p-페닐페놀
키세놀 · 4-페닐페놀 · p-페닐페놀 · 하이드록시비페닐 · [1,1'-Biphenyl]-4-ol · BIPHENYL-4-OL · P-PHENYLPHENOL · P-HYDROXYBIPHENYL
식별자 및 물리적 특성
| CAS No. | 1322-20-9 |
|---|---|
| 분자식 | C12H10O |
| 평균 분자량 | 170.21 g/mol |
| 단동위원소 질량 | 170.07316494 g/mol |
| SMILES | Oc1ccc(-c2ccccc2)cc1 |
| InChIKey | YXVFYQXJAXKLAK-UHFFFAOYSA-N |
| PubChem CID | 7103 |
| ChEMBL | CHEMBL73380 |
| ChEBI | CHEBI:34422 |
| EC No. | 202-179-2 |
| DTXSID | DTXSID7021152 |
| 현지명 | p-페닐페놀 |
화학 및 물리적 성질
| XLogP | 3.2 |
|---|---|
| 극성 표면적 | 20.2 |
| 수소 결합 공여자 수 | 1 |
| 수소 결합 수용자 수 | 1 |
| 회전 가능 결합 수 | 1 |
| 무거운 원자 수 | 13 |
| 형식 전하 | 0 |
| 복잡도 | 141 |
| 물질 분류 | Other Classes -> Other Aromatic Compounds |
| SpringerMaterials Properties | 13C nuclear magnetic resonance spectrum |
| LogP(분배 계수) | Log Kow = 3.203.33 |
| 밀도 | 1.27 kg/l @ 25 °C1.27 @25 °C1.0149 (rough estimate) |
| Color/Form | NEARLY WHITE CRYSTALSNEEDLES OR PLATES FROM DILUTE ALCOHOLWhite flakes |
| 용해도 | SLIGHTLY SOL IN PETROLEUM ETHERVERY SOL IN ALCOHOL, ETHER, CHLOROFORM & PYRIMIDINESOL IN ALCOHOL, ALSO IN ALKALIES & MOST ORGANIC SOLVENTSINSOLUBLE IN WATERSoluble in oxygenated solvents.Water solubility = 56.2 mg/l메탄올: 용해성50mg/mL, 투명, 무색 |
| 인화점 | 165.5 °C330 °F |
| Endocrine Disruptors | Potential endocrine disrupting compound |
| 끓는 점 | 305-308 °C321 °C (lit.) |
| 녹는점 | 164-165 °C164-166 °C (lit.) |
| 증기압 | 0.0000188 [mmHg]0Pa at 25℃ |
| Food Contact Substances | FCS -> FDA Inventory of Food Contact Substances Listed in 21 CFR |
| 굴절률 | 1.6188 (estimate) |
| 저장 조건 | Sealed in dry,Room Temperature |
| 물리적 상태 | 플레이크 |
| pKa(산도 계수) | 9.55(at 25℃) |
| 색상 | 흰색에서 약간 노란색 |
| pH | 7 (0.7g/l, H2O, 20℃) |
| 용해도 | 0.7g/L(20℃) |
| Merck | 14,7305 |
| BRN | 1907452 |
| 헨리 상수 | 1.6×10-1 mol/(m3Pa) at 25℃, Mackay et al. (2006) |
| 안정성 | 안정적인. 강산화제, 강염기, 할로겐과 호환되지 않습니다. 타기 쉬운. |
| InChI | 1S/C12H10O/c13-12-8-6-11(7-9-12)10-4-2-1-3-5-10/h1-9,13H |
| InChIKey | YXVFYQXJAXKLAK-UHFFFAOYSA-N |
| SMILES | Oc1ccc(cc1)-c2ccccc2 |
| LogP(분배 계수) | 3.6 at 25℃ |
| NIST | p-Hydroxybiphenyl(92-69-3) |
| EPA | 4-Phenylphenol (92-69-3) |
화학적 성질
light tan solid (odour threshold detection limit 0.7 ppm)
안전 및 규제
| GHS 분류 | WarningH315 (98.4%): Causes skin irritation [Warning Skin corrosion/irritation]P261, P264, P264+P265, P271, P273, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, 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 124 reports by companies from 10 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| 규제 정보 | Chemical: [1,1'-Biphenyl]-4-ol[1,1'-Biphenyl]-4-ol is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of [1,1'-Biphenyl]-4-ol are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)Status: Cease Manufacture Update: 29-05-2013 https://echa.europa.eu/registration-dossier/-/registered-dossier/11340[1,1'-Biphenyl]-4-ol: Does not have an individual approval but may be used under an appropriate group standard |
| 유해성 요약 | A tumorigenIntraperitoneal LD50 (mouse) = 150 mg/kg[RTECS] Emergency treatment: see Biphenyl. [HSDB] An irritant[MSDSonline] See Biphenyl. |
