나프탈렌
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나프탈렌 속성
- 녹는점
- 80-82 °C (lit.)
- 끓는 점
- 218 °C (lit.)
- 밀도
- 0.99
- 증기 밀도
- 4.4 (vs air)
- 증기압
- 0.03 mm Hg ( 25 °C)
- 굴절률
- 1.5821
- 인화점
- 174 °F
- 저장 조건
- Store below +30°C.
- 용해도
- 메탄올: 용해성50mg/mL, 투명, 무색
- 물리적 상태
- 옅은 베이지색~갈색~연홍빛 분말
- 색상
- 흰색에서 거의 흰색
- Specific Gravity
- 1.145
- 냄새
- 벤질 벤조에이트 중 10.00%. 매운 마른 타르
- ?? ??
- 매운 맛
- 폭발한계
- 0.9-5.9%(V)
- 수용성
- 30mg/L(25℃)
- Merck
- 14,6370
- BRN
- 1421310
- Henry's Law Constant
- 5.64 at 25 °C (thermodynamic method-GC/UV spectrophotometry, Altschuh et al., 1999)
- 노출 한도
- TLV-TWA 10 ppm (~50 mg/m3) (ACGIH, MSHA, and OSHA); STEL 15 ppm (~75 mg/m3) (ACGIH); IDLH 500 ppm.
- Dielectric constant
- 2.5(85℃)
- InChIKey
- UFWIBTONFRDIAS-UHFFFAOYSA-N
- LogP
- 3.7 at 25℃
- CAS 데이터베이스
- 91-20-3(CAS DataBase Reference)
- IARC
- 2B (Vol. 82) 2002
- NIST
- Naphthalene(91-20-3)
안전
- 위험 및 안전 성명
- 위험 및 사전주의 사항 (GHS)
위험품 표기 | Xn,N,F,T | ||
---|---|---|---|
위험 카페고리 넘버 | 22-40-50/53-67-65-38-11-39/23/24/25-23/24/25-52/53-20 | ||
안전지침서 | 36/37-46-60-61-62-45-16-7-33-25-9 | ||
유엔번호(UN No.) | UN 1334 4.1/PG 3 | ||
WGK 독일 | 3 | ||
RTECS 번호 | QJ0525000 | ||
자연 발화 온도 | 978 °F | ||
TSCA | Yes | ||
위험 등급 | 4.1 | ||
포장분류 | III | ||
HS 번호 | 29029010 | ||
유해 물질 데이터 | 91-20-3(Hazardous Substances Data) | ||
독성 | Acute oral LD50 for guinea pigs 1,200 mg/kg, mice 533 mg/kg, rats 1,250 mg/kg (quoted, RTECS, 1985). | ||
IDLA | 250 ppm | ||
기존화학 물질 | KE-25545 |
나프탈렌 C화학적 특성, 용도, 생산
물성
나프탈렌(Naphthalene)은 벤젠고리가 2개 있는 방향족 탄화수소로 승화성이 있다. 비늘 모양의 백색 결정으로 분자량은 128, 녹는점은 80.3℃, 끓는점은 217.97℃이며, 비중은 0.975(25℃)이다. 분자식은 C10H8로 쓴다. 물에는 녹지 않고, 에탄올에는 녹는다.개요
자극적인 냄새가 나고 강한 휘발성, 인화성이 있는 흰색의 고체로, 곱게 갈아서 불을 붙이면 폭발하기도 하고, 장기간 노출되면 백내장을 일으키기도 한다.용도
수소덩어리인 나프탈렌이 산소와 결합하여 습기를 없애기 때문에 습기제거제의 기능을 하고 있다.나프탈렌이 널리 쓰이는 곳은 탈취제와 살충제.개요
Naphthalene occurs as transparent prismatic plates also available as white scales, powder balls, or cakes with a characteristic mothball or strong coal tar and aromatic odour. It is sparingly soluble in water but soluble in methanol/ethanol and very soluble in ether. Naphthalene is a commercially important aromatic hydrocarbon. Naphthalene occurs as a white solid or powder. Naphthalene occurs in coal tar in large quantities and is easily isolated from this source in pure condition. It volatilises and sublimes at room temperature above the melting point. The primary use for naphthalene is in the production of phthalic anhydride, also of carbamate insecticides, surface active agents and resins, as a dye intermediate, as a synthetic tanning agent, as a moth repellent, and in miscellaneous organic chemicals. Naphthalene is used in the production of phthalic anhydride; it is also used in mothballs. Naphthalene is also used in the manufacture of phthalic and anthranilic acids to make indigo, indanthrene, and triphenyl methane dyes, for synthetic resins, lubricant, celluloid, lampblack, smokeless powder, and hydronaphthalenes. Naphthalene is also used in dusting powders, lavatory deodorant discs, wood preservatives, fungicide, and as an insecticide. It has been used as an intestinal antiseptic and vermicide and in the treatment of pediculosis and scabies.화학적 성질
Naphthalene is a colorless to brown crystalline solid with a characteristic “moth ball” odor. It evaporates easily and has a strong odor of tar or mothballs. Solubility in water is low (31.7 mg/l at 25 °C), and it is soluble in benzene, alcohol, ether, and acetone (ATSDR, 2005). Shipped as a molten solid.역사
In 1819, naphthalene was obtained as white crystals during the pyrolysis of coal tar by John Kidd (1775–1851), a British physician and chemist, and Alexander Garden (1757–1829), an American living in Britain. Kidd described the properties of the white crystals he obtained from coal tar and proposed the named naphthaline for the substance; naphthaline was derived from naphtha, a general term for a volatile, fl ammable, hydrocarbon liquid. Michael Faraday (1791–1867) determined the correct empirical formula for naphthalene in 1825, and Richard August Carl Emil Erlenmeyer (1825–1909) proposed the fused benzene ring structure in 1866.생산 방법
