Determine the necessary mass, volume, or concentration for preparing a solution.
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≥98% for sensitive chromatographic and analytical workflows requiring minimal baseline interference.
Room temperature Ships Normal Check lot-specific COA for exact specifications.
SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.
Cited in 27 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
| Pubchem Sid | 488183906 |
|---|---|
| Pubchem Sid Url | https://pubchem.ncbi.nlm.nih.gov/substance/488183906 |
| Canonical Smiles | CC(CCC(=O)O)(C1=CC=C(C=C1)O)C2=CC=C(C=C2)O |
| IUPAC Name | 4,4-bis(4-hydroxyphenyl)pentanoic acid |
| InChIKey | VKOUCJUTMGHNOR-UHFFFAOYSA-N |
| INCHI | 1S/C17H18O4/c1-17(11-10-16(20)21,12-2-6-14(18)7-3-12)13-4-8-15(19)9-5-13/h2-9,18-19H,10-11H2,1H3,(H,20,21) |
| Isomeric SMILES | CC(CCC(=O)O)(C1=CC=C(C=C1)O)C2=CC=C(C=C2)O |
| WGK Germany | 3 |
| Molecular Weight | 286.32 |
| Beilstein | 1886361 |
| Reaxy-Rn | 1886361 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1886361&ln= |
Comprehensive hazard, handling, storage, and regulatory compliance document.
Download SDS →Lot-specific quality data. Enter your lot number to retrieve the exact COA.
Look up COA →Full quality attributes and acceptance criteria for this grade.
View spec sheet →Taxonomy Tree
| Kingdom | Organic compounds |
|---|---|
| Superclass | Benzenoids |
| Class | Benzene and substituted derivatives |
| Subclass | Diphenylmethanes |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Bisphenols |
| Alternative Parents | 1-hydroxy-2-unsubstituted benzenoids Monocarboxylic acids and derivatives Carboxylic acids Organic oxides Hydrocarbon derivatives Carbonyl compounds |
| Molecular Framework | Aromatic homomonocyclic compounds |
| Substituents | Bisphenol - 1-hydroxy-2-unsubstituted benzenoid - Phenol - Monocarboxylic acid or derivatives - Carboxylic acid - Carboxylic acid derivative - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Carbonyl group - Aromatic homomonocyclic compound |
| Description | This compound belongs to the class of organic compounds known as bisphenols. These are methylenediphenols, HOC6H4CH2C6H4OH, commonly p,p-methylenediphenol, and their substitution products (generally derived from condensation of two equivalent amounts of a phenol with an aldehyde or ketone). |
| External Descriptors | bisphenol |
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Find and download the COA for your product by matching the lot number on the packaging.
| Lot Number | Certificate Type | Date | Item |
|---|---|---|---|
| Certificate of Analysis | May 18, 2026 | B119967 | |
| Certificate of Analysis | May 18, 2026 | B119967 | |
| Certificate of Analysis | Mar 11, 2026 | B119967 | |
| Certificate of Analysis | Mar 11, 2026 | B119967 | |
| Certificate of Analysis | Aug 11, 2025 | B119967 | |
| Certificate of Analysis | Jan 09, 2025 | B119967 | |
| Certificate of Analysis | Apr 27, 2024 | B119967 | |
