Determine the necessary mass, volume, or concentration for preparing a solution.
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≥97%, mixture of cis and trans 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 21 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
| Pubchem Sid | 504760273 |
|---|---|
| Pubchem Sid Url | https://pubchem.ncbi.nlm.nih.gov/substance/504760273 |
| Canonical Smiles | CC=CC1=CC(=C(C=C1)O)OC |
| IUPAC Name | 2-methoxy-4-[(E)-prop-1-enyl]phenol |
| InChIKey | BJIOGJUNALELMI-ONEGZZNKSA-N |
| INCHI | 1S/C10H12O2/c1-3-4-8-5-6-9(11)10(7-8)12-2/h3-7,11H,1-2H3/b4-3+ |
| Isomeric SMILES | C/C=C/C1=CC(=C(C=C1)O)OC |
| WGK Germany | 3 |
| RTECS | SL7875000 |
| Molecular Weight | 164.20 |
| Beilstein | 1909602 |
| Reaxy-Rn | 1909602 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1909602&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 | Phenols |
| Subclass | Methoxyphenols |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Methoxyphenols |
| Alternative Parents | Styrenes Phenoxy compounds Methoxybenzenes Anisoles Alkyl aryl ethers 1-hydroxy-2-unsubstituted benzenoids Hydrocarbon derivatives |
| Molecular Framework | Aromatic homomonocyclic compounds |
| Substituents | Methoxyphenol - Phenoxy compound - Methoxybenzene - Styrene - Phenol ether - Anisole - 1-hydroxy-2-unsubstituted benzenoid - Alkyl aryl ether - Monocyclic benzene moiety - Ether - Organic oxygen compound - Hydrocarbon derivative - Organooxygen compound - Aromatic homomonocyclic compound |
| Description | This compound belongs to the class of organic compounds known as methoxyphenols. These are compounds containing a methoxy group attached to the benzene ring of a phenol moiety. |
| External Descriptors | isoeugenol |
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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 | Feb 05, 2026 | I109577 | |
| Certificate of Analysis | Aug 15, 2025 | I109577 | |
| Certificate of Analysis | Jul 12, 2025 | I109577 | |
| Certificate of Analysis | Jul 12, 2025 | I109577 | |
| Certificate of Analysis | Jul 12, 2025 | I109577 | |
| Certificate of Analysis | Jul 12, 2025 | I109577 | |
| Certificate of Analysis | Jul 12, 2025 | I109577 | |
| Certificate of Analysis | Jun 11, 2025 | I109577 | |
| Certificate of Analysis | Jun 11, 2025 | I109577 | |
| Certificate of Analysis | Jul 16, 2024 | I109577 | |
| Certificate of Analysis | Jul 16, 2024 | I109577 | |
| Certificate of Analysis | Sep 19, 2023 | I109577 | |
| Certificate of Analysis | Sep 19, 2023 | I109577 | |
| Certificate of Analysis | Nov 09, 2021 | I109577 |
| Refractive Index | 1.5748 |
|---|---|
| Flash Point(°F) | 233.6 °F |
| Flash Point(°C) | 134℃ |
| Boil Point(°C) | 266°C |
| Melt Point(°C) | 13°C |
| Molecular Weight | 164.200 g/mol |
| XLogP3 | 2.600 |
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 2 |
| Rotatable Bond Count | 2 |
| Exact Mass | 164.084 Da |
| Monoisotopic Mass | 164.084 Da |
| Topological Polar Surface Area | 29.500 Ų |
| Heavy Atom Count | 12 |
| Formal Charge | 0 |
| Complexity | 154.000 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 0 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 1 |
| Undefined Bond Stereocenter Count | 0 |
| The total count of all stereochemical bonds | 1 |
| Covalently-Bonded Unit Count | 1 |
| 1. Xing Zhang, Jingfeng Wu, Tian Li, Chengzhi Zhang, Lingjun Zhu, Shurong Wang. (2021) Selective hydrodeoxygenation of lignin-derived phenolics to cycloalkanes over highly stable NiAl2O4 spinel-supported bifunctional catalysts. CHEMICAL ENGINEERING JOURNAL, [PMID:] [10.1016/j.cej.2021.132181] |
| 2. Xin-Long Sha, Li Yuan, Guozheng Liang, Aijuan Gu. (2020) Heat-resistant and robust biobased benzoxazine resins developed with a green synthesis strategy. Polymer Chemistry, 12 (3): (432-438). [PMID:] [10.1039/D0PY01529F] |
| 3. Jindong Wang, Wenzhi Li, Huizhen Wang, Ajibola Temitope Ogunbiyi, Xiaomeng Dou, Qiaozhi Ma. (2020) Effects of the novel catalyst Ni–S2O82−–K2O/TiO2 on efficient lignin depolymerization. RSC Advances, 10 (14): (8558-8567). [PMID:35497830] [10.1039/C9RA10675H] |
| 4. Zhihui Feng, Ming Li, Yifan Li, Xiaochun Wan, Xiaogen Yang. (2019) Characterization of the orchid-like aroma contributors in selected premium tea leaves. FOOD RESEARCH INTERNATIONAL, [PMID:32036905] [10.1016/j.foodres.2019.108841] |
| 5. Zhi-hao Tao, Chang Li, Xiao-fei Xu, Yuan-jiang Pan. (2019) Scavenging activity and mechanism study of ferulic acid against reactive carbonyl species acrolein. Journal of Zhejiang University-SCIENCE B, [PMID:31595723] [10.1631/jzus.B1900211] |
