m-Nitroacetophenone
1-(3-NITROPHENYL)ETHANONE · M-NITROACETOPHENONE · 3'-nitroacetophenone · (3-nitrophenyl)methylketone · usafma-1 · USAF ma-1 · AKOS 233-65 · AURORA 14018
식별자 및 물리적 특성
| CAS No. | 121-89-1 |
|---|---|
| 분자식 | C8H7NO3 |
| 평균 분자량 | 165.15 g/mol |
| 단동위원소 질량 | 165.04259308 g/mol |
| SMILES | CC(=O)c1cccc([N+](=O)[O-])c1 |
| InChIKey | ARKIFHPFTHVKDT-UHFFFAOYSA-N |
| PubChem CID | 8494 |
| ChEMBL | CHEMBL1327526 |
| EC No. | 204-504-3 |
| DTXSID | DTXSID1025722 |
화학 및 물리적 성질
| XLogP | 1.4 |
|---|---|
| 극성 표면적 | 62.9 |
| 수소 결합 공여자 수 | 0 |
| 수소 결합 수용자 수 | 3 |
| 회전 가능 결합 수 | 1 |
| 무거운 원자 수 | 12 |
| 형식 전하 | 0 |
| 복잡도 | 197 |
| 물질 분류 | Nitrogen Compounds -> Other Aromatics (Nitrogen) |
| SpringerMaterials Properties | 13C nuclear magnetic resonance spectrum |
| LogP(분배 계수) | log Kow= 1.42 (experimental) |
| Color/Form | NEEDLES FROM ALCOHOL |
| 용해도 | less than 0.1 mg/mL at 68 °F (NTP, 1992)SOL IN WATER, ETHERSLIGHTLY SOL IN ALCOHOLDMSO(약간 용해됨), 메탄올(약간 용해됨) |
| 끓는 점 | 396 °F at 760 mmHg (NTP, 1992)202 °C202 °C(lit.) |
| 녹는점 | 178 °F (NTP, 1992)81 °C76-78 °C(lit.) |
| 증기압 | 0.0024 [mmHg]3.86X10-5 mm Hg at 25 °C0.32Pa at 25℃ |
| Physical Description | 3-nitroacetophenone is a light beige powder. (NTP, 1992)Light beige solid[CAMEO] Tan powder[MSDSonline] |
| 밀도 | 1.3450 (rough estimate) |
| 굴절률 | 1.5468 (estimate) |
| 인화점 | 202°C |
| 저장 조건 | Sealed in dry,Room Temperature |
| 물리적 상태 | 결정성 분말 |
| 색상 | 노란색에서 노란색-녹색 |
| 냄새 | 냄새 없는 |
| 용해도 | 20°C에서 <0.01g/100mL |
| BRN | 743002 |
| 안정성 | 안정적인. 강한 산화제, 강한 염기와 호환되지 않습니다. |
| InChI | 1S/C8H7NO3/c1-6(10)7-3-2-4-8(5-7)9(11)12/h2-5H,1H3 |
| InChIKey | ARKIFHPFTHVKDT-UHFFFAOYSA-N |
| SMILES | CC(=O)c1cccc(c1)[N+]([O-])=O |
| LogP(분배 계수) | 1.42 |
| NIST | 3-Nitroacetophenone(121-89-1) |
| EPA | 3-Nitroacetophenone (121-89-1) |
화학적 성질
white to light beige crystalline powder or yellow needle-like crystals. soluble in hot water and ether, slightly soluble in ethanol. can be volatile with water vapor.
안전 및 규제
| GHS 분류 | This chemical does not meet GHS hazard criteria for 27.3% (3 of 11) of reports.H412 (72.7%): Harmful to aquatic life with long lasting effects [Hazardous to the aquatic environment, long-term hazard]P273, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 11 reports by companies from 3 notifications to the ECHA C&L Inventory. |
|---|---|
| 규제 정보 | Chemical: Ethanone, 1-(3-nitrophenyl)-Status: Active Update: 29-04-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/17481Ethanone, 1-(3-nitrophenyl)-: Does not have an individual approval but may be used under an appropriate group standard |
| 화재 위험 | Flash point data for this chemical are not available, however it is probably combustible. (NTP, 1992) |
| 유해성 요약 | A mutagen and mild skin irritant[RTECS] Emergency treatment: Irritants[HSDB] An irritant[MSDSonline] |
| 반응성 그룹 | Ketones |
| Reactivity Profile | A nitrated ketone. Ketones are reactive with many acids and bases liberating heat and flammable gases (e.g., H2). The amount of heat may be sufficient to start a fire in the unreacted portion of the ketone. Ketones react with reducing agents such as hydrides, alkali metals, and nitrides to produce flammable gas (H2) and heat. Ketones are incompatible with isocyanates, aldehydes, cyanides, peroxides, and anhydrides. They react violently with aldehydes, HNO3, HNO3 + H2O2, and HClO4. |
| Air and Water Reactions | Insoluble in water. |
| Hazard Classes and Categories | Aquatic Chronic 3 (72.7%) |
| 소화 | Fires involving this compound can be extinguished using a dry chemical, carbon dioxide or Halon extinguisher. (NTP, 1992) |
| 응급 처치 | EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop. |
용도
용도
3''-Nitroacetophenone is used as a reactant in the synthesis of fluorine based aminothiazoles with antimicrobial activity.
일반 설명
3-nitroacetophenone is a light beige powder. It is an anthropogenic compound which is used as a synthetic intermediate in the production of dyes and other organic compounds. (NTP, 1992)
제조 및 합성 방법
제조 방법
3-Nitroacetophenone is synthesized from acetophenone by nitration.Synthesis of 3-nitroacetophenone
생산 방법
Acetophenone is carefully dissolved in concentrated sulfuric acid at 0 ℃, and mixed acid is added slowly below 0 ℃. The crude product is precipitated by quenching into ice, filtered, and washed acid free. Purification, mainly from the ortho isomer, is achieved by recrystallization from ethanol with significant lowering of the overall yield to ca. 55 %.