| Certificate of Analysis | Dec 12, 2023 | B119967 | |
| Certificate of Analysis | Mar 20, 2023 | B119967 | |
| Certificate of Analysis | Mar 20, 2023 | B119967 | |
| Certificate of Analysis | May 19, 2022 | B119967 | |
| Certificate of Analysis | May 19, 2022 | B119967 | |
| Certificate of Analysis | May 19, 2022 | B119967 | |
| Certificate of Analysis | May 19, 2022 | B119967 | |
| Certificate of Analysis | May 19, 2022 | B119967 | |
| Certificate of Analysis | May 19, 2022 | B119967 | |
| Certificate of Analysis | May 11, 2021 | B119967 | |
| Certificate of Analysis | May 11, 2021 | B119967 |
| Flash Point(°F) | 406°F |
|---|---|
| Flash Point(°C) | 208℃ |
| Melt Point(°C) | 177°C |
| Molecular Weight | 286.320 g/mol |
| XLogP3 | 3.300 |
| Hydrogen Bond Donor Count | 3 |
| Hydrogen Bond Acceptor Count | 4 |
| Rotatable Bond Count | 5 |
| Exact Mass | 286.121 Da |
| Monoisotopic Mass | 286.121 Da |
| Topological Polar Surface Area | 77.800 Ų |
| Heavy Atom Count | 21 |
| Formal Charge | 0 |
| Complexity | 317.000 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 0 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| The total count of all stereochemical bonds | 0 |
| Covalently-Bonded Unit Count | 1 |
| 1. Longwei Shi, Zheng Zhao, Lishuai Zong, Jinyan Wang, Xigao Jian. (2023) Reducing the dielectric loss of poly(aryl ether)s by grafting. POLYMERS FOR ADVANCED TECHNOLOGIES, 34 (10): (3125-3136). [PMID:] [10.1002/pat.6127] |
| 2. Wei Junji, Duan Yajun, Wang Hao, Hui Jizhuang, Qi Jiamin. (2022) Bio-based trifunctional diphenolic acid epoxy resin with high Tg and low expansion coefficient: synthesis and properties. POLYMER BULLETIN, 80 (9): (10457-10471). [PMID:] [10.1007/s00289-022-04570-y] |
| 3. Yanglei Zheng, Zizhao Qian, Haoran Sun, Junyi Jiang, Feiya Fu, Haidong Li, Xiangdong Liu. (2022) A novel benzoxazine derived from diphenol amide for toughing commercial benzoxazine via copolymerization. JOURNAL OF POLYMER SCIENCE, 60 (19): (2808-2816). [PMID:] [10.1002/pol.20220221] |
| 4. Xie Ruihang, Yuan Yexin, Sun Pengbo, Liu Zhe, Ma Jinpeng, Yang Guorui, Wang Kui, Li Ming, Shang Lei, Ao Yuhui. (2022) Design of epoxy resin with sustainability, high adhesion and excellent flame retardancy based on bio-based molecules. JOURNAL OF MATERIALS SCIENCE, 57 (27): (13078-13096). [PMID:] [10.1007/s10853-022-07399-y] |
| 5. Zizhao Qian, Yuanxiang Xiao, Xujun Zhang, Qing Li, Lujie Wang, Feiya Fu, Hongyan Diao, Xiangdong Liu. (2022) Bio-based epoxy resins derived from diphenolic acid via amidation showing enhanced performance and unexpected autocatalytic effect on curing. CHEMICAL ENGINEERING JOURNAL, [PMID:] [10.1016/j.cej.2022.135022] |
| 6. Yan Wu, Kaixing Luo, Yanjuan Liu, Wei Chen, Zhengwu Bai, Sheng Tang. (2022) Innovative preparation of ureido/dodecyl dual-functionalized silica as a versatile mixed-mode stationary phase for high-resolution chromatographic separations. JOURNAL OF CHROMATOGRAPHY A, [PMID:35085896] [10.1016/j.chroma.2022.462834] |
