1,8-디니트로나프탈렌
1,8-디니트로나프탈렌 · 1,8-Dinitronaphthale · 1,8-Dinitrophthalene · 1,8-Dinitronapthalene · LABOTEST-BB LT00436938 · 1,8-DINITRONAPHTHALENE · 1,8-dinitro-naphthalen · Naphthalene, 1,8-dinitro-
식별자 및 물리적 특성
| CAS No. | 602-38-0 |
|---|---|
| 분자식 | C10H6N2O4 |
| 평균 분자량 | 218.17 g/mol |
| 단동위원소 질량 | 218.03275667 g/mol |
| SMILES | O=[N+]([O-])c1cccc2cccc([N+](=O)[O-])c12 |
| InChIKey | AVCSMMMOCOTIHF-UHFFFAOYSA-N |
| PubChem CID | 11764 |
| ChEMBL | CHEMBL167529 |
| ChEBI | CHEBI:50642 |
| EC No. | 210-016-1 |
| DTXSID | DTXSID9025166 |
| 현지명 | 1,8-디니트로나프탈렌 |
화학 및 물리적 성질
| XLogP | 2.5 |
|---|---|
| 극성 표면적 | 91.6 |
| 수소 결합 공여자 수 | 0 |
| 수소 결합 수용자 수 | 4 |
| 회전 가능 결합 수 | 0 |
| 무거운 원자 수 | 16 |
| 형식 전하 | 0 |
| 복잡도 | 268 |
| 물질 분류 | Nitrogen Compounds -> Nitros, Aromatic |
| SpringerMaterials Properties | 13C nuclear magnetic resonance spectrum |
| LogP(분배 계수) | 2.52 |
| 용해도 | less than 1 mg/mL at 66 °F (NTP, 1992)DMSO(약간 용해됨), 메탄올(약간 용해됨) |
| 녹는점 | 340 to 342 °F (NTP, 1992)161 °C |
| 증기 밀도 | 7.51 (NTP, 1992) - Heavier than airwill sink (Relative to Air) |
| 증기압 | 0.00000428 [mmHg] |
| Physical Description | 1,8-dinitronaphthalene appears as yellow crystals. (NTP, 1992)Yellow solid[CAMEO] Yellow crystalline powder[MSDSonline] |
| 끓는 점 | 358.84°C (rough estimate) |
| 밀도 | 1.4330 (rough estimate) |
| 굴절률 | 1.7040 (estimate) |
| 물리적 상태 | 고체 |
| 색상 | 연한 노란색에서 밝은 노란색까지 |
| 용해도 | 34mg/L(15 ºC) |
| 헨리 상수 | 5.2×103 mol/(m3Pa) at 25℃, Parnis et al. (2015) |
| 안정성 | 안정성 충격 및 열에 민감 - 가열하거나 접지하면 격렬하게 반응할 수 있습니다. 타기 쉬운. 강한 산화제와 호환되지 않습니다. |
| InChI | 1S/C10H6N2O4/c13-11(14)8-5-1-3-7-4-2-6-9(10(7)8)12(15)16/h1-6H |
| InChIKey | AVCSMMMOCOTIHF-UHFFFAOYSA-N |
| SMILES | [O-][N+](=O)c1cccc2cccc([N+]([O-])=O)c12 |
| NIST | Naphthalene, 1,8-dinitro-(602-38-0) |
| EPA | 1,8-Dinitronaphthalene (602-38-0) |
화학적 성질
Light yellow to Yellow to Orange powder to crystal.
