4,4'-ビフェノール

4,4'-ビフェノール · 4,4'-ビ(フェノール) · 4'-ヒドロキシ-1,1'-ビフェニル-4-オール · 4,4'-ビフェニルジオール · ビフェニル-4,4'-ジオール · p,p'-ビフェノール · [1,1'-ビフェニル]-4,4'-ジオール · 4,4'-ジヒドロキシビフェニル

https://huagongshe.com/ja/chemical/7112

識別子と物理属性

CAS No.	92-88-6
分子式	C12H10O2
平均分子量	186.21 g/mol
単同位体質量	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
現地名	4,4'-ビフェノール

化学・物理的性質

XLogP	3.6
極性表面積	40.5
水素結合供与体数	2
水素結合受容体数	2
回転可能結合数	1
重原子数	14
形式電荷	0
複雑度	145
蒸気圧	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
融点	280-282 °C(lit.)
沸点	280.69°C (rough estimate)
密度	1.22
屈折率	1.6010 (estimate)
貯蔵条件	Sealed in dry,Room Temperature
pKa（酸解離定数）	9.74±0.26(Predicted)
外観・状態	粉
色	オフホワイトからライトベージュまたはライトグレー
溶解度	難溶性
BRN	1908886
化粧品成分の機能	漂白肌を保護する
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（分配係数）	2.7 at 20℃
CAS データベース	92-88-6(CAS DataBase Reference)
NISTの化学物質情報	p,p'-Biphenol(92-88-6)
EPAの化学物質情報	4,4'-Biphenyldiol (92-88-6)

化学的特性

Powder

安全性と法規制

GHS 分類	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.
規制情報	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
有害性の概要

GHS 分類

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.

規制情報

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

有害性の概要

用途

有機合成原料,合成樹脂

使用

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.

製法・合成法

調製方法

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.

純化方法

Recrystallise the biphenol from aqueous EtOH preferably under N2 to avoid oxidation to the extended qiunone. It is characterized as the dimethyl derivative (4,4’-dimethoxybiphenyl) from which it is prepared by demethylation. The dimethoxy derivative has m 176.5-177o (from AcOH, EtOH, hexane or *C6H6) and sublimes in vacuo. [Williamson & Rodebush J Am Chem Soc 63 3019 1941, Beilstein 6 I 485, 6 II 962, 6 III 6389, 6 IV 6651.]