ЦИКЛОПЕНТАДИЕН
- английское имя1,3-Cyclopentadiene
- CAS №542-92-7
- CBNumberCB9852039
- ФормулаC5H6
- мольный вес66.1
- EINECS208-835-4
- номер MDLMFCD00040416
- файл Mol542-92-7.mol
химическое свойство
| Температура плавления | -85°; mp 32.5° |
| Температура кипения | bp760 41.5-42.0° |
| плотность | d40 0.8235; d410 0.8131; d420 0.8021; d425 0.7966; d430 0.7914 |
| давление пара | 381 at 20.6 °C, 735 at 40.6 °C, 1,380 at 60.9 °C (Stoeck and Roscher, 1977) |
| показатель преломления | nD16 1.44632 |
| растворимость | Miscible with acetone, benzene, carbon tetrachloride, and ether. Soluble in acetic acid, aniline, and carbon disulfide (Windholz et al., 1983). |
| форма | Colorless liquid |
| пка | 16(at 25℃) |
| Растворимость в воде | 10.3 mM at 25 °C (shake flask-UV spectrophotometry, Streitwieser and Nebenzahl, 1976) |
| констант закона Генри | 5.1 at 25 °C (approximate - calculated from water solubility and vapor pressure) |
| Пределы воздействия | TLV-TWA 75 ppm (～202 mg/m3) (ACGIH, NIOSH, and OSHA); IDLH 2000 ppm (NIOSH). |
| Стабильность | Stable at room temperature. Incompatible with oxidizing agents, acids and a wide variety of other compounds. May form peroxides in storage. May undergo spontaneous polymerisation. Decomposes on heating. Highly flammable. Mixtures with air are explosive. |
| Непрямые добавки, используемые в веществах, контактирующих с пищевыми продуктами | 1,3-CYCLOPENTADIENE |
| FDA 21 CFR | 175.300 |
| Рейтинг продуктов питания EWG | 1 |
| FDA UNII | 5DFH9434HF |
| Система регистрации веществ EPA | Cyclopentadiene (542-92-7) |
| РИДАДР | 1993 |
| OEB | A |
| OEL | TWA: 75 ppm (200 mg/m3) |
| Класс опасности | 3.2 |
| Группа упаковки | III |
| Банк данных об опасных веществах | 542-92-7(Hazardous Substances Data) |
| Токсичность | LD50 of dimer orally in rats: 0.82 g/kg (Smyth) |
| ИДЛА | 750 ppm |
рисовальное письмо(GHS)
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рисовальное письмо(GHS)
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сигнальный язык
опасность
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вредная бумага
H315：При попадании на кожу вызывает раздражение.
H319：При попадании в глаза вызывает выраженное раздражение.
H335：Может вызывать раздражение верхних дыхательных путей.
H301：Токсично при проглатывании.
H226：Воспламеняющаяся жидкость. Пары образуют с воздухом взрывоопасные смеси.
H332：Вредно при вдыхании.
H312：Вредно при попадании на кожу.
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оператор предупредительных мер
P261：Избегать вдыхания пыли/ дыма/ газа/ тумана/ паров/ аэрозолей.
P264：После работы тщательно вымыть кожу.
P270：При использовании продукции не курить, не пить, не принимать пищу.
P271：Использовать только на открытом воздухе или в хорошо вентилируемом помещении.
P280：Использовать перчатки/ средства защиты глаз/ лица.
P301+P310：ПРИ ПРОГЛАТЫВАНИИ: Немедленно обратиться за медицинской помощью. Прополоскать рот.
P302+P352：ПРИ ПОПАДАНИИ НА КОЖУ: Промыть большим количеством воды.
P304+P340：ПРИ ВДЫХАНИИ: Свежий воздух, покой.
P305+P351+P338：ПРИ ПОПАДАНИИ В ГЛАЗА: Осторожно промыть глаза водой в течение нескольких минут. Снять контактные линзы, если Вы ими пользуетесь и если это легко сделать. Продолжить промывание глаз.
P312：Обратиться за медицинской помощью при плохом самочувствии.
P332+P313：При возникновении раздражения кожи: обратиться за медицинской помощью.
P363：Перед повторным использованием выстирать загрязненную одежду.
P405：Хранить в недоступном для посторонних месте.
P501：Удалить содержимое/ контейнер на утвержденных станциях утилизации отходов.
ЦИКЛОПЕНТАДИЕН химические свойства, назначение, производство
Химические свойства
1,3-Cyclopentadiene is a colorless liquid that dimerizes easily in the presence of peroxides and trichloroacetic acid to a colorless solid.Физические свойства
Colorless liquid with a turpentine-like odor. Odor threshold concentration is 1.9 ppm (quoted, Amoore and Hautala, 1983).Использование
manufacture of resins; in organic synthesis as the diene in the Diels-Alder reaction producing sesquiterpenes, synthetic alkaloids, camphors.Методы производства
This compound occurs in the C6–C8 petroleum distillation fraction, and in coke oven light oil fractions. It is produced by dehydrogenation of cyclopentadiene or monomerization of its dimer.Определение
A cyclic hydrocarbon made by cracking petroleum. The molecules have a five-membered ring containing two carbon- carbon double bonds and one CH2 group. It forms the negative cyclopentadienyl ionC5H5-, present in sandwich compounds, such as ferrocene.Общее описание
1，3-Cyclopentadiene is a colorless liquid with an irritating, terpene-like odor. Bp: 42.5°C; Flash point: 77°F. Density: 0.805 g cm-3.Профиль реактивности
1，3-Cyclopentadiene is incompatible with strong oxidizing agents. Ignites on contact with oxygen (O2) and ozone (O3). Explodes on contact with fuming nitric acid or a mixture of sulfuric acid and nitrogen tetroxide. Reacts vigorously on contact with potassium hydroxide and other strong bases. Mixtures with air are explosive. Presents a moderate explosion hazard when exposed to heat or flame. Decomposes violently at high temperature and pressure. May form explosive peroxides in storage. Undergoes a spontaneous dimerization at room temperature to give DI1，3-Cyclopentadiene (C10H12, CAS No: 77-73-6), which is a low-melting solid (melting point: 32.5°C). The reaction is strongly exothermic (Hazardous Chemicals Desk Reference, p. 360 (1987)), but occurs sufficiently slowly that 1，3-Cyclopentadiene can be said to be stable at room temperature. The dimerization accounts for the partial or complete solidification of liquid 1，3-Cyclopentadiene in storage. Polymerization occurs more rapidly and extensively at higher temperatures. When heated to 180-200°C, 1，3-Cyclopentadiene gives poly1，3-Cyclopentadiene, a white waxy solid. Stronger heating breaks down poly1，3-Cyclopentadiene and re-generates the monomeric 1，3-Cyclopentadiene as a vapor. The vapor decomposes violently at higher temperatures and pressures.Угроза здоровью
Cyclopentadiene exhibited low toxicity inanimals. Inhalation produced irritation of theeyes and nose. A 3-mL amount injected subcutaneouslyinto rabbits resulted in narcosis,convulsions, and death (von Oettingen 1940).A dose of≤ 1 mL was nontoxic. Repeatedexposure to 500 ppm caused liver and kidneyinjuries in rats; but longer repeated exposuresto 250 ppm produced no such effects in testanimals (ACGIH 1986). An oral LD50 valuein rats for the dimeric form has been recordedas 820 mg/kg (Smyth 1954).Пожароопасность
Flammable liquid; flash point (open cup) 32°C (90°F); fire- extinguishing agent: dry chemical, foam, or CO2; a water spray may be used to cool the surroundings. Prolonged exposure to air may cause peroxide formation.Профиль безопасности
Low toxicity by ingestion. A dangerous fire hazard when exposed to heat or flame; can react with oxidizing materials. Moderate explosion hazard in the form of gas when exposed to heat or by chemical reaction. It decomposes violently at hgh temperatures and pressures. dimerization is highly exothermic. Explosive reaction with fuming nitric acid,dinitrogen tetroxide, sulfuric acid. Reaction with nitrogen oxide + oxygen forms an explosive product. Reaction with oxygen forms a flame-sensitive explosive product. Ignites on contact with oxygen + ozone. Reacts vigorously on contact with potassium hydroxide. Incompatible with oxides of nitrogen, sulfuric acid. When heated to decomposition it emits acrid smoke and fumes.Возможный контакт
Cyclopentadiene is used as an inter- mediate in the manufacture of resins, insecticides, fungi- cides, and other chemicals.Экологическая судьба
Biological. Cyclopentadiene may be oxidized by microbes to cyclopentanone (Dugan, 1972).Chemical/Physical. Dimerizes to dicyclopentadiene on standing (Windholz et al., 1983).
Перевозки
UN1993 Flammable liquids, n.o.s., Hazard Class: 3; Labels: 3-Flammable liquid, Technical Name Required.Методы очистки
Dry the diene with Mg(ClO4)2 and distil it rapidly as it dimerises readily at room temperature. It should be used immediately or stored in a Dry Ice or an ice-salt bath. HIGHLY FLAMMABLE. [Moffett Org Synth Coll Vol IV 238 1963.] Cyclopentadiene Dimer (4,7-methano-3a,4,7,7a-tetrahydroindene) has [77-73-6], M 132.3, m 33o, b 170o/atm, and d2 5 0.986; add ~0.05% of 2,6-di-tert-butyl-4-methylphenol as stabilizer. Cyclopentadiene is prepared when required by de-polymerising the technical grade dimer by heating it carefully under a fractionating column [Wilkinson Org Synth Coll Vol IV 467 1963], as described by Moffett (above reference), or by adding the dimer at a steady rate onto mineral oil heated at 240-270o (Korach et al. Org Synth 42 50 1962). [Beilstein 5 II 391.]Несовместимости
Vapors may form explosive mixture with air. Converted (dimerized) to higher-boiling dicyclopenta- diene upon standing in air and @ 32 F/0 C; this conversion may be violent and exothermic; this reaction is accelerated by peroxides or trichloroacetic acid. Reacts violently with potassium hydroxide. Violent reaction with strong oxidi- zers; strong acids; dinitrogen tetroxide; magnesium. Incompatible with oxidizers (chlorates, nitrates, peroxides, permanganates, perchlorates, chlorine, bromine, fluorine, etc.); contact may cause fires or explosions. Keep away from alkaline materials, strong bases, strong acids, oxoa- cids, epoxides, alkaline earth metals, nitrogen oxides. May accumulate static electrical charges, and may cause ignition of its vapors.Утилизация отходов
Dissolve or mix the material with a combustible solvent and burn in a chemical incinera- tor equipped with an afterburner and scrubber. All federal, state, and local environmental regulations must be observed.ЦИКЛОПЕНТАДИЕН запасные части и сырье
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