4-4'-다이하이드록시디페닐
4-4'-다이하이드록시디페닐 · [1,1'-바이페닐]-4,4'-디올 · 4,4'-다이하이드록시다이페닐 · 4,4'-비페놀 · PPDP · BIPHENOL · DOD · [1,1'-Biphenyl]-4,4'-diol
식별자 및 물리적 특성
| CAS No. | 92-88-6 |
|---|---|
| 분자식 | C12H10O2 |
| 평균 분자량 | 186.21 g/mol |
| 단동위원소 질량 | 186.06807956 g/mol |
| SMILES | Oc1ccc(-c2ccc(O)cc2)cc1 |
| InChIKey | VCCBEIPGXKNHFW-UHFFFAOYSA-N |
| PubChem CID | 7112 |
| ChEMBL | CHEMBL76398 |
| ChEBI | CHEBI:34367 |
| EC No. | 202-200-5 |
| DTXSID | DTXSID1029120 |
| 현지명 | 4-4'-다이하이드록시디페닐 |
화학 및 물리적 성질
| XLogP | 3.6 |
|---|---|
| 극성 표면적 | 40.5 |
| 수소 결합 공여자 수 | 2 |
| 수소 결합 수용자 수 | 2 |
| 회전 가능 결합 수 | 1 |
| 무거운 원자 수 | 14 |
| 형식 전하 | 0 |
| 복잡도 | 145 |
| 증기압 | 0.00000079 [mmHg]0Pa at 25℃ |
| Physical Description | Dry PowderOther SolidOff-white, light beige, or light gray odorless powder[Acros Organics MSDS] |
| Kovats Retention Index | 19792046 |
| 녹는점 | 280-282 °C(lit.) |
| 끓는 점 | 280.69°C (rough estimate) |
| 밀도 | 1.22 |
| 굴절률 | 1.6010 (estimate) |
| 저장 조건 | Sealed in dry,Room Temperature |
| pKa(산도 계수) | 9.74±0.26(Predicted) |
| 물리적 상태 | 가루 |
| 색상 | 미색에서 밝은 베이지 또는 밝은 회색까지 |
| 용해도 | 난용성 |
| BRN | 1908886 |
| 화장품 원료 기능 | 피부의 멜라닌 생성을 줄입니다피부 보호 |
| InChI | 1S/C12H10O2/c13-11-5-1-9(2-6-11)10-3-7-12(14)8-4-10/h1-8,13-14H |
| InChIKey | VCCBEIPGXKNHFW-UHFFFAOYSA-N |
| SMILES | Oc1ccc(cc1)-c2ccc(O)cc2 |
| LogP(분배 계수) | 2.7 at 20℃ |
| NIST | p,p'-Biphenol(92-88-6) |
| EPA | 4,4'-Biphenyldiol (92-88-6) |
화학적 성질
Powder
안전 및 규제
| GHS 분류 | This chemical does not meet GHS hazard criteria for 0.5% (1 of 211) of reports.WarningH312 (44.1%): Harmful in contact with skin [Warning Acute toxicity, dermal]H315 (26.1%): Causes skin irritation [Warning Skin corrosion/irritation]H317 (55.9%): May cause an allergic skin reaction [Warning Sensitization, Skin]H319 (25.6%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]H335 (25.1%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposureRespiratory tract irritation]H411 (18.5%): Toxic to aquatic life with long lasting effects [Hazardous to the aquatic environment, long-term hazard]H412 (55.5%): Harmful to aquatic life with long lasting effects [Hazardous to the aquatic environment, long-term hazard]P261, P264, P264+P265, P271, P272, P273, P280, P302+P352, P304+P340, P305+P351+P338, P317, P319, P321, P332+P317, P333+P317, P337+P317, P362+P364, P391, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 211 reports by companies from 15 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.Reported as not meeting GHS hazard criteria per 1 of 211 reports by companies.There are 14 notifications provided by 210 of 211 reports by companies with hazard statement code(s).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: [1,1'-Biphenyl]-4,4'-diol[1,1'-Biphenyl]-4,4'-diol is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of [1,1'-Biphenyl]-4,4'-diol 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: Active Update: 30-03-2023 https://echa.europa.eu/registration-dossier/-/registered-dossier/15910Status: Active Update: 07-03-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/22776 |
| 유해성 요약 | Showed estrogenic activity in Saccharomyces cerevisiae hER in vivo assays[EPA - TSCATS] Abnormal urinalysis, reversible gross and histopathological liver changes in males, and no evidence of reproductive or developmental toxicity observed in oral study of rats[JECDB] May cause skin sensitization[ECHA REACH Registrations] An irritantHarmful by skin absorption[Acros Organics MSDS] See Biphenyl. |
| Hazard Classes and Categories | Acute Tox. 4 (44.1%)Skin Irrit. 2 (26.1%)Skin Sens. 1 (55.9%)Eye Irrit. 2 (25.6%)STOT SE 3 (25.1%)Aquatic Chronic 2 (18.5%)Aquatic Chronic 3 (55.5%)Acute toxicity (Dermal) - Category 4Germ cell mutagenicity - Category 2Hazardous to the aquatic environment (Acute) - Category 2Hazardous to the aquatic environment (Long-term) - Category 2Skin sensitization - Category 1 |
| 유해 작용 | Skin Sensitizer - An agent that can induce an allergic reaction in the skin. |
| 수질 위해 등급(WGK) | 2 |
| TSCA 등재 상태 | TSCA listed |
| RTECS 번호 | DV4725000 |
| 운송 번호(UN) | 3077 |
| 독성 | LD50 orl-rat: 9850 mg/kg TXAPA9 28,313,74 |
| 관세 코드 | 29061900 |
| 위험 문구(R) | 21-36/37/38-37/38/68-36 |
| 위험 표시 | Xn |
| 안전 문구(S) | 26-36-24/25-36/37 |
| 포장분류 | III |
| 위험 등급 | 9Aquatic Chronic 3Self-heat. 2Skin Sens. 1 |
| 기존화학 물질 | 2000-3-1561 |
| 저장 분류 | 4.2 - Pyrophoric and self-heating hazardous materials |
용도
용도
4,4'-biphenol be used intermediate liquid crystal polymers raw materials. Synthetic polymers, due to its excellent heat resistance, it is used as polyester, urethane modified monomer, polycarbonate, polysulfone, and epoxy resin, for the manufacture of an excellent engineering plastics and composite materials. Antioxidant antioxidants for rubber and plastics. Dye intermediates or petroleum products stabilizer.
제조 및 합성 방법
생산 방법
4,4'-Biphenol can be synthesized in excellent yields by debutylation of 3,3',5,5'-tetra-tert-butyl-4,4'-dihydroxybiphenyl. Other production processes are the alkaline fusion of 4,4'-biphenyldisulfonic acid, the boil down of benzidinebisdiazonium salts, and the decarboxylation of 4,4'-dihydroxybiphenyl-2-carboxylic acid. Symmetrically alkylated 4,4'-dihydroxybiphenyls such as 4,4'-dihydroxy-2,2',3,3',5,5',6,6'-hexamethylbiphenyl are preferably obtained by the oxidative coupling of the corresponding substituted monophenols. Here, diphenoquinones are generally formed in the first step which must be reduced. Phenol itself always gives isomeric mixtures of dihydroxybiphenyls on coupling with various oxidants. These mixtures are also formed by alkaline fusion of 4,4'-dihydroxybiphenylsulfone.