N-메틸아닐린
N-메틸아닐린 · (메틸아미노)벤젠 · N-메틸-N-페닐아민 · N-메틸벤젠아민 · N-메틸페닐아민 · 메틸(페닐)아민 · 메틸페닐아민 · 모노메틸아닐린
식별자 및 물리적 특성
| CAS No. | 100-61-8 |
|---|---|
| 분자식 | C7H9N |
| 평균 분자량 | 107.15 g/mol |
| 단동위원소 질량 | 107.07349929 g/mol |
| SMILES | CNc1ccccc1 |
| InChIKey | AFBPFSWMIHJQDM-UHFFFAOYSA-N |
| PubChem CID | 7515 |
| ChEMBL | CHEMBL170781 |
| ChEBI | CHEBI:15733 |
| EC No. | 202-870-9 |
| DTXSID | DTXSID9021841 |
| 현지명 | N-메틸아닐린 |
화학 및 물리적 성질
| XLogP | 1.7 |
|---|---|
| 극성 표면적 | 12 |
| 수소 결합 공여자 수 | 1 |
| 수소 결합 수용자 수 | 1 |
| 회전 가능 결합 수 | 1 |
| 무거운 원자 수 | 8 |
| 형식 전하 | 0 |
| 복잡도 | 55.4 |
| 물질 분류 | Nitrogen Compounds -> Amines, AromaticFlammable agents - 2nd degreeDye |
| SpringerMaterials Properties | 13C nuclear magnetic resonance spectrum |
| LogP(분배 계수) | Log kow = 1.661.7 |
| 냄새 | Weak, ammonia-like odor.아닐린 같은 냄새 |
| 밀도 | 0.989 at 68 °F (USCG, 1999) - Less dense than waterwill float0.989 @ 20 °C/4 °CRelative density (water = 1): 0.990.99 @ 20°C0.989 g/mL at 25 °C (lit.) |
| Viscosity | 2.568 cP @ 15 °C1.766 cP @ 30 °C |
| Color/Form | COLORLESS OR SLIGHTLY YELLOW LIQYellow to light brown liquid. |
| 용해도 | 1 to 5 mg/mL at 70.7 °F (NTP, 1992)SOL IN ETHANOL, ETHER, CARBON TETRACHLORIDE5624 mg/l @ 25 °CSolubility in water: noneInsoluble물: 경미하게 녹는30g/L |
| 인화점 | 175 °F (NTP, 1992)175 °F CC79.5 °C c.c.174 °F |
| 끓는 점 | 385.3 °F at 760 mmHg (NTP, 1992)196.25 °C194-196 °C196.2 °C @760 [mm Hg]384 °F196 °C (lit.) |
| Decomposition | WHEN HEATED TO DECOMP, IT EMITS HIGHLY TOXIC FUMES OF /NITROGEN OXIDES/. |
| 녹는점 | -71 °F (NTP, 1992)-57 °C-57 °C (lit.) |
| 증기압 | 0.5 hPa (20 °C) |
| 굴절률 | n20/D 1.571(lit.) |
| 저장 조건 | Store below +30°C. |
| 물리적 상태 | 액체 |
| pKa(산도 계수) | 4.84(at 25℃) |
| 색상 | 투명한 노란색에서 갈색까지 |
| pH | 7.6 (1g/l, H2O, 20℃) |
| 용해도 | 30g/L |
| 비열 | Cp(liquid): 1.93 J/(g·K), at 25℃ |
| Merck | 14,6019 |
| BRN | 741982 |
| 헨리 상수 | (x 10-5 atmm3/mol): 1.19 at 25 °C (approximate - calculated from water solubility and vapor pressure) |
| 유전율 | 6.0(22℃) |
| 안정성 | 강한 산화제와 호환되지 않습니다. 공기에 노출되면 변색됩니다. |
| InChI | 1S/C7H9N/c1-8-7-5-3-2-4-6-7/h2-6,8H,1H3 |
| InChIKey | AFBPFSWMIHJQDM-UHFFFAOYSA-N |
| SMILES | CNc1ccccc1 |
| LogP(분배 계수) | 1.66 at 20℃ |
| NIST | Aniline, N-methyl-(100-61-8) |
| EPA | N-Methylaniline (100-61-8) |
화학적 성질
N-Methylaniline is a yellow to light brown oily liquid with a weak, ammonia-like odor. soluble in ethanol, ether, chloroform, slightly soluble in water. Turns reddishbrown if left standing.
