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| | 5-Iodo-2-methylaniline Basic information |
| | 5-Iodo-2-methylaniline Chemical Properties |
| Melting point | 48-52 °C (lit.) | | Boiling point | 273 °C/760 mmHg (lit.) | | density | 1.7004 (estimate) | | Fp | 110 °C | | storage temp. | Keep in dark place,Sealed in dry,Room Temperature | | solubility | soluble in Methanol | | form | powder to crystal | | pka | 3.49±0.10(Predicted) | | color | Light yellow to Brown to Dark green | | Sensitive | Light Sensitive | | BRN | 2078769 | | InChI | 1S/C7H8IN/c1-5-2-3-6(8)4-7(5)9/h2-4H,9H2,1H3 | | InChIKey | IOEHXNCBPIBDBZ-UHFFFAOYSA-N | | SMILES | Cc1ccc(I)cc1N | | CAS DataBase Reference | 83863-33-6(CAS DataBase Reference) |
| Hazard Codes | T | | Risk Statements | 25-37/38-41-43 | | Safety Statements | 26-36/37-45 | | RIDADR | UN 2811 6.1/PG 3 | | WGK Germany | 3 | | Hazard Note | Toxic | | HazardClass | 6.1 | | PackingGroup | III | | HS Code | 2921420090 | | Storage Class | 6.1C - Combustible acute toxic Cat.3
toxic compounds or compounds which causing chronic effects | | Hazard Classifications | Acute Tox. 3 Oral
Eye Dam. 1
Skin Irrit. 2
Skin Sens. 1
STOT SE 3 |
| | 5-Iodo-2-methylaniline Usage And Synthesis |
| Uses | 5-IODO-2-METHYLANILINE, as an organic synthetic building block, is used in the construction of ligands for dihydropyrimidinone E3 ligases [4]. | | Synthesis | The general procedure for the synthesis of 5-iodo-2-methylaniline from 4-iodo-2-nitrotoluene was as follows: to a 300 mL ethanol solution of 4-iodo-1-methyl-2-nitrobenzene (25.0 g, 107 mmol) was added platinum sulfide (3.00 g) and ammonium formate (20.3 g, 321 mmol). The reaction mixture was heated to reflux and maintained for 12 hours. Upon completion of the reaction, the mixture was cooled to 22 °C and filtered through a Celite pad to remove solid impurities. The filtrate was concentrated under reduced pressure to give the crude product. The crude product was diluted with 300 mL of water and subsequently extracted with dichloromethane (3 x 200 mL). The organic phases were combined, washed with saturated brine and dried over anhydrous sodium sulfate. Finally, the organic phase was concentrated under reduced pressure to afford the target product 5-iodo-2-methylaniline (21.1 g, 95% yield). Mass spectrometry analysis showed MS m/z = 234 (M + H). | | References | [1] Patent: WO2006/41773, 2006, A2. Location in patent: Page/Page column 302-303
[2] Patent: WO2010/127855, 2010, A1. Location in patent: Page/Page column 121; 122
[3] Justus Liebigs Annalen der Chemie, 1871, vol. 158, p. 337
[4] https://www.proquest.com/openview/9e54be3705e5632b592cd3ced726c3cb/1?pq-origsite=gscholar&cbl=18750&diss=y
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| | 5-Iodo-2-methylaniline Preparation Products And Raw materials |
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