α-피콜린
2-메틸피리딘 · 2-피콜린 · α-피콜린 · 2-METHYLPYRIDINE · α-picoline · o-Picoline · a-Picoline · ALPHA-PICOLINE
식별자 및 물리적 특성
| CAS No. | 109-06-8 |
|---|---|
| 분자식 | C6H7N |
| 평균 분자량 | 93.13 g/mol |
| 단동위원소 질량 | 93.05784922 g/mol |
| SMILES | Cc1ccccn1 |
| InChIKey | BSKHPKMHTQYZBB-UHFFFAOYSA-N |
| PubChem CID | 7975 |
| ChEMBL | CHEMBL15732 |
| ChEBI | CHEBI:50415 |
| EC No. | 203-643-7 |
| DTXSID | DTXSID9021899 |
| 현지명 | α-피콜린 |
화학 및 물리적 성질
| XLogP | 1.1 |
|---|---|
| 극성 표면적 | 12.9 |
| 수소 결합 공여자 수 | 0 |
| 수소 결합 수용자 수 | 1 |
| 회전 가능 결합 수 | 0 |
| 무거운 원자 수 | 7 |
| 형식 전하 | 0 |
| 복잡도 | 52.1 |
| 물질 분류 | Nitrogen Compounds -> PyridinesFlammable agents - 2nd degreeFlammable agents - 3rd degree |
| 의약품 | Pharmaceuticals -> Listed in ZINC15 |
| pH | /SRP/: Weak base8.5 (100g/l, H2O, 20℃) |
| SpringerMaterials Properties | 15N nuclear magnetic resonance spectrum |
| LogP(분배 계수) | log Kow = 1.11 |
| 냄새 | Strong unpleasant odor불쾌한 냄새 |
| 밀도 | 0.944 at 68 °F (USCG, 1999) - Less dense than waterwill float0.9443 at 20 °C/4 °CRelative density (water = 1): 0.950.950 @ 15°C0.942-0.946 at 20 °C 0.943 g/mL at 25 °C (lit.) |
| 향미제 | EU Flavoring substances |
| Color/Form | Colorless liquid |
| 용해도 | greater than or equal to 100 mg/mL at 68 °F (NTP, 1992)Miscible in water at 20 °CVery sol in acetoneMiscible with alcohol, etherSolubility in water: miscibleH2O: 자유롭게 용해됨 |
| 인화점 | 97 °F (NTP, 1992)26 °C102 °F (39 °C)(Open cup)26 °C c.c.79 °F |
| 끓는 점 | 262 to 264 °F at 760 mmHg (NTP, 1992)129.4 °C128-129 °C129 °C @760 [mm Hg]128-129 °C (lit.) |
| 녹는점 | -70 °C (lit.) |
| 증기 밀도 | 3.2 (vs air) |
| 증기압 | 10 mm Hg ( 24.4 °C) |
| 굴절률 | n20/D 1.500(lit.) |
| 저장 조건 | Store below +30°C. |
| pKa(산도 계수) | 5.97(at 20℃) |
| 물리적 상태 | 액체 |
| 색상 | 맑은 연한 노란색 |
| 향취 유형 | 습기 |
| 폭발한계 | 1.4-8.6%(V) |
| 용해도 | 혼용 가능 |
| 비열 | Cp(liquid): 1.7 J/(g·K), at 25℃ |
| Merck | 14,7400 |
| BRN | 104581 |
| 헨리 상수 | 9.8×10-1 mol/(m3Pa) at 25℃, Brockbank (2013) |
| 유전율 | 9.8000000000000007 |
| 안정성 | 안정적인. 가연성. 강한 산화제, 황산, 산, 금속, 황산철(II), 과산화수소와 호환되지 않습니다. 흡습성. |
| InChI | 1S/C6H7N/c1-6-4-2-3-5-7-6/h2-5H,1H3 |
| InChIKey | BSKHPKMHTQYZBB-UHFFFAOYSA-N |
| SMILES | Cc1ccccn1 |
| LogP(분배 계수) | 1.11 at 20℃ |
| NIST | Pyridine, 2-methyl-(109-06-8) |
| EPA | 2-Methylpyridine (109-06-8) |
화학적 성질
colourless to yellow liquid with an unpleasant smell
안전 및 규제
| GHS 분류 | WarningH226: Flammable liquid and vapor [Warning Flammable liquids]P210, P233, P240, P241, P242, P243, P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P317, P319, P321, P330, P337+P317, P362+P364, P370+P378, P403+P233, P403+P235, P405, and P501 (click each P-code to see the statement)This chemical does not meet GHS hazard criteria for 2.7% (11 of 409) of reports.DangerH226 (97.3%): Flammable liquid and vapor [Warning Flammable liquids] |
|---|---|
| 규제 정보 | Chemical: Pyridine, 2-methyl-Commission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012)Pyridine, 2-methyl- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Pyridine, 2-methyl- 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: 17-10-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/176852-Methylpyridine: 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.) |
