3-니트로벤즈알데히드
3-니트로벤즈알데히드 · M-NITROBENZALDEHYDE · META NITRO BENZALDEHYDE · 3-Nitrobenzaldehyde99% · M-Nitrobenzldehyde · 5-Nitrobenzaldehyde · m-NITROBENZALDEHYDE pure · 3-NitrobenzaL
식별자 및 물리적 특성
| CAS No. | 99-61-6 |
|---|---|
| 분자식 | C7H5NO3 |
| 평균 분자량 | 151.12 g/mol |
| 단동위원소 질량 | 151.02694302 g/mol |
| SMILES | O=Cc1cccc([N+](=O)[O-])c1 |
| InChIKey | ZETIVVHRRQLWFW-UHFFFAOYSA-N |
| PubChem CID | 7449 |
| ChEMBL | CHEMBL238132 |
| ChEBI | CHEBI:231487 |
| EC No. | 202-772-6 |
| DTXSID | DTXSID8049383 |
| 현지명 | 3-니트로벤즈알데히드 |
화학 및 물리적 성질
| XLogP | 1.5 |
|---|---|
| 극성 표면적 | 62.9 |
| 수소 결합 공여자 수 | 0 |
| 수소 결합 수용자 수 | 3 |
| 회전 가능 결합 수 | 1 |
| 무거운 원자 수 | 11 |
| 형식 전하 | 0 |
| 복잡도 | 164 |
| 물질 분류 | Nitrogen Compounds -> Other Aromatics (Nitrogen) |
| SpringerMaterials Properties | 13C nuclear magnetic resonance spectrum |
| LogP(분배 계수) | 1.47 |
| Physical Description | Light yellow powder[MSDSonline] |
| Ionization Efficiency | Positive0.092.7Agilent XCTElectrospray ionizationformic acid (5.3nM) |
| 녹는점 | 56 °C |
| 끓는 점 | 285-290 °C |
| 밀도 | 1.2792 |
| 증기 밀도 | 5.21 (vs air) |
| 굴절률 | 1.5800 (estimate) |
| 인화점 | 164°C/23mm |
| 저장 조건 | Store below +30°C. |
| 용해도 | 1.6g/L |
| 물리적 상태 | 과립분말 |
| 색상 | 노란색에서 황갈색 |
| 용해도 | 물에 약간 용해됩니다. |
| Merck | 14,6587 |
| BRN | 386795 |
| InChI | 1S/C7H5NO3/c9-5-6-2-1-3-7(4-6)8(10)11/h1-5H |
| InChIKey | ZETIVVHRRQLWFW-UHFFFAOYSA-N |
| SMILES | [O-][N+](=O)c1cccc(C=O)c1 |
| LogP(분배 계수) | 1.47 |
| NIST | Benzaldehyde, 3-nitro-(99-61-6) |
| EPA | Benzaldehyde, 3-nitro- (99-61-6) |
화학적 성질
yellowish to yellow-brown granular powder
안전 및 규제
| GHS 분류 | WarningH302 (77.5%): Harmful if swallowed [Warning Acute toxicity, oral]P261, P264, P264+P265, P270, P271, P273, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P391, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 204 reports by companies from 15 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| 규제 정보 | Chemical: Benzaldehyde, 3-nitro-Status: Active Update: 08-04-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/17350Benzaldehyde, 3-nitro-: Does not have an individual approval but may be used under an appropriate group standard |
| 유해성 요약 | An irritant[MSDSonline] |
| Hazard Classes and Categories | Acute Tox. 4 (77.5%) |
| 수질 위해 등급(WGK) | 3 |
| TSCA 등재 상태 | TSCA listed |
| RTECS 번호 | CU7250000 |
| 운송 번호(UN) | UN3077 |
| 독성 | LD50 orally in Rabbit: 1075 mg/kg |
| 관세 코드 | 29130000 |
| 위험 문구(R) | 36/37/38-51/53-22 |
| 위험 표시 | Xi |
| 안전 문구(S) | 26-36-24/25-61-37/39-29 |
| 위험 참고 사항 | Irritant |
| 위험 등급 | Acute Tox. 4 OralAquatic Chronic 2 |
| 저장 분류 | 11 - Combustible Solids |
용도
개요
3-Nitrobenzaldehyde, meta-nitrobenzaldehyde or m-nitrobenzaldehyde is an organic aromatic compound containing a nitro group meta-substituted to an aldehyde. 3-Nitrobenzaldehyde is the primary product obtained via the mono-nitration of benzaldehyde with nitric acid.
용도
3-Nitrobenzaldehyde is a benzaldhyde with a nitro group in the meta position.
제조 및 합성 방법
제조 방법
89 mL (1.7 mol) concentrated H2SO4 are filled in a 500 mL three-neck flask equipped with an internal thermometer and an addition funnel with pressure balance. Whilst cooling with an ice bath 45 mL (0.95 mol) fuming HNO3 are added carefully under stirring, the temperature must not exceed 10 °C. To this nitrating acid, 10.6 g (10.2 mL, 100 mmol) benzaldehyde are added under further cooling so that the temperature can be constantly kept at 15 °C (about 1 hour). The ice bath is removed and the reaction mixture is stored over night at room temperature.The reaction mixture is poured in a 1 L beaker on 500 g crunched ice, the yellow precipitation is sucked off at 16 hPa over a Buechner funnel and washed with 200 mL of cold water. Crude yield (humid): 14.4 gThe humid crude product is dissolved in 125 mL tert-butyl methyl ether and then shaken out with 125 mL of a 5% NaHCO3 solution. The organic phase is dried over sodium sulfate, filtered and the solvent evaporated at a rotary evaporator. The residue is recrystallized from toluene / petroleumether (60-80 °C) by dissolving it in toluene whilst heating and then adding the double amount of petroleum ether in portions under ice cooling. The crystalllized light yellow 3-nitrobenzaldehyde is sucked off over a Buechner funnel. The product is dried over silica gel in an evacuated desiccator.Yield: 8.0 g (53 mmol, 53%); mp 56 °C