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 16 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
3-Hydroxy-4-methoxybenzaldehyde on condensation with furan-2-carboxylic acid hydrazide and thiophene-2-carboxylic acid hydrazide yields Schiff-bases. It undergoes condensation reaction with1-azabicyclo[2.2.2]octan-3-one to give (Z)-2-(3-hydroxy-4-methoxybenzylidene)-1-azabicyclo[2.2.2]octan-3-one
| Pubchem Sid | 488181556 |
|---|---|
| Pubchem Sid Url | https://pubchem.ncbi.nlm.nih.gov/substance/488181556 |
| Canonical Smiles | COC1=C(C=C(C=C1)C=O)O |
| IUPAC Name | 3-hydroxy-4-methoxybenzaldehyde |
| InChIKey | JVTZFYYHCGSXJV-UHFFFAOYSA-N |
| INCHI | 1S/C8H8O3/c1-11-8-3-2-6(5-9)4-7(8)10/h2-5,10H,1H3 |
| Isomeric SMILES | COC1=C(C=C(C=C1)C=O)O |
| WGK Germany | 3 |
| RTECS | CU6540000 |
| Molecular Weight | 152.15 |
| Beilstein | 1073021 |
| Reaxy-Rn | 1073021 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1073021&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 | Hydroxybenzaldehydes Phenoxy compounds Methoxybenzenes Benzoyl derivatives Anisoles Alkyl aryl ethers 1-hydroxy-4-unsubstituted benzenoids 1-hydroxy-2-unsubstituted benzenoids Organic oxides Hydrocarbon derivatives |
| Molecular Framework | Aromatic homomonocyclic compounds |
| Substituents | Methoxyphenol - Hydroxybenzaldehyde - Phenoxy compound - Anisole - Benzaldehyde - Methoxybenzene - Phenol ether - Benzoyl - 1-hydroxy-4-unsubstituted benzenoid - 1-hydroxy-2-unsubstituted benzenoid - Alkyl aryl ether - Aryl-aldehyde - Monocyclic benzene moiety - Ether - Organooxygen compound - Aldehyde - Hydrocarbon derivative - Organic oxide - Organic oxygen 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 | an aryl aldehyde |
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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 04, 2026 | I113433 | |
| Certificate of Analysis | Feb 04, 2026 | I113433 | |
| Certificate of Analysis | Feb 04, 2026 | I113433 | |
| Certificate of Analysis | May 12, 2025 | I113433 | |
| Certificate of Analysis | Jan 09, 2025 | I113433 | |
| Certificate of Analysis | Jul 09, 2024 | I113433 | |
| Certificate of Analysis | Jul 09, 2024 | I113433 | |
| Certificate of Analysis | Aug 07, 2023 | I113433 | |
| Certificate of Analysis | Aug 04, 2023 | I113433 | |
| Certificate of Analysis | May 10, 2023 | I113433 | |
| Certificate of Analysis | May 10, 2023 | I113433 | |
| Certificate of Analysis | May 10, 2023 | I113433 | |
| Certificate of Analysis | Oct 19, 2022 | I113433 | |
| Certificate of Analysis | Oct 19, 2022 | I113433 |
| Solubility | Soluble in Acetone and Methanol |
|---|---|
| Sensitivity | Light sensitive; Air sensitive |
| Boil Point(°C) | 179°C |
| Melt Point(°C) | 112-116°C |
| Molecular Weight | 152.150 g/mol |
| XLogP3 | 1.000 |
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 3 |
| Rotatable Bond Count | 2 |
| Exact Mass | 152.047 Da |
| Monoisotopic Mass | 152.047 Da |
| Topological Polar Surface Area | 46.500 Ų |
| Heavy Atom Count | 11 |
| Formal Charge | 0 |
| Complexity | 135.000 |
| 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. Ke Li, Xiaoyi Sun, Hua Yin, Kun Yang, Pei Dai, Ling Han, Longgui Zhang, Riwei Xu. (2023) Vanillin- and Isovanillin-Based Phthalonitrile Resins Containing Spirocycle Acetal Structures. ACS Applied Polymer Materials, [PMID:] [10.1021/acsapm.3c01138] |
| 2. Yurong Zhuang, Chenchen Wang, Yong Wang, Yuhui Chen, Songqin Liu, Wei Wei. (2023) Colorimetric and surface-enhanced Raman scattering method for vanillin detection based on two types of reduced silver nanoparticles. SENSORS AND ACTUATORS B-CHEMICAL, [PMID:] [10.1016/j.snb.2023.134267] |
| 3. Haozhou Huang, Jun Li, An Du, Yinggang Jia, Yuehua Cong, Baoyan Zhang. (2022) Bent-Structure Liquid Crystalline Dimers Containing a Cholesteryl Group Exhibiting Blue Phases. CRYSTAL GROWTH & DESIGN, [PMID:] [10.1021/acs