| 운송 라벨(DOT) | Flammable Liquid |
| 화재 위험 | Special Hazards of Combustion Products: When heated to decompo- sition, emits toxic fumes of cyanide.Flammable. Gives off irritating or toxic fumes (or gases) in a fire. Above 26 °C explosive vapour/air mixtures may be formed. |
| 화재 가능성 | Moderate fire riskFlammable liquid when exposed to heat or flame. |
| 건강 유해성 | INHALATION, INGESTION OR SKIN ABSORPTION: Narcosis, headache, nausea, giddiness, vomiting. EYES: Severe irritation. SKIN: Causes burns. INGESTION: Irritation and gastric upset. (USCG, 1999) |
| 유해성 요약 | May cause first degree burns after short exposure and second degree burns after longer contactLiver and kidney injury after chronic exposure have been reported. [CHRIS] See Pyridine.A corrosive substance that can cause injury to the skin, eyes, and respiratory tract |
용도
출처
2-Methylpyridine is released in atmospheric emissions from coal during processing into tar, pitch and coke (Windholz et al 1983; Naizer and Mashek 1974). It is also a byproduct of coal gasification and liquefaction processes (Pellizzori et al 1979; Stuermer et al 1982) and oil shale retorting (Pellizzari et al 1979). It is present in coal and is released in stack emissions (Opresko 1982). 2-Methylpyridine has been identified in effluences from the following industries: timber products, organic chemicals, pharmaceuticals and public waste treatment facilities (Schackleford and Cline 1983). 2-Methylpyridine also is a constituent of tobacco smoke (Brunneman 1978).2-Methylpyridine is biodegradable. A 1 mM solution of 2-methylpyridine exposed in soil microorganism was completely degraded in 14-33 d under aerobic conditions, but not degraded after 97 d in anaerobic conditions (Naik et al 1972).
용도
2-Picoline is used as an intermediate in agrochemicals and pharmaceuticals. It serves as a solvent as well as to prepare dyes and resins. It finds application as a constituent in cigarette smoke, bone oil, coal tar and coke oven emissions. Further, it acts as a precursor of 2-vinylpyridine, picolinic acid and nitrapyrin. It is also employed to study the electron and proton transfer reactions of lumiflavin. In addition, it is used in the synthetic pathway for the preparation of dearomatized, allylated and carbon-hydrogen bond activated pyridine derivatives.
일반 설명
Colorless liquid with a strong, unpleasant odor. Floats on water. Poisonous vapor is produced.
제조 및 합성 방법
생산 방법
2-Methylpyridine is synthesized by distillation of coal tar or bone oil or by vapor phase reaction of acetaldehyde and ammonia in a 3:1 ratio followed by isolation of 2-methylpyridine from the reaction mixture (Considine 1974). It also can be synthesized from cyclohexylamine with excess ammonia and ZnCl2 at 350°C, resulting in a 40-50% yield; or prepared from ethylene-mercuric acetate adduct with ammonia water with a 70% yield (Windholz et al 1983). Production in 1977 probably exceeded one million pounds (Opresko 1982).