| 7. Shikang Huo, Yang He, Zhenyuan Hu, Wei Bao, Weijie Chen, Yaying Wang, Danli Zeng, Hansong Cheng, Yunfeng Zhang. (2022) New insights into designation of single-ion conducting gel polymer electrolyte for high-performance lithium metal batteries. JOURNAL OF MEMBRANE SCIENCE, [PMID:] [10.1016/j.memsci.2022.120287] |
| 8. Zizhao Qian, Qing Li, Lujie Wang, Feiya Fu, Xiangdong Liu. (2021) The chemical effect of furfuryl amide on the enhanced performance of the diphenolic acid derived bio-polybenzoxazine resin. JOURNAL OF POLYMER SCIENCE, 59 (18): (2057-2068). [PMID:] [10.1002/pol.20210399] |
| 9. Zizhao Qian, Yanglei Zheng, Qing Li, Lujie Wang, Feiya Fu, Xiangdong Liu. (2021) Amidation Way of Diphenolic Acid for Preparing Biopolybenzoxazine Resin with Outstanding Thermal Performance. ACS Sustainable Chemistry & Engineering, [PMID:] [10.1021/acssuschemeng.1c00554] |
| 10. Zhiyuan Chi, Zongwei Guo, Zice Xu, Mengjie Zhang, Ming Li, Lei Shang, Yuhui Ao. (2020) A DOPO-based phosphorus-nitrogen flame retardant bio-based epoxy resin from diphenolic acid: Synthesis, flame-retardant behavior and mechanism. POLYMER DEGRADATION AND STABILITY, [PMID:] [10.1016/j.polymdegradstab.2020.109151] |
| 11. Yiyang Gu, Chunyu Ru, Zhen Zhao, Danming Chao, Xincai Liu. (2019) Performance enhancement of shape memory poly(aryl ether ketone) via photodimerization of pendant anthracene units. EUROPEAN POLYMER JOURNAL, [PMID:] [10.1016/j.eurpolymj.2019.109413] |
| 12. Gu Yiyang, Zhao Zhen, Chao Danming, Liu Xincai. (2019) Synthesis and Characteristics of Thermo-Photo Staged-Response Shape Memory Poly(aryl ether ketone)s. MACROMOLECULAR RESEARCH, 28 (5): (450-454). [PMID:] [10.1007/s13233-020-8061-9] |
| 13. Zhen Zhao, Yiyang Gu, Danming Chao, Xincai Liu. (2019) Synthesis and properties of shape memory poly(aryl ether ketone)s. EUROPEAN POLYMER JOURNAL, [PMID:] [10.1016/j.eurpolymj.2019.04.026] |
| 14. Zhongzhu Ma, Cheng Li, Hong Fan, Jintao Wan, Yingwu Luo, Bo-Geng Li. (2017) Polyhydroxyurethanes (PHUs) Derived from Diphenolic Acid and Carbon Dioxide and Their Application in Solvent- and Water-Borne PHU Coatings. INDUSTRIAL & ENGINEERING CHEMISTRY RESEARCH, [PMID:] [10.1021/acs.iecr.7b04029] |
| 15. Dan Liu, Chengjian Li, Yaling Xu, Dapeng Zhou, Hongmei Wang, Ping Sun, Huasheng Jiang. (2017) Near-infrared luminescent erbium complexes with 8-hydroxyquinoline-terminated hyperbranched polyester. POLYMER, [PMID:] [10.1016/j.polymer.2017.02.061] |
| 16. Hongqiang Yan, Chuang Sun, Zhengping Fang, Xiaoqing Liu, Jin Zhu, Hao Wang. (2016) Synthesis of an intrinsically flame retardant bio-based benzoxazine resin. POLYMER, [PMID:] [10.1016/j.polymer.2016.05.053] |
| 17. Yajing Lei, Lizheng Fang, Muhammad Sajid Hamid Akash, Zhiming Liu, Weixing Shi, Shuqing Chen. (2013) Development and comparison of two competitive ELISAs for the detection of bisphenol A in human urine. Analytical Methods, 5 (21): (6106-6113). [PMID:] [10.1039/C3AY41023D] |
