, 1 wt%, with 0.8 mol% [Au]). The reaction mixture was heated at 60 °C for an appropriate time under an inert atmosphere (see Table 2). The reaction process was monitored by thin layer chromatography (TLC). Upon completion of the reaction, the reaction slurry was filtered under pressure through a short pad of diatomaceous earth and silica gel and washed using ethanol or methanol (~5 mL) to recover the loaded catalyst. The filtrate was evaporated under vacuum to give pure 2-chloro-5-methoxyaniline. The nuclear magnetic resonance hydrogen (1H NMR) and carbon (13C NMR) spectral data of the products 1a-20a were in agreement with those reported in the literature [28,30,31] and most of the products were commercially available chemicals. The Au/TiO2, Au/Al2O3 and Au/ZnO catalysts used (~1 wt% Au content) were purchased from Strem Chemicals and the average size of their Au microcrystals was about 2-3 nm. | | References | [1] Chemistry - A European Journal, 2017, vol. 23, # 42, p. 9996 - 10000
[2] New Journal of Chemistry, 2015, vol. 39, # 7, p. 5360 - 5365
[3] Chemistry - A European Journal, 2016, vol. 22, # 13, p. 4600 - 4607
[4] Catalysis Communications, 2013, vol. 36, p. 48 - 51
[5] ACS Catalysis, 2014, vol. 4, # 10, p. 3504 - 3511 |
| | 2-Chloro-5-methoxyaniline Preparation Products And Raw materials |
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