퀴놀린
퀴놀린 · 1-아자나프탈렌 · 1-벤즈아진 · 1-벤진 · 벤조(B)피리딘 · 키놀렌 · 로이콜 · 로
식별자 및 물리적 특성
| CAS No. | 91-22-5 |
|---|---|
| 분자식 | C9H7N |
| 평균 분자량 | 129.16 g/mol |
| 단동위원소 질량 | 129.05784923 g/mol |
| SMILES | c1ccc2ncccc2c1 |
| InChIKey | SMWDFEZZVXVKRB-UHFFFAOYSA-N |
| PubChem CID | 7047 |
| ChEMBL | CHEMBL14474 |
| ChEBI | CHEBI:17362 |
| EC No. | 202-051-6 |
| DTXSID | DTXSID1021798 |
| 현지명 | 퀴놀린 |
화학 및 물리적 성질
| XLogP | 2 |
|---|---|
| 극성 표면적 | 12.9 |
| 수소 결합 공여자 수 | 0 |
| 수소 결합 수용자 수 | 1 |
| 회전 가능 결합 수 | 0 |
| 무거운 원자 수 | 10 |
| 형식 전하 | 0 |
| 복잡도 | 111 |
| pH | Weak tertiary base7.3 (5g/l, H2O, 20℃) |
| LogP(분배 계수) | log Kow= 2.032.06 |
| 냄새 | Penetrating odor, not as offensive as pyridineUnpleasant odor강하고 불쾌합니다. |
| 밀도 | 1.095 at 68 °F (USCG, 1999) - Denser than waterwill sink1.0900 @ 25 °C/4 °CRelative density (water = 1): 1.091.0977 @ 15°C1.093 g/mL at 25 °C (lit.) |
| Viscosity | 2.997 millipascal second (=cP) at 30 °C |
| Color/Form | COLORLESS TO BROWN /SRP: TECHNICAL GRADE/Highly refractive/darkens with ageColorless liquid |
| 용해도 | less than 0.1 mg/mL at 72.5 °F (NTP, 1992)Soluble in alcohol, ether, and carbon disulfideMiscible with oxygenated solventsMore sol in hot than cold watersol in ethanol, ethyl ether, acetone, carbon disulfide and other common organic solvents.In water, 6,110 mg/l @ 25 °C6.11 mg/mL at 25 °C6g/L |
| Corrosivity | May attack some forms of plastic |
| 인화점 | 138 °F (NFPA, 2010)105 °C99 °C, (Closed Cup)101 °C c.c.214 °F |
| 끓는 점 | 460 °F at 760 mmHg (NTP, 1992)237.7 °C @ 760 mm Hg239.00 °C. @ 760.00 mm Hg238 °C237.16 °C @760 [mm Hg]113-114 °C/11 mmHg (lit.) 237 °C (lit.) |
| Decomposition | When heated to decomposition it emits toxic fumes of /nitrogen oxides/. |
| 녹는점 | 5 °F (NTP, 1992)-14.78 °C-15.6 °C-15 °C-17--13 °C (lit.) |
| 증기 밀도 | 4.5 (vs air) |
| 증기압 | 0.07 mm Hg ( 20 °C) |
| 굴절률 | n20/D 1.625(lit.) |
| 저장 조건 | Store below +30°C. |
| 물리적 상태 | 액체 |
| pKa(산도 계수) | 4.9(at 20℃) |
| 색상 | 보라색에서 진한 회색까지 |
| 향취 유형 | 약용 |
| 생물학적 소스 | synthetic |
| 폭발한계 | 1.2-7%(V) |
| 용해도 | 약간 용해됨 |
| Merck | 14,8068 |
| BRN | 107477 |
| 헨리 상수 | 5.9×100 mol/(m3Pa) at 25℃, Duchowicz et al. (2020) |
| 유전율 | 2.6(-180℃) |
| 안정성 | 안정적인. 강산, 강산화제와 호환되지 않습니다. 빛에 노출되면 변색될 수 있습니다. 흡습성 - 습기로부터 보호합니다. 일부 물질, 특히 강한 산화제와 격렬하고 예측할 수 없게 반응합니다. |
| 주요 응용 | 청소용품화장품향료 및 향음식 및 음료개인 위생 관리 |
| InChI | 1S/C9H7N/c1-2-6-9-8(4-1)5-3-7-10-9/h1-7H |
| InChIKey | SMWDFEZZVXVKRB-UHFFFAOYSA-N |
| SMILES | c1ccc2ncccc2c1 |
| LogP(분배 계수) | 2.04 at 22℃ |
| 표면장력 | 43.12mN/m at 20°C |
| NIST | Quinoline(91-22-5) |
| EPA | Quinoline (91-22-5) |
화학적 성질
Quinoline is a colorless liquid with a penetrating amine odor. Turns brown on exposure to light.
