3-Ethoxyaniline

Reported in EPA TSCA Inventory.

The IUPAC name of this chemical is 3-ethoxyaniline. With the CAS registry number 621-33-0, it is also named as Benzenamine, 3-ethoxy-. The product's categories are Phenetole; Amines. It is light yellow to dark red liquid which is soluble in alcohol and ether, slightly soluble in water. What's more, it is stable, combustible and incompatible with strong oxidizing agents, acids, acid chlorides, acid anhydrides. It is sensitive to prolonged exposure to light and air. When heated to decomposition it emits toxic vapors of NO_x. So the storage environment should be well- ventilated, low-temperature and dry. And keep 3-Ethoxyaniline separate from raw materials of food.

The other characteristics of this product can be summarized as: (1)ACD/LogP: 1.37; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.34; (4)ACD/LogD (pH 7.4): 1.37; (5)ACD/BCF (pH 5.5): 6.11; (6)ACD/BCF (pH 7.4): 6.42; (7)ACD/KOC (pH 5.5): 125.23; (8)ACD/KOC (pH 7.4): 131.75; (9)#H bond acceptors: 2; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 3; (12)Index of Refraction: 1.544; (13)Molar Refractivity: 41.8 cm³; (14)Molar Volume: 132.2 cm³; (15)Polarizability: 16.57×10^-24 cm³; (16)Surface Tension: 38.5 dyne/cm; (17)Enthalpy of Vaporization: 48.84 kJ/mol; (18)Vapour Pressure: 0.0209 mmHg at 25°C; (19)Rotatable Bond Count: 2; (20)Exact Mass: 137.084064; (21)MonoIsotopic Mass: 137.084064; (22)Topological Polar Surface Area: 35.2; (23)Heavy Atom Count: 10; (24)Complexity: 95.3.

Preparation of 3-Ethoxyaniline: It can be derived by m-Aminophenol through acetylation, alkylation, hydrolysis and neutralization.

Uses of 3-Ethoxyaniline: It is used in organic synthesis. For example: it can react with 2-vinyloxyethyl isothiocyanate to get 1-(3-ethoxy-phenyl)-3-(2-vinyloxy-ethyl)-thiourea. This reaction must react at temperature of 50 °C for 0.5 hours. The yield is 100%.

When you are using this chemical, please be cautious about it as the following:
It has danger of cumulative effects. It is also toxic by inhalation, in contact with skin and if swallowed.  After contact with skin, wash immediately with plenty of soap-suds. If you want to contact this product, you must wear suitable protective clothing, gloves and eye/face protection. In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)

People can use the following data to convert to the molecule structure.
1. Smiles:c1(cc(ccc1)N)OCC
2. InChI:InChI=1/C8H11NO/c1-2-10-8-5-3-4-7(9)6-8/h3-6H,2,9H2,1H3