1,2-Benzenedicarbonitrile, 4-nitro-
4-NITROPHTHALONITRILE · 4NPN · 4-NITROPHTALONITRILE · 4-Nitrophthalodinitrile · 4-nitro phthalic nitrile · ROXA-012 · RSYY（Avanafil)-57 · TIMTEC-BB SBB008410
식별자 및 물리적 특성
| CAS No. | 31643-49-9 |
|---|---|
| 분자식 | C8H3N3O2 |
| 평균 분자량 | 173.13 g/mol |
| 단동위원소 질량 | 173.02252634 g/mol |
| SMILES | N#Cc1ccc([N+](=O)[O-])cc1C#N |
| InChIKey | NTZMSBAAHBICLE-UHFFFAOYSA-N |
| PubChem CID | 97443 |
| EC No. | 250-748-9 |
| DTXSID | DTXSID4067642 |
화학 및 물리적 성질
| XLogP | 1.2 |
|---|---|
| 극성 표면적 | 93.4 |
| 수소 결합 공여자 수 | 0 |
| 수소 결합 수용자 수 | 4 |
| 회전 가능 결합 수 | 0 |
| 무거운 원자 수 | 13 |
| 형식 전하 | 0 |
| 복잡도 | 302 |
| 녹는점 | 142-144 °C(lit.) |
| 끓는 점 | 303.75°C (rough estimate) |
| 밀도 | 1.4553 (rough estimate) |
| 굴절률 | 1.6500 (estimate) |
| 저장 조건 | Sealed in dry,Room Temperature |
| 물리적 상태 | 결정질 분말, 결정 및/또는 덩어리 |
| 색상 | 밝은 노란색, 밝은 녹색 또는 밝은 회색에서 베이지색 |
| 용해도 | 물에 난용성.(0.26 g/L) (25°C), |
| BRN | 1877554 |
| 주요 응용 | 진단 검사 제조혈액학조직학 |
| InChI | InChI=1S/C8H3N3O2/c9-4-6-1-2-8(11(12)13)3-7(6)5-10/h1-3H |
| InChIKey | NTZMSBAAHBICLE-UHFFFAOYSA-N |
| SMILES | C1(C#N)=CC=C([N+]([O-])=O)C=C1C#N |
| EPA | 1,2-Benzenedicarbonitrile, 4-nitro- (31643-49-9) |
화학적 성질
light yellow, light greenish or light grey to
안전 및 규제
| GHS 분류 | WarningH302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 48 reports by companies from 9 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| 규제 정보 | Status: No longer Valid Update: 29-06-2015 https://echa.europa.eu/registration-dossier/-/registered-dossier/6278 |
| Hazard Classes and Categories | Acute Tox. 4 (100%) |
| 수질 위해 등급(WGK) | 3 |
| TSCA 등재 상태 | TSCA listed |
| RTECS 번호 | TI8576000 |
| 독성 | mouse,LD50,oral,500mg/kg (500mg/kg),SENSE ORGANS AND SPECIAL SENSES: OTHER CHANGES: OLFACTIONBEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION,Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 52(9), Pg. 92, 1987. |
| 관세 코드 | 29269090 |
| 위험 문구(R) | 22-36/37/38-20/21/22 |
| 위험 표시 | Xn |
| 안전 문구(S) | 26-36 |
| 위험 등급 | Acute Tox. 4 OralEye Irrit. 2Skin Irrit. 2STOT SE 3 |
| 저장 분류 | 11 - Combustible Solids |
용도
용도
4-Nitrophthalonitrile is a useful chemical in organic synthesis. Dyes and metabolites.
제조 및 합성 방법
제조 방법
Synthesis of 4-Nitrophthalonitrile: SOCl2 (83.5 mL. 1.144 mol) was added dropwise under nitrogen purge to dry DMF (200 mL) which had been cooled to 0-5 °C. The solution was allowed to stir for 15 min at 0-5 °C. The 4-nitrophthalamide (60.1 g, 0.286 mol) was then added and the solution was allowed to slowly warm to room temperature and react for 18 h under nitrogen purge. The solution was then slowly added to ice water to crystallize and precipitate the product. The 4-nitrophthalonitrile was collected using vacuum filtration, washed with ice cold water, and allowed to air dry overnight; yield: 45.2 g (92%); m.p.: 141 °C (det. by DSC) 1 H NMR((CD3)2SO): 8.41 (dd, 1H), 8.67 (dd, 1H), 9.03 (dd, 1H) FTIR: 3091 (m, aromatic C-H stretch), 2242 (d, CN stretch), 1534 (s, asymmetric N=O stretch), 1349 (s, symmetric N=O stretch), 853 (s, C-N stretch)