안전 및 규제
| GHS 분류 | DangerH302: Harmful if swallowed [Warning Acute toxicity, oral]H312: Harmful in contact with skin [Warning Acute toxicity, dermal]H315: Causes skin irritation [Warning Skin corrosion/irritation]H319: Causes serious eye irritation [Warning Serious eye damage/eye irritation]H341: Suspected of causing genetic defects [Warning Germ cell mutagenicity]H350: May cause cancer [Danger Carcinogenicity]H411: Toxic to aquatic life with long lasting effects [Hazardous to the aquatic environment, long-term hazard]P203, P264, P264+P265, P270, P273, P280, P301+P317, P302+P352, P305+P351+P338, P317, P318, P321, P330, P332+P317, P337+P317, P362+P364, P391, P405, and P501 (click each P-code to see the statement) |
|---|---|
| 규제 정보 | Chemical: QuinolineQuinoline is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Quinoline are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)Status: Active Update: 19-03-2021 https://echa.europa.eu/registration-dossier/-/registered-dossier/14335Status: Cease Manufacture Update: 29-01-2015 https://echa.europa.eu/registration-dossier/-/registered-dossier/1376Status: No longer Valid Update: 26-05-2010 https://echa.europa.eu/registration-dossier/-/registered-dossier/1208Status: Cease Manufacture Update: 03-04-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/23492Status: Cease Manufacture Update: 08-05-2013 https://echa.europa.eu/registration-dossier/-/registered-dossier/6927Quinoline: Does not have an individual approval but may be used under an appropriate group standardThe New Jersey Worker and Community Right to Know Act requires public and private employers to provide information about hazardous substances at their workplaces. (N.J.S.A. 34:5A-1 et. seq.) |
| 기타 안전 정보 | IMAP assessments - Quinolines: Human health tier II assessment |
| 운송 라벨(DOT) | Poison |
| 화재 위험 | Special Hazards of Combustion Products: Toxic oxides of nitrogen may form in fires.Behavior in Fire: Heat exposure may cause pressure build-up in closed containers. (USCG, 1999) |
용도
용도
알칼로이드· 퀴놀린 염료 등의 합성원료가 되며, 미량 중금속이온의 정량분석 시약으로도 사용된다.
출처
Quinoline was discovered in coal tar distillate in 1834 by Runge. It is released to the environment through natural combustion processes and has been isolated from air particulates (Dong et al 1977). Quinoline may be a significant aqueous byproduct of synthetic fuel production (shale oil, coal processing) and from wood preservation production and use facilities. Small amounts also have been detected in tobacco smoke (Schmeltz and Hoffmann 1977).
용도
Quinoline is used in the manufacture of dyesand hydroxyquinoline salts; as a solvent forresins and terpenes; and therapeutically as anantimalarial agent. It occurs in coal tar insmall amounts.
일반 설명
A colorless liquid with a peculiar odor. Slightly denser than water. Contact may irritate to skin, eyes, and mucous membranes. May be toxic by ingestion. Used to make other chemicals.
제조 및 합성 방법
생산 방법
Quinoline may be synthesized by heating aniline with glycerol and nitrobenzene in sulfuric acid (Skraup method) or by reacting aniline, acetaldehyde, and a formaldehyde hemiacetal (Windholz et al 1983). Commercial production is by isolation from coal tar with greater than 100,000 lbs being produced in 1977. Production of refined quinoline has almost ceased due to low demand (Parris et al 1983).