4-브로모아닐린
4-브로모아닐린 · 4-브로모벤젠아민 · 1-아미노-4-브로모 벤젠 · p-브로모아닐린 · P-브로모페닐아민 · P-아미노브로모벤젠 · 아닐린, 4-브로모- · 아닐린, p-브로모-
식별자 및 물리적 특성
| CAS No. | 106-40-1 |
|---|---|
| 분자식 | C6H6BrN |
| 평균 분자량 | 172.02 g/mol |
| 단동위원소 질량 | 170.96836129 g/mol |
| SMILES | Nc1ccc(Br)cc1 |
| InChIKey | WDFQBORIUYODSI-UHFFFAOYSA-N |
| PubChem CID | 7807 |
| ChEMBL | CHEMBL57376 |
| EC No. | 203-393-9 |
| DTXSID | DTXSID7021867 |
| 현지명 | 4-브로모아닐린 |
화학 및 물리적 성질
| XLogP | 2.3 |
|---|---|
| 극성 표면적 | 26 |
| 수소 결합 공여자 수 | 1 |
| 수소 결합 수용자 수 | 1 |
| 회전 가능 결합 수 | 0 |
| 무거운 원자 수 | 8 |
| 형식 전하 | 0 |
| 복잡도 | 66.9 |
| 물질 분류 | Nitrogen Compounds -> Amines, Aromatic |
| SpringerMaterials Properties | 13C nuclear magnetic resonance spectrum |
| 농약 | Environmental transformation -> Pesticide transformation products (metabolite, successor) |
| LogP(분배 계수) | log Kow = 2.262.0 |
| 밀도 | 1.497 at 212 °F (NTP, 1992) - Denser than waterwill sink1.4970 at 99.6 °C/4 °CRelative density (water = 1): 1.5 (100 °C) |
| Color/Form | Bipyramidal rhombic crystals, needles from 60% alcoholColorless crystals |
| 용해도 | less than 1 mg/mL at 73 °F (NTP, 1992)Very soluble in alcohol and etherinsoluble in cold waterSolubility in water: poor에탄올: 용해성0.5g/10mL, 투명, 무색~거의 무색 |
| 끓는 점 | Decomposes (NTP, 1992)219.7 °CBP: decomposes223 °C230-250 °C |
| 녹는점 | 151.5 °F (NTP, 1992)66-66.5 °C66 °C56-62 °C (lit.) |
| 증기 밀도 | 5.9 (Air = 1)Relative vapor density (air = 1): 5.9 |
| 증기압 | 0.04 [mmHg]Vapor pressure, Pa at 25 °C: 22.6 |
| Physical Description | P-bromoaniline is a brown solid with a sweet odor. (NTP, 1992)Colorless solid[Hawley] Brown solid[CAMEO] White or brown powder[MSDSonline]COLOURLESS CRYSTALS. |
| 굴절률 | 1.5680 (estimate) |
| 인화점 | 222-224°C |
| 저장 조건 | Store below +30°C. |
| 물리적 상태 | 수정 같은 |
| pKa(산도 계수) | 3.86(at 25℃) |
| 색상 | 흰색에서 밝은 노란색 |
| 냄새 | 달콤한 |
| 용해도 | 23&C에서 <0.1g/100mL |
| Merck | 14,1404 |
| BRN | 742031 |
| 헨리 상수 | 1.1×101 mol/(m3Pa) at 25℃, HSDB (2015) |
| 유전율 | 13.0(-7℃) |
| 안정성 | 안정적인. 타기 쉬운. 강한 산화제, 과산화물, 산, 산 염화물, 산 무수물, 클로로포르메이트와 호환되지 않습니다. 공기에 민감할 수 있습니다. |
| InChI | 1S/C6H6BrN/c7-5-1-3-6(8)4-2-5/h1-4H,8H2 |
| InChIKey | WDFQBORIUYODSI-UHFFFAOYSA-N |
| SMILES | Nc1ccc(Br)cc1 |
| NIST | 4-Bromoaniline(106-40-1) |
| EPA | p-Bromoaniline (106-40-1) |
화학적 성질
Gray-brown crystals with a peculiar odor. When heated or burned, they break down and release harmful fumes that contain hydrogen bromide and nitrogen oxides. When dissolved in water, it acts as a mild base. It reacts with acids and powerful oxidizing agents. The compound 4-bromoaniline consists of a hydrophobic benzene ring and an amino group that assists in carrying substances and improving PSC stability.
안전 및 규제
| GHS 분류 | DangerH302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]P260, P261, P262, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P316, P317, P319, P321, P330, P332+P317, P337+P317, P361+P364, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 53 reports by companies from 12 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| 규제 정보 | Chemical: Benzenamine, 4-bromo-4-Bromoaniline: Does not have an individual approval but may be used under an appropriate group standard |
| 운송 라벨(DOT) | Poison |
| 화재 위험 | Flash point data are not available for this chemical, but it is probably combustible. (NTP, 1992)Combustible. Gives off irritating or toxic fumes (or gases) in a fire. |
| 건강 유해성 | SYMPTOMS: Symptoms of exposure to this compound may include cyanosis (blue-black lips and tonguegray skin) due to methemoglobinemia, headache, nausea and vomiting, dry throat, confusion, dizziness, tinnitus, weakness, irritability, drowsiness, coma, seizures, hypotension, fainting, joint pains, hemolytic anemia, jaundice, hepatic and renal damage, and bloody urine. |
| 유해성 요약 | Causes flaccid paralysis, cyanosis, and weight loss in high-dose feeding studies of rats[RTECS] Emergency treatment: Methemoglobinemia[HSDB] Can induce methemoglobinemia[ICSC] An irritantMay induce methemoglobinemia[MSDSonline] See 4-Chloroaniline. |
| 반응성 그룹 | Aryl Halides |
| TSCA 요건 | Pursuant to section 8(d) of TSCA, EPA promulgated a model Health and Safety Data Reporting Rule. The section 8(d) model rule requires manufacturers, importers, and processors of listed chemical substances and mixtures to submit to EPA copies and lists of unpublished health and safety studies. 4-Bromoaniline is included on this list. Effective date: 10/4/82Sunset date: 10/4/92. |
| Reactivity Profile | Vapor may form highly reactive mixtures in air. (NTP, 1992) |
용도
용도
4-Bromoaniline is a brominated aniline that is commonly used as a building block in the preparation of pharmaceutical and organic compounds. It is used in the preparation of azo dyes and is condensed with formaldehyde to prepare dihydroquinazolines. In addition, 4-Bromoaniline is also used as an intermediate in the production of other chemicals such as metobromuron, a herbicide, and resorantel, an antiparasitic agent.
일반 설명
P-bromoaniline is a brown solid with a sweet odor. (NTP, 1992)
제조 및 합성 방법
제조 방법
4-bromoaniline can be made by reacting aniline with bromine with a protection with acetyl chloride.