안전 및 규제
| GHS 분류 | DangerH228 (97.5%): Flammable solid [Danger Flammable solids]P210, P240, P241, P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P370+P378, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 40 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.Not Classified |
|---|---|
| 규제 정보 | Naphthalene, 1,8-dinitro-: Does not have an individual approval but may be used under an appropriate group standard |
| 화재 위험 | Flash point data for this chemical is not available, however it is probably combustible. (NTP, 1992) |
| 건강 유해성 | SYMPTOMS: Symptoms of exposure to this compound may include irritation of the skin, eyes and mucous membranesskin pigmentation, headache, dizziness, cyanosis, nausea, vomiting, anemia, insomnia, fatigue, weight loss, central nervous system depression, liver damage, toxic hepatitis, and kidney damage. |
| 유해성 요약 | Potentially explosive[Ullmann] ExplosiveA strong oxidizing agentA skin, eye, and mucous membrane irritantSymptoms of exposure to this compound may include skin pigmentation, headache, dizziness, cyanosis, nausea, vomiting, anemia, insomnia, fatigue, weight loss, central nervous system depression, liver damage, toxic hepatitis, and kidney damage. [CAMEO] An irritantMay induce methemoglobinemia[MSDSonline] See 2-Nitronaphthalene. |
| 반응성 그룹 | Nitro, Nitroso, Nitrate, and Nitrite Compounds, Organic |
| Reactivity Alerts | Explosive |
| Reactivity Profile | 1,8-DINITRONAPHTHALENE is sensitive to heat and shock. (NTP, 1992) |
| Air and Water Reactions | Insoluble in water. |
| Hazard Classes and Categories | Flam. Sol. 2 (97.5%) |
| 소화 | Fires involving this compound can be controlled 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. |
| 비화재 누출 대응 | SMALL SPILLS AND LEAKAGE: You should dampen the solid spill material with acetone, then transfer the dampened material to a suitable container. Use absorbent paper dampened with acetone to pick up any remaining material. Seal your contaminated clothing and the adsorbent paper in a vapor-tight plastic bag for eventual disposal. Solvent wash all contaminated surfaces with acetone followed by washing with a strong soap and water solution. Do not reenter the contaminate area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned. |
| Personal Protective Equipment (PPE) | RECOMMENDED RESPIRATOR: Where the neat test chemical is weighed and diluted, wear a NIOSH-approved half face respirator equipped with an organic vapor/acid gas cartridge (specific for organic vapors, HCl, acid gas and SO2) with a dust/mist filter. (NTP, 1992) |
| 유해 작용 | Occupational hepatotoxin - Secondary hepatotoxins: the potential for toxic effect in the occupational setting is based on cases of poisoning by human ingestion or animal experimentation. |
| 수질 위해 등급(WGK) | 3 |
| TSCA 등재 상태 | TSCA listed |
| RTECS 번호 | QJ4552000 |
| 운송 번호(UN) | 2811 |
| 위험 문구(R) | 11-36/37/38 |
| 위험 표시 | F,Xi |
| 안전 문구(S) | 16-26-36 |
| 포장분류 | III |
| 위험 등급 | 6.1(b)Eye Irrit. 2Flam. Sol. 2Skin Irrit. 2STOT SE 3 |
| 저장 분류 | 4.1B - Flammable solid hazardous materials |
용도
용도
1,8-Dinitronaphthalene (cas# 602-38-0) is a compound useful in organic synthesis.
일반 설명
1,8-dinitronaphthalene appears as yellow crystals. (NTP, 1992)
제조 및 합성 방법
제조 방법
Separation of dinitronaphthalene: Crude mixtures of dinitronaphthalene (5 g, from Table-3 run 8) was placed together with 50 mL acetone in a 100 mL flask, stirred and heated to reflux. The suspension was refluxing for 2 h and then cooled to 30 oC by stirred and filtered quickly. The precipitate was recrystallized by acetone and 1,5-dinitronaphthalene as light yellow crystals (1.725 g) was got. Then the filter liquor was concentrated to one-thirds of original volume, filtered, the precipitate was recrystallized by toluene and 1,8- dinitronaphthalene as light yellow crystals (1.987 g) was got. 1, 5-Dinitronaphthalene: m.p. 215-216 oC, 1H NMR (400 MHz, CDCl3): δ = 7.84 (t, 2H), 8.33 (d, 2H), 8.81 (d, 2H). 1, 8-Dinitronaphthalene: m.p. 172-173 oC, 1H NMR (400 MHz, CDCl3): δ = 7.98 (t, 2H), 8.51 (dd, 4H). Zeolite-Assisted Regioselective Synthesis of Dinitronaphthalene