| 6. Rui Wang, Xing Hu, Junhui Pan, Guowen Zhang, Deming Gong. (2019) Interaction of isoeugenol with calf thymus DNA and its protective effect on DNA oxidative damage. JOURNAL OF MOLECULAR LIQUIDS, [PMID:] [10.1016/j.molliq.2019.03.018] |
| 7. Shi Qiu, Xuan Guo, Yong Huang, Yunming Fang, Tianwei Tan. (2018) Task-Specific Catalyst Development for Lignin-First Biorefinery toward Hemicellulose Retention or Feedstock Extension. ChemSusChem, 12 (4): (944-954). [PMID:30508279] [10.1002/cssc.201802130] |
| 8. Yan-Chen Wang, Peng Li, De-Fu Chi. (2017) Electrophysiological and laboratory behavioral responses of a leaf beetle pest of elm, Ambrostoma quadriimpressum, to selected plant volatiles and essential oils. ENTOMOLOGIA EXPERIMENTALIS ET APPLICATA, 163 (2): (140-149). [PMID:] [10.1111/eea.12562] |
| 9. Shuyao Huang, Jianqiao Xu, Jiayi Wu, Haojia Hong, Guosheng Chen, Ruifen Jiang, Fang Zhu, Yuan Liu, Gangfeng Ouyang. (2017) Rapid detection of five anesthetics in tilapias by in vivo solid phase microextraction coupling with gas chromatography-mass spectrometry. TALANTA, [PMID:28391852] [10.1016/j.talanta.2017.03.045] |
| 10. Lujiang Xu, Qian Yao, Ying Zhang, Yao Fu. (2017) Integrated Production of Aromatic Amines and N-Doped Carbon from Lignin via ex Situ Catalytic Fast Pyrolysis in the Presence of Ammonia over Zeolites. ACS Sustainable Chemistry & Engineering, [PMID:] [10.1021/acssuschemeng.6b02542] |
| 11. Yan-chen Wang, Peng Li, De-fu Chi. (2016) Electrophysiological and behavioral responses of Tenebrio molitor L. to fourteen kinds of plant volatiles. JOURNAL OF ASIA-PACIFIC ENTOMOLOGY, [PMID:] [10.1016/j.aspen.2016.03.002] |
| 12. Xin-Ping Ouyang, Yun Yang, Guo-Dian Zhu, Xue-Qing Qiu. (2015) Radical synthesis of tetrameric lignin model compound. CHINESE CHEMICAL LETTERS, [PMID:] [10.1016/j.cclet.2015.05.011] |
| 13. Xiaopeng Shi, Haotong Lin, Qi Ouyang, guanqun luo, Xianghong Lu, Jianbing Ji, Kaige Wang. (2025) Biochemical to enable Biorefinery: A case study of polyphenols extraction from Bio-oil for Utilization as Biodiesel Antioxidants. GREEN CHEMISTRY, [PMID:] [10.1039/D5GC00184F] |
| 14. Mo Guangquan, Huang Jiayin, Lin Yueting, Ouyang Yuehan, Hu Bingjie. (2024) Novel ZIFs nanostructures electro-engineered at carbon fiber for the highly sensitive and selective detection of isoeugenol. MICROCHIMICA ACTA, 191 (8): (1-10). [PMID:38970687] [10.1007/s00604-024-06532-9] |
| 15. Ying Wu, Meng Guo, Jie Gao, Jian-Hui Li, Bo-Kun Chen. (2024) Sustainable design and synthesis of high-performance lignin-based sunscreen ingredients. INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES, [PMID:39276887] [10.1016/j.ijbiomac.2024.135494] |
| 16. Xia Zhang, Wenzhi Li, Yihang Jiang, Leyu Zhu, Liqun Wang. (2024) Valorization of waste lignin: Efficient and steady production of liquid fuels. INDUSTRIAL CROPS AND PRODUCTS, [PMID:] [10.1016/j.indcrop.2024.119400] |
| 17. Xinjun He, Mengqiao Gao, Fukun Li, Zhiyang Tang, Jie Qu, Jinxing Long, Qiang Zeng, Xuehui Li. (2025) Catalytic hydrogenolysis of lignin under syngas: the enhancement on the Cβ-O bond cleavage with CO. GREEN CHEMISTRY, [PMID:] [10.1039/D5GC01618E] |
| 18. Changyue Deng, Tao Sheng, Hui Zhu, Yujie Wu, Sanxu Shi, Yibin Zhou. (2025) Large-ring cyclodextrins for efficient encapsulation of diverse aroma molecules: Exploring mechanism of inclusion complex formation and stabilization. FOOD CHEMISTRY, [PMID:40974646] [10.1016/j.foodchem.2025.146441] |
| 19. Xing Shen, Yang Chen, Xiuxiu Liu, Xuejiao Qie, Zhongping Chai, Maomao Zeng. (2024) Effects and mechanisms of using “clean” smoke particles in the smoking process on the formation of β-carboline heterocyclic amines (β-CHAs) in smoked meat patties. JOURNAL OF HAZARDOUS MATERIALS, [PMID:38870859] [10.1016/j.jhazmat.2024.134843] |
| 20. Wenyu Wang, Yaru Liu, Xiang Shao, Yuhao Zheng, Benyong Zhu, Jun Tang, Qiuhong Pan, Qingping Ke. (2025) Lanthanide-based perovskites: Photothermal catalysts for highly yield synthesis of licarin a from oxidative homo-coupling of biomass-derived isoeugenol. Molecular Catalysis, [PMID:] [10.1016/j.mcat.2025.115689] |
| 21. Yao Wang, Junhua Qiu, Chengwei Wang, Ruiyu Yang, Fuyou Guo, Tian Li, Shili Li, Lei Yang, Wei Ding. (2026) Sustainable Strategy of Natural trans-Anethole in Controlling Bacterial Wilt: Virulence Suppression and Beneficial Microbiome Enrichment. JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, [PMID:41568748] [10.1021/acs.jafc.5c13627] |