안전 및 규제
| GHS 분류 | DangerH301: Toxic if swallowed [Danger Acute toxicity, oral]P260, P261, P262, P264, P270, P271, P273, P280, P301+P316, P302+P352, P304+P340, P316, P319, P321, P330, P361+P364, P391, P403+P233, P405, and P501 (click each P-code to see the statement)H301 (100%): Toxic if swallowed [Danger Acute toxicity, oral]P260, P261, P262, P264, P264+P265, P270, P271, P273, P280, P301+P316, P302+P352, P304+P340, P305+P351+P338, P316, P319, P321, P330, P337+P317, P361+P364, P391, P403+P233, P405, and P501 (click each P-code to see the statement) |
|---|---|
| 규제 정보 | Chemical: Benzenamine, N-methyl-Benzenamine, N-methyl- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Benzenamine, N-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: 28-06-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/12653Methylaniline: 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) | Poison |
| 화재 위험 | Special Hazards of Combustion Products: Toxic vapors are generated when heated. (USCG, 1999)· Combustible material: may burn but does not ignite readily.Combustible. Gives off irritating or toxic fumes (or gases) in a fire. Above 79.5 °C explosive vapour/air mixtures may be formed. |
| 건강 유해성 | Inhalation causes dizziness and headache. Ingestion causes blush discoloration (cyanosis) of lips, ear lobes, and fingernail beds. Liquid irritates eyes. Absorption through skin produces same symptoms as for ingestion. (USCG, 1999)· TOXIC and/or CORROSIVEinhalation, ingestion or skin contact with material may cause severe injury or death. |
| 유해성 요약 | Methemoglobinemia and liver injury occur in animals exposed to high concentrations over a period of weeks and months. There are no reports of human poisoning by monomethyl aniline. Listed in table of Industrial Chemicals for Which Methemoglobin Formation is the Principal Cause of Toxicity |
용도
용도
N-Methylaniline is used as a solvent and in organic synthesis. It is used in the production of cationic brilliant red FG, cationic pink B, reactive yellow brown KGR, etc. in the dye industry. N-methylaniline is an intermediate in the synthesis of the insecticide buprofezin and the herbicide mefenacet.
용도
N-methylaniline was used as raw material, and metal-organic skeleton material CAU-10pydc was used as catalyst to catalyze the reaction of CO2 with n-methylaniline to produce N-methyl-N-phenylformamide in mild conditions and green solvent acetonitrile[1]. Poly (N-methylaniline) (PNMA) was prepared by the electrooxidation of N-methylaniline in acidic aqueous solution. PNMA prepared in acidic aqueous solution with different organic solvents and anions had different conductivity. Such as the experimental group added acetonitrile, N, N-dimethylformamide and dimethylsulfoxide, and the experimental group which adding dimethylsulfoxide had the strongest conductivity[2].References:[1] Zhiqiang Wang, Chenghua Deng, Xiao Liu, Wenmin Wang, Highly efficient conversion of CO2 into N-formamides catalyzed by a noble-metal-free aluminum-based MOF under mild conditions, 2023, 52, 11163-11167.[2] Jun YANO , Hiroko YOSHIKAWA , Tomomi MUKAI , Sumio YAMASAKI , Akira KITANI, Effect of Anions and Added Organic Solvents of Polymerizing Solutions on the Conductivity of Poly (N-methylaniline), 2006, 74, 42-48.
일반 설명
Chemical oxidation of N-methylaniline with dichromate (oxidant) has been studied by Raman spectroscopy.
제조 및 합성 방법
제조 방법
N-methylaniline was synthesized by the reaction of aniline with dimethyl sulfate. Dimethyl sulfate was added dropwise to the mixed solution of aniline and water below 10°C, stirred for 1 h, and then added dropwise with 30% sodium hydroxide solution. The upper layer is the organic phase, and the lower layer is extracted with benzene. After the benzene is recovered from the extract, the obtained oil Chemicalbook-like substance is combined with the organic phase to obtain a mixture of aniline, N-methylaniline and N,N-dimethylaniline. The mixture was treated with sulfuric acid, and the aniline formed sulfate crystals which were filtered off. N,N-dimethylaniline can be converted to N-methylaniline by the following reaction.