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| CAS No.: | 13194-68-8 |
|---|---|
| Name: | 4-IODO-2-METHYLANILINE |
| Article Data: | 36 |
| Molecular Structure: | |
|
|
|
| Formula: | C7H8IN |
| Molecular Weight: | 233.052 |
| Synonyms: | o-Toluidine,4-iodo- (6CI,7CI,8CI);2-Methyl-4-iodoaniline;4-Iodo-2-methylaniline;4-Iodo-o-toluidine;NSC 60731; |
| EINECS: | 236-154-2 |
| Density: | 1.791 g/cm3 |
| Melting Point: | 86-89 °C(lit.) |
| Boiling Point: | 278.4 °C at 760 mmHg |
| Flash Point: | 122.1 °C |
| Appearance: | Grey to purple crystals |
| Hazard Symbols: |
 Xn,  Xi
|
| Risk Codes: | 20/21/22-36/37/38 |
| Safety: | 26-36-36/37/39 |
| Transport Information: | UN 2811 |
| PSA: | 26.02000 |
| LogP: | 2.76300 |
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- 95-53-4
o-toluidine
- 13194-68-8
4-iodo-2-methylaniline
| Conditions | Yield |
|---|---|
| With N-iodo-succinimide In acetonitrile at 25 - 30℃; for 0.333333h; regioselective reaction; | 94.5% |
| With 1,4-dibenzyl-1,4-diazoniabicyclo[2.2.2]octane dichloroiodate In neat (no solvent) at 20℃; for 0.166667h; regioselective reaction; | 93% |
| With N,N,N-trimethylbenzenemethanaminium dichloroiodate; calcium carbonate In methanol; dichloromethane for 2h; Ambient temperature; | 92% |
- 583-75-5
4-Bromo-2-methylaniline
- 13194-68-8
4-iodo-2-methylaniline
| Conditions | Yield |
|---|---|
| With copper(l) iodide; sodium iodide; N,N`-dimethylethylenediamine In 1,4-dioxane at 110℃; for 18h; Finkelstein Reaction; Inert atmosphere; Schlenk technique; | 90% |
| With iodine; sodium iodide In acetonitrile at 20℃; for 36h; Inert atmosphere; UV-irradiation; Green chemistry; | 75% |
- 120-66-1
N-(2-methylphenyl)acetamide
- 13194-68-8
4-iodo-2-methylaniline
| Conditions | Yield |
|---|---|
| With Iodine monochloride Verseifung des entstandenen 5-Jod-2-acetamino-toluols; | |
| With Iodine monochloride; acetic acid Verseifung des entstandenen 5-Jod-2-acetamino-toluols mit alkoholischer Salzsaeure; |
- 52415-00-6
4-iodo-2-methyl-1-nitro-benzene
- 13194-68-8
4-iodo-2-methylaniline
| Conditions | Yield |
|---|---|
| With ammonia; water; iron(II) sulfate at 60 - 70℃; |
- 100377-05-7
2-iodo-5,5-dimethyl-2-nitro-cyclohexane-1,3-dione
- 95-53-4
o-toluidine
- 13194-68-8
4-iodo-2-methylaniline
| Conditions | Yield |
|---|---|
| With benzene |
| Conditions | Yield |
|---|---|
| at 100℃; |
- 7664-93-9
sulfuric acid
- 860526-66-5
(4-amino-3-methyl-phenyl)-arsonic acid
- 13194-68-8
4-iodo-2-methylaniline
- 7664-93-9
sulfuric acid
- 860753-20-4
bis-(4-amino-3-methyl-phenyl)-arsinic acid
- 13194-68-8
4-iodo-2-methylaniline
| Conditions | Yield |
|---|---|
| With ammonium iodide; dihydrogen peroxide In acetic acid at 20℃; for 8h; | |
| With dihydrogen peroxide; acetic acid; potassium iodide In water at 20℃; for 6h; | |
| With N-iodo-succinimide; acetic acid In benzene at 20℃; for 72h; regioselective reaction; |
- 611-05-2
4-nitro-3-methylaniline
- 13194-68-8
4-iodo-2-methylaniline
| Conditions | Yield |
|---|---|
| Multi-step reaction with 2 steps 1: 40 °C / Diazotization.man giesst die Diazoniumsulfatloesung in eine waessr. Loesung von KI 2: NH3; water; FeSO4 / 60 - 70 °C View Scheme |
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Specification
The IUPAC name of this chemical is 4-iodo-2-methylaniline. With the CAS registry number 13194-68-8 and EINECS 236-154-2, it is also named as Benzenamine, 4-iodo-2-methyl-. The product's categories are Anilines, Aromatic Amines and Nitro Compounds; Anilines, Amides & Amines; Iodine Compounds; Amines; C7; Nitrogen Compounds. It is grey to purple crystals which is stable under normal temperature and pressure and sensitive to light. Additionally, this chemical should be sealed in the container and stored in the cool and dry place.
The other characteristics of this product can be summarized as: (1)ACD/LogP: 2.80; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2.79; (4)ACD/LogD (pH 7.4): 2.8; (5)ACD/BCF (pH 5.5): 77.69; (6)ACD/BCF (pH 7.4): 78.78; (7)ACD/KOC (pH 5.5): 781.57; (8)ACD/KOC (pH 7.4): 792.61; (9)#H bond acceptors: 1; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 1; (12)Polar Surface Area: 3.24 Å2; (13)Index of Refraction: 1.663; (14)Molar Refractivity: 48.22 cm3; (15)Molar Volume: 130 cm3; (16)Polarizability: 19.11×10-24 cm3; (17)Surface Tension: 50.2 dyne/cm; (18)Density: 1.791 g/cm3; (19)Flash Point: 122.1 °C; (20)Enthalpy of Vaporization: 51.7 kJ/mol; (21)Boiling Point: 278.4 °C at 760 mmHg; (22)Vapour Pressure: 0.00428 mmHg at 25°C.
Preparation of 4-Iodo-2-methylaniline: It can be obtained by 2-methyl-aniline. This reaction needs reagents CaCO3, diethyl ether, water and iodine.
Uses of 4-Iodo-2-methylaniline: It can react with 2-hydroxy-5-iodo-benzoic acid to get 4',5-di-iodo-2'-methylsalicylanilide. This reaction needs reagent PCl3 and solvent xylene at temperature of 140 °C. The reaction time is 4 hours. The yield is 73%.
When you are using this chemical, please be cautious about it as the following:
It is not only harmful by inhalation, in contact with skin and if swallowed, but also irritating to eyes, respiratory system and skin. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. If you want to contact this product, you must wear suitable protective clothing, gloves and eye/face protection.
People can use the following data to convert to the molecule structure.
1. SMILES:Ic1ccc(N)c(c1)C
2. InChI:InChI=1/C7H8IN/c1-5-4-6(8)2-3-7(5)9/h2-4H,9H2,1H3
3. InChIKey:BGKLFAQCHHCZRZ-UHFFFAOYAP