| 18. Xiaoling Wu, Libing Wang, Wei Ma, Yingyue Zhu, Liguang Xu, Hua Kuang, Chuanlai Xu. (2012) A Simple, Sensitive, Rapid and Specific Detection Method for Bisphenol A based on Fluorescence Polarization Immunoassay. IMMUNOLOGICAL INVESTIGATIONS, [PMID:21635186] [10.3109/08820139.2011.579671] |
| 19. Zhong-Qiong Qin, Xin Wang, Hao-Ran Qin, Xi-Yang Lan, Bao-Xiang Ou, Yuan Hu, Lei Song. (2024) A Bio-Based Polybenzoxazine Derived from Diphenolic Acid with Intrinsic Flame Retardancy, High Glass Transition Temperature and Dielectric Properties. MACROMOLECULAR RAPID COMMUNICATIONS, [PMID:39545853] [10.1002/marc.202400666] |
| 20. Nianzhao Gao, Yang Lu, Jicheng Li, Feiyang Zhao, Minghui Ru, Shujun Zhao, Shuangfei Xiang, Feiya Fu, Hongyan Diao, Xiangdong Liu. (2024) A fully degradable epoxy resin based on a nontoxic triphenol derived from diphenolic acid and eugenol. Polymer Chemistry, [PMID:] [10.1039/D4PY00599F] |
| 21. Liang Qi, Ling-Xiao Hu, Zhi-Cheng Wang, Zhi-Gang Yuan, Hai-Lin Wen, Wen-Bin Liu, Jun Wang, Mehdi Derradji. (2024) Bio-based benzoxazine-terminated hyperbranched polyesters. REACTIVE & FUNCTIONAL POLYMERS, [PMID:] [10.1016/j.reactfunctpolym.2024.105888] |
| 22. Zhong-Qiong Qin, Ze-Tao Xiao, Xi-Yang Lan, Xin Wang, Yuan Hu, Lei Song. (2025) Cardanol-derived polybenzoxazine networks integrated with high glass transition temperatures, flame retardancy and toughness. POLYMER DEGRADATION AND STABILITY, [PMID:] [10.1016/j.polymdegradstab.2025.111232] |
| 23. Heming Wang, Shan Cheng, Jingyao Feng, Qingguang Bao, Jiangang Liu, Bing Wang, Binlin Jiang, Zaiyu Wang, Nan Li, Xigao Jian. (2024) Preparation of a water-based carboxylated Poly(phthalazione ether nitrile) sizing agent for interfacial reinforcement of CF/PPESK composites. COMPOSITES PART A-APPLIED SCIENCE AND MANUFACTURING, [PMID:] [10.1016/j.compositesa.2024.108091] |
| 24. Liwen Shen, Rui Cai, Feiyang Zhao, Jingjing Jiang, Jiajia Fu, Feiya Fu, Hongyan Diao, Xiangdong Liu. (2024) The nanocellulose fiber scaffold to construct a hierarchical phenolic coating on cotton fiber surfaces for inactivating pathogens through an enhanced protein adsorption mechanism. CARBOHYDRATE POLYMERS, [PMID:39562096] [10.1016/j.carbpol.2024.122821] |
| 25. Jiaojiao Xu, Qiuxuan Ren, Yuqi Liu, Yan Yang, Gai Zhang. (2025) Bio-inspired photocatalytic desulfurization performance of TiO2 wrapped spherical metallophthalocyanine. INORGANICA CHIMICA ACTA, [PMID:] [10.1016/j.ica.2025.122929] |
| 26. Ren Qiuxuan, Xu Jiaojiao, Liu Yuqi, Ma Aijie, Zhang Gai. (2026) Enhanced activity for oxygen reduction reaction of π-π self-assembled Co2Pc2(EP)4/RGO catalysts. RESEARCH ON CHEMICAL INTERMEDIATES, [PMID:] [10.1007/s11164-025-05872-2] |
| 27. Kun Chen, Zhuang Zhou, Dazhi Wang, Shaoyin Zhang. (2026) Magnetic PAES-COOH Nanofibers as Efficient and Reusable Carriers for Glucose Oxidase Immobilization. JOURNAL OF APPLIED POLYMER SCIENCE, [PMID:] [10.1002/app.70385] |