н-Пропил ацета

Описание

Propyl acetate, also known as propyl ethanoate, is an organic compound with a molecular formula of C5H10O2. It is a clear and colourless liquid with with a mild fruity odor. It is highly flammable with a flash point of 14°C and a flammability rating of 3. It is highly miscible with all common organic solvents (alcohols, ketones, glycols, esters) but has only slight miscibility in water. Propyl acetate is found in apple and formed by the esterification of acetic acid and 1-propanol (known as acondensation reaction), often via Fischer–Speier esterification, with sulfuric acid as a catalyst and water produced as a byproduct. It is primarily intended as a solvent in the coatings and printing inks industries. It is widely used in fragrances and as a flavor additive due to its odor. It also acts as a good solvent for cellulose nitrate, acrylates, alkyd resins, rosin, plasticizers, waxes, oils and fats.

Химические свойства

Propyl acetate has a fruity (pear–raspberry) odor with a pleasant, bittersweet flavor reminiscent of pear on dilution. The Odor Threshold is 70 milligram per cubic meter and 2.8 milligram per cubic meter (New Jersey Fact Sheet).

Физические свойства

Clear, colorless, flammable liquid with a pleasant, pear-like odor. Experimentally determined detection and recognition odor threshold concentrations were 200 μg/m³ (48 ppb_v) and 600 μg/m³ (140 ppb_v), respectively (Hellman and Small, 1974). An odor threshold concentration of 240 ppb_v was determined by a triangular odor bag method (Nagata and Takeuchi, 1990). Cometto-Mu?iz and Cain (1991) reported an average nasal pungency threshold concentration of 17,575 ppm_v.

Вхождение

Reported found in apple, apple juice, apricot, banana, black currants, guava, grapes, melon, peach, pears, pineapple, plum, strawberry, tomato, vinegar, wheat and rye bread, feta cheese, Gruyere cheese, domiati cheese, yogurt, beef fat, beer, cognac, bourbon and malt whiskey, cider, grape wines, cocoa, potato chips, honey, passion fruit, starfruit, fig, prickly pear, jackfruit, litchi, sake, loquat, mountain papaya, arrack, nectarine and pepino fruit.

Использование

n-Propyl acetate is used as a solvent for cellulose derivatives, plastics, and resins; in flavors and perfumes; and in organic synthesis.

Определение

ChEBI: Propyl acetate is an acetate ester obtained by the formal condensation of acetic acid with propanol. It has a role as a fragrance and a plant metabolite. It derives from a propan-1-ol.

Методы производства

n-Propyl acetate is manufactured from acetic acid and a mixture of propene and propane in the presence of a zinc chloride catalyst. It is used as a solvent for nitrocellulose- based lacquers, waxes, polyamide inks, acrylic inks, and insecticide formulations .
Manufacturers include Eastman Chemical Company, Hoechst Celanese Corporation, and Union Carbide Corporation.

Подготовка

Propyl Acetate is formed by the esterification of acetic acid and 1-propanol with sulfuric acid as a catalyst and water produced as a byproduct. or By direct acetylation of propyl alcohol.

Общее описание

N-propyl acetate appears as a clear colorless liquid with a pleasant odor. Flash point 58°F. Less dense than water, Vapors are heavier than air.

Реакции воздуха и воды

Highly flammable. Slightly soluble in water.

Профиль реактивности

Propyl acetate is an ester. Propyl acetate is colorless, highly flammable liquid, moderately toxic. Dangerous fire hazard when exposed to heat, flame, sparks, or strong oxidizers. When heated to decomposition Propyl acetate emits acrid smoke and irritating fumes [Lewis, 3rd ed., 1993, p. 1093].

Опасность

Flammable, dangerous fire risk, explosive limits in air 2–8%. Eye and upper respiratory tract irritant.

Угроза здоровью

The acute toxicity of n-propyl acetate islow in test animals. The toxicity, however,is slightly greater than ethyl acetate andisopropyl acetate. Exposure to its vaporsproduces irritation of the eyes, nose, andthroat and narcotic effects. A 5-hour expo sure to 9000- and 6000-ppm concentrationsproduced narcotic symptoms in cats andmice, respectively (Flury and Wirth 1933).A 4-hour exposure to 8000 ppm was lethalto rats. Ingestion of the liquid can cause narcotic action. A high dose can cause death. Adose of 3000 mg/kg by subcutaneous admin istration was lethal to cats. The liquid maycause mild irritation upon contact with skin
LD50 value, oral (mice): 8300 mg/kg.

Пожароопасность

HIGHLY FLAMMABLE: Will be easily ignited by heat, sparks or flames. Vapors may form explosive mixtures with air. Vapors may travel to source of ignition and flash back. Most vapors are heavier than air. They will spread along ground and collect in low or confined areas (sewers, basements, tanks). Vapor explosion hazard indoors, outdoors or in sewers. Runoff to sewer may create fire or explosion hazard. Containers may explode when heated. Many liquids are lighter than water.

Профиль безопасности

Moderately toxic by intraperitoneal and subcutaneous routes. Mildly toxic by ingestion and inhalation. Human systemic effects by inhalation: lachrymation, cough. A skin irritant. A narcotic at high concentrations. Isopropyl acetate is slightly less narcotic than normal propyl acetate. A flammable liquid and dangerous fire hazard when exposed to heat, flame, or oxidizers. Explosive in the form of vapor when exposed to heat or flame. Can react vigorously with oxidizing materials. To fight fire, use alcohol foam, CO2, dry chemical. When heated to decomposition it emits acrid smoke and irritating fumes.

Возможный контакт

Propyl acetate is a used as a solvent for plastics and cellulose ester resins; perfume ingredient; component of food flavoring. It is also used as a chemical intermediate.

Экологическая судьба

Photolytic. Reported rate constants for the reaction of n-propyl acetate and OH radicals in the atmosphere and aqueous solution are 2.7 x 10^-12 cm³/molecule?sec (Hendry and Kenley, 1979) and 2.30 x 10^-13 cm³/molecule?sec (Wallington et al., 1988b).
Chemical/Physical. Slowly hydrolyzes in water forming acetic acid and 1-propanol.
At an influent concentration of 1,000 mg/L, treatment with GAC resulted in an effluent concentration of 248 mg/L. The adsorbability of the carbon used was 149 mg/g carbon (Guisti et al., 1974).

Перевозки

UN1276 n-Propyl acetate, Hazard Class: 3; Labels: 3-Flammable liquid.

Методы очистки

Wash the ester with saturated aqueous NaHCO3 until neutral, then with saturated aqueous NaCl. Dry it with MgSO4 and fractionally distil it. [Beilstein 2 IV 138.]

Несовместимости

Contact with nitrates, strong oxidizers; strong alkalis; strong acids; may pose risk of fire and explosions. Attacks plastic.

Утилизация отходов

Dissolve or mix the material with a combustible solvent and burn in a chemical incinerator equipped with an afterburner and scrubber. All federal, state, and local environmental regulations must be observed.