4-사이아노페놀
4-사이아노페놀 · 하이드록시벤조타이트릴 · 4-HYDROXYBENZONITRILE · 4-HYDROXYBENZOHYDRAZIDE · P-CYANOPHENOL · Hydroxybenzonitrile · Benzonitrile, 4-hydroxy- · PARA-CYANOPHENOL
식별자 및 물리적 특성
| CAS No. | 767-00-0 |
|---|---|
| 분자식 | C7H5NO |
| 평균 분자량 | 119.12 g/mol |
| 단동위원소 질량 | 119.03711378 g/mol |
| SMILES | N#Cc1ccc(O)cc1 |
| InChIKey | CVNOWLNNPYYEOH-UHFFFAOYSA-N |
| PubChem CID | 13019 |
| ChEMBL | CHEMBL66381 |
| ChEBI | CHEBI:38622 |
| EC No. | 212-175-2 |
| DTXSID | DTXSID9052509 |
| 현지명 | 4-사이아노페놀 |
화학 및 물리적 성질
| XLogP | 1.6 |
|---|---|
| 극성 표면적 | 44 |
| 수소 결합 공여자 수 | 1 |
| 수소 결합 수용자 수 | 2 |
| 회전 가능 결합 수 | 0 |
| 무거운 원자 수 | 9 |
| 형식 전하 | 0 |
| 복잡도 | 127 |
| 증기압 | 0.00665 [mmHg] |
| Physical Description | Mostly soluble in water (8.98 g/L at 25 deg C)[ChemIDplus] White crystalline chips[MSDSonline] |
| Collision Cross Section | 118.1 Ų [M-H]- [CCS Type: DTBuffer gas: N2Ionization: ESI-Dataset: TOXCASTSource Identifier: DTXSID9052509] |
| 녹는점 | 110-113 °C(lit.) |
| 끓는 점 | 146 °C / 2mmHg |
| 밀도 | 1.1871 (rough estimate) |
| 굴절률 | 1.5800 (estimate) |
| 저장 조건 | Inert atmosphere,Room Temperature |
| 용해도 | 메탄올: 0.1 g/mL, 투명 |
| 물리적 상태 | 결정성 분말 |
| pKa(산도 계수) | 7.97(at 25℃) |
| 색상 | 미색~베이지 그레이 |
| 용해도 | 약간 용해됨 |
| BRN | 386130 |
| 헨리 상수 | 1.4×104 mol/(m3Pa) at 25℃, Hilal et al. (2008) |
| 안정성 | 안정적인. 강한 산화제와 호환되지 않습니다. |
| InChI | 1S/C7H5NO/c8-5-6-1-3-7(9)4-2-6/h1-4,9H |
| InChIKey | CVNOWLNNPYYEOH-UHFFFAOYSA-N |
| SMILES | Oc1ccc(cc1)C#N |
| NIST | 4-Hydroxybenzoic acid nitrile(767-00-0) |
| EPA | Benzonitrile, 4-hydroxy- (767-00-0) |
화학적 성질
white crystalline powder or chips. 4-Hydroxybenzonitrile [767-00-0], 4-cyanophenol, 1-cyano-4-hydroxybenzene, Mr 119.2, forms colorless crystals of mp 113℃. 4-Hydroxybenzonitrile is produced by reaction of 4-bromophenol with copper (I) cyanide, by ammoxidation of p-cresol, by reaction of 4-chlorobenzonitrile with sodium methoxide, or by the catalyzed gas phase reaction of ethyl 4-hydroxybenzoate with ammonia. The nitrile is used for the production of the herbicides 3,5-dibromo- and 3,5-diiodo-4- hydroxybenzonitrile (Bromoxynil, Ioxynil, May & Baker).
안전 및 규제
| GHS 분류 | WarningH302 (96.8%): Harmful if swallowed [Warning Acute toxicity, oral]H315 (96.8%): Causes skin irritation [Warning Skin corrosion/irritation]H319 (96.8%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]H335 (95.2%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposureRespiratory tract irritation]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 62 reports by companies from 13 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website. |
|---|---|
| 규제 정보 | Chemical: Benzonitrile, 4-hydroxy-Status: Active Update: 24-05-2019 https://echa.europa.eu/registration-dossier/-/registered-dossier/181694-Hydroxybenzonitrile: Does not have an individual approval but may be used under an appropriate group standard |
| 유해성 요약 | A skin and eye irritant[eChemPortal: ERMA] An irritant[MSDSonline] See NITRILES. |
| Hazard Classes and Categories | Acute Tox. 4 (96.8%)Skin Irrit. 2 (96.8%)Eye Irrit. 2 (96.8%)STOT SE 3 (95.2%) |
| 수질 위해 등급(WGK) | 3 |
| TSCA 등재 상태 | TSCA listed |
| RTECS 번호 | DI4375000 |
| 관세 코드 | 29269095 |
| 위험 문구(R) | 22-36/37/38 |
| 위험 표시 | Xn,Xi |
| 안전 문구(S) | 26-36-45-24/25 |
| 기존화학 물질 | KE-20401 |
| 위험 참고 사항 | Irritant |
| 위험 등급 | Eye Irrit. 2Skin Irrit. 2STOT SE 3 |
| 저장 분류 | 11 - Combustible Solids |
용도
용도
4-Cyanophenol is a precursor for the synthesis of a vasodilator, Levcromakalim. Bromination of 4-cyanophenol results in bromoxynil, a commercial herbicide. It can also be used as a component of deep eutectic solvent (DES) mixture.
제조 및 합성 방법
제조 방법
4-Cyanophenol is produced by reaction of 4-bromophenol with copper (I) cyanide, by ammoxidation of p-cresol, by reaction of 4-chlorobenzonitrile with sodium methoxide, or by the catalyzed gas phase reaction of ethyl 4-hydroxybenzoate with ammonia.