| TSCA 요건 | Pursuant to section 8(d) of TSCA, EPA promulgated a model Health and Safety Data Reporting Rule. The section 8(d) model rule requires manufacturers, importers, and processors of listed chemical substances and mixtures to submit to EPA copies and lists of unpublished health and safety studies. (1,1'-Biphenyl)-4-ol is included on this list. |
| Hazard Classes and Categories | Skin Irrit. 2 (98.4%) |
| 처리 방법 | SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices. |
| Protective Action Criteria (PAC) | 0.49 [mg/m3]5.4 [mg/m3]32 [mg/m3] |
| 환경 거동 | TERRESTRIAL FATE: Based on a recommended classification scheme(1), an estimated Koc value of 1300(SRC), determined from a measured log Kow(2) and a recommended regression-derived equation(3), indicates that 4-hydroxybiphenyl will have low mobility in soil(SRC). Based on limited data, 4-hydroxybiphenyl may be resistant to biodegradation under aerobic conditions(SRC). 4-Hydroxybiphenyl at 30 mg/L was inoculated with activated sludge |
용도
용도
Fluorescence and phosphorescence quantum yields and fluorescence and phosphorescence lifetimes were obtained for 4-phenylphenol adsorbed on filter paper with either NaCl, NaBr, or NaI at 296 and 93 K. The solid-surface fluorescence and phosphorescence quantum yield values and phosphorescence lifetime values were obtained for p-aminobenzoic acid (PABA) and 4-phenylphenol adsorbed on α-cyclodextrin/NaCl mixtures. 4-Phenylphenol is used as an antioxidant and is a potential EDC.
일반 설명
4-Phenylphenol undergoes enzymatic polymerization and polymer developed is characterized by matrix-assisted laser desorption ionization time-of-flight mass spectrometry. It is the intermediate in manufacture of 4-alkyl substituted phenol-formaldehyde resins.
제조 및 합성 방법
제조 방법
4-phenylphenol synthesis: Add to a 50 ml round-bottom flask, in this order, 122 mg of phenylboronic acid, 414 mg of potassium carbonate, 220 mg of 4-iodophenol, and 10 ml of deionized water. Weigh in a suitably sized container 3 mg Pd on C 10%, add 1 ml of deionized water, and stir gently by hand to form a slurry that is then transferred to the reaction flask. Couple the flask to a water-jacketed condenser, and reflux the mixture on a hot plate with a magnetic stirrer vigorously for 30 min (until a precipitate appears). After this time, switch off the plate and allow to cool to r.t. Add HCl 2 M to an acidic pH (check with indicator paper). Separate the resulting solid, still containing the catalyst, by filtering with a Hirsch funnel. Wash the solid with 10 ml of water. Then, in a Hirsch funnel, add 10 ml of MeOH, and collect the filtrate in a clean container. Add to the resulting MeOH solution 10 ml of deionized water to obtain the precipitate of the product. Purify by recrystallization, heating in a water bath container with the precipitate and the MeOH/H2O mixture. If necessary, add 1 to 2 ml more of hot MeOH, to finish dissolving the solid. Filter under vacuum with a Hirsch funnel, air dry the solid (can recover the next day). Weigh and calculate the yield.