Naphthalene is produced from coal tar or petroleum. It is made from petroleum by dealkylationof methylnaphthalenes in the presence of hydrogen at high temperature and pressure.Petroleum was a major source of naphthalene until the 1980s, but now most naphthaleneis produced from coal tar. The pyrolysis of bituminous coal produces coke and coke ovengases. Naphthalene is condensed by cooling the coke gas and then separated from the gas.정의
naphthalene: A white volatilesolid, C10H8; r.d. 1.025;m.p. 80.55°C; b.p. 218°C. Naphthaleneis an aromatic hydrocarbon withan odour of mothballs and is obtainedfrom crude oil. It is a raw materialfor making certain syntheticresins.일반 설명
Heterogeneous ozonolysis of naphthalene adsorbed on XAD-4 resin has been studied using annular denuder technique.공기와 물의 반응
Highly flammable. Insoluble in water.반응 프로필
Vigorous reactions, sometimes amounting to explosions, can result from the contact between aromatic hydrocarbons, such as Naphthalene, and strong oxidizing agents. They can react exothermically with bases and with diazo compounds. Substitution at the benzene nucleus occurs by halogenation (acid catalyst), nitration, sulfonation, and the Friedel-Crafts reaction. Naphthalene, camphor, glycerol, or turpentine will react violently with chromic anhydride [Haz. Chem. Data 1967. p 68]. Friedel-Crafts acylation of Naphthalene using benzoyl chloride, catalyzed by AlCl3, must be conducted above the melting point of the mixture, or the reaction may be violent [Clar, E. et al., Tetrahedron, 1974, 30, 3296].위험도
Toxic by inhalation. Upper respiratory tract irritant, cataracts and hemolytic anemia. Possible carcinogen.화재위험
Flammable/combustible material. May be ignited by friction, heat, sparks or flames. Some may burn rapidly with flare burning effect. Powders, dusts, shavings, borings, turnings or cuttings may explode or burn with explosive violence. Substance may be transported in a molten form at a temperature that may be above its flash point. May re-ignite after fire is extinguished.Safety Profile
Human poison by ingestion. Experimental poison by ingestion, intravenous, and intraperitoneal routes. Moderately toxic by subcutaneous route. An experimental teratogen. Experimental reproductive effects. An eye and skin irritant. Can cause nausea, headache, daphoresis, hematuria, fever, anemia, liver damage, vomiting, convulsions, and coma. Poisoning may occur by ingestion of large doses, inhalation, or skin absorption. Questionable carcinogen with experimental tumorigenic data. Flammable when exposed to heat or flame; reacts with oxidizing materials. Explosive reaction with dinitrogen pentaoxide. Reacts violently with CrOs, aluminum chloride + benzoyl chloride. Fires in the benzene scrubbers of coke oven gas plants have been attributed to oxidation of naphthalene. Explosive in the form of vapor or dust when exposed to heat or flame. To fight fire, use water, CO2, dry chemical. When heated to decomposition it emits acrid smoke and irritating fumes.잠재적 노출
Naphthalene is used as a chemical intermediate or feedstock for synthesis of phthalic, anthranilic, hydroxyl (naphthols), amino (naphthylamines), and sulfonic compounds; which are used in the manufacture of various dyes and in the preparation of phthalic anhydride, 1-naphthyl-N-methyl carbonate; and β-naphthol. Naphthalene is also used in the manufacture of hydronaphthalenes, synthetic resins; lampblack, smokeless powder; and celluloid. Naphthalene has been used as a moth repellent.Approximately 100 million people worldwide have G6PD deficiency which would make them more susceptible to hemolytic anemia on exposure to naphthalene. At present, more than 80 variants of this enzyme deficiency have been identified. The incidence of this deficiency is 0.1% in American and European Caucasians, but can range as high as 20% in American blacks and greater than 50% in certain Jewish groups. Newborn infants have a similar sensitivity to the hemolytic effects of naphthalene, even without G6PD deficiency.
Carcinogenicity
Naphthalene is reasonably anticipated to be a human carcinogenbased on sufficient evidence from studies in experimental animals.운송 방법
UN1334 Naphthalene, crude or Naphthalene, refined, Hazard Class: 4.1; Labels: 4.1-Flammable solid. UN2304 (molten) Hazard Class: 4.1; Labels: 4.1-Flammable solid.Purification Methods
Crystallise naphthalene once or more times from the following solvents: EtOH, MeOH, CCl4, *C6H6, glacial acetic acid, acetone or diethyl ether, followed by drying at 60o in an Abderhalden drying apparatus. It has also been purified by vacuum sublimation and by fractional crystallisation from its melt. Other purification procedures include refluxing in EtOH over Raney Ni and chromatography of a CCl4 solution on alumina with *benzene as eluting solvent. Baly and Tuck [J Chem Soc 1902 1908] purified naphthalene for spectroscopy by heating with conc H2SO4 and MnO2, followed by steam distillation (repeating the process), and formation of the picrate which, after recrystallisation (m 150o) is decomposed with base and the naphthalene is steam distilled. It is then crystallised from dilute EtOH. It can be dried over P2O5 under vacuum (take care not to make it sublime). Also purify it by sublimation and subsequent crystallisation from cyclohexane. Alternatively, it has been washed at 85o with 10% NaOH to remove phenols, with 50% NaOH to remove nitriles, with 10% H2SO4 to remove organic bases, and with 0.8g AlCl3 to remove thianaphthalenes and various alkyl derivatives. Then it is treated with 20% H2SO4, 15% Na2CO3 and finally distilled. [Gorman et al. J Am Chem Soc 107 4404 1985.] Zone refining purified naphthalene from anthracene, 2,4-dinitrophenylhydrazine, methyl violet, benzoic acid, methyl red, chrysene, pentacene and indoline. [Beilstein 5 IV 1640.]비 호환성
Dust may form explosive mixture with air. 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, oxoacids, epoxides. Violent reactions with chromium(III) oxide, dinitrogen pentoxide; chromic anhydride.폐기물 처리
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. Consult with environmental regulatory agencies for guidance on acceptable disposal practices. Generators of waste containing this contaminant (≥100 kg/mo) must conform with EPA regulations governing storage, transportation, treatment, and waste disposal.참고 문헌
Formation Mechanisms of Naphthalene and Indene: From the Interstellar Medium to Combustion Flames. DOI:10.1021/acs.jpca.6b09735Functional Naphthalene Diimides: Synthesis, Properties, and Applications. DOI:10.1021/ACS.CHEMREV.6B00160
The 100 Most Important Chemical Compounds: A Reference Guide DOI:10.5860/choice.45-3798
A comprehensive guide to the hazardous properties of chemical substances DOI:10.1002/9780470134955
A Dictionary of Chemistry (6th edition) DOI:10.1108/09504120910935291
TOXICOLOGICAL REVIEW of NAPHTHALENE
Naphthalene - Environmental Protection Agency
나프탈렌 준비 용품 및 원자재
원자재
준비 용품
1,4,5,8-나프탈렌테트라카르복실산
1-나프톨
Peri acid
VAT 옐로우 4
다이소듐메틸렌다이나프탈렌설포네이트
DIBENZANTHRONE
리놀렌산
부틸나프탈렌술폰산 나트륨
질화나프탈렌
1,5-나프탈렌디올
Vat Brown 5
타닌산
디노닐나프탈렌 술폰산 바륨
Vat Yellow 2
SEC-BUTYLAMINE
1-나프탈렌아세트산
2-Amino-4,8-naphthalenedisulfonic acid
2,6-DIMETHYLNAPHTHALENE
이소펜탄
dispersing agent CNF
5- 아미노 나프탈렌 -2- 설 폰산
나프텐산
Dispersing agent DN
무수프탈산
5-Amino-1-naphthalenesulfonic acid
Slushing agent,high efficiency
나프탈렌술폰 산, 중합물 ,함유 포름알데히드, 나트륨 염
1-요오도나프탈렌
1,5-나프탈렌다이설폰산
벤조산
1-나프틸아민
Slushing agent
synthetic fiber oil QDC-201
2-나프톨
1-Naphthol-5-sulfonic acid
비등석
나프탈렌 공급 업체
글로벌( 533)공급 업체
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