시클로펜타디엔

한글명:시클로펜타디엔

카스 번호542-92-7

상품명:1,3-Cyclopentadiene

CBNumberCB9852039

분자식C5H6

포뮬러 무게66.1

MOL 파일542-92-7.mol

동의어(한글)

시클로펜타디엔

1,3-사이클로펜타디엔

화학적 성질

녹는점	-85°; mp 32.5°
끓는 점	bp760 41.5-42.0°
밀도	d40 0.8235; d410 0.8131; d420 0.8021; d425 0.7966; d430 0.7914
증기압	381 at 20.6 °C, 735 at 40.6 °C, 1,380 at 60.9 °C (Stoeck and Roscher, 1977)
굴절률	nD16 1.44632
용해도	Miscible with acetone, benzene, carbon tetrachloride, and ether. Soluble in acetic acid, aniline, and carbon disulfide (Windholz et al., 1983).
물리적 상태	무색의 액체
산도 계수 (pKa)	16(at 25℃)
수용성	25°C에서 10.3mM(진탕 플라스크-UV 분광광도법, Streitwieser 및 Nebenzahl, 1976)
Henry's Law Constant	5.1 at 25 °C (approximate - calculated from water solubility and vapor pressure)
노출 한도	TLV-TWA 75 ppm (～202 mg/m³) (ACGIH, NIOSH, and OSHA); IDLH 2000 ppm (NIOSH).
안정성	실온에서 안정함. 산화제, 산 및 다양한 기타 화합물과 호환되지 않습니다. 보관 시 과산화물을 형성할 수 있습니다. 자발적인 중합이 일어날 수 있습니다. 가열하면 분해됩니다. 가연성이 높습니다. 공기와의 혼합물은 폭발성이 있습니다.
EPA	Cyclopentadiene (542-92-7)

위험 및 안전 성명

유엔번호(UN No.)	1993
위험 등급	3.2
포장분류	III
유해 물질 데이터	542-92-7(Hazardous Substances Data)
독성	LD50 of dimer orally in rats: 0.82 g/kg (Smyth)
IDLA	750 ppm

그림문자(GHS)

그림문자(GHS)
신호 어

Danger
유해·위험 문구

H226：인화성 액체 및 증기

H301：삼키면 유독함

H312：피부와 접촉하면 유해함

H315：피부에 자극을 일으킴

H319：눈에 심한 자극을 일으킴

H332：흡입하면 유해함

H335：호흡 자극성을 일으킬 수 있음
예방조치문구

P261：분진·흄·가스·미스트·증기·...·스프레이의 흡입을 피하시오.

P264：취급 후에는 손을 철저히 씻으시오.

P264：취급 후에는 손을 철저히 씻으시오.

P270：이 제품을 사용할 때에는 먹거나, 마시거나 흡연하지 마시오.

P271：옥외 또는 환기가 잘 되는 곳에서만 취급하시오.

P280：보호장갑/보호의/보안경/안면보호구를 착용하시오.

P301+P310：삼켰다면 즉시 의료기관(의사)의 진찰을 받으시오.

P302+P352：피부에 묻으면 다량의 물로 씻으시오.

P304+P340：흡입하면 신선한 공기가 있는 곳으로 옮기고 호흡하기 쉬운 자세로 안정을 취하시오.

P305+P351+P338：눈에 묻으면 몇 분간 물로 조심해서 씻으시오. 가능하면 콘택트렌즈를 제거하시오. 계속 씻으시오.

P312：불편함을 느끼면 의료기관(의사)의 진찰을 받으시오.

P321：(…) 처치를 하시오.

P322：특정 조치(라벨의 … 참조)

P330：입을 씻어내시오.

P332+P313：피부 자극이 생기면 의학적인 조치· 조언을 구하시오.

P362：오염된 의복을 벗고 세척 후에 재사용하기

P363：다시 사용전 오염된 의류는 세척하시오.

P405：밀봉하여 저장하시오.

P501：...에 내용물 / 용기를 폐기 하시오.

시클로펜타디엔 화학적 특성, 용도, 생산

화학적 성질
1,3-Cyclopentadiene is a colorless liquid that dimerizes easily in the presence of peroxides and trichloroacetic acid to a colorless solid.
물리적 성질
Colorless liquid with a turpentine-like odor. Odor threshold concentration is 1.9 ppm (quoted, Amoore and Hautala, 1983).
용도
manufacture of resins; in organic synthesis as the diene in the Diels-Alder reaction producing sesquiterpenes, synthetic alkaloids, camphors.
생산 방법
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.
정의
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.
일반 설명
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.
반응 프로필
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.
건강위험
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).
화재위험
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.
Safety Profile
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.
잠재적 노출
Cyclopentadiene is used as an inter- mediate in the manufacture of resins, insecticides, fungi- cides, and other chemicals.
환경귀착
Biological. Cyclopentadiene may be oxidized by microbes to cyclopentanone (Dugan, 1972).
Chemical/Physical. Dimerizes to dicyclopentadiene on standing (Windholz et al., 1983).
운송 방법
UN1993 Flammable liquids, n.o.s., Hazard Class: 3; Labels: 3-Flammable liquid, Technical Name Required.
Purification Methods
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.]
비 호환성
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.
폐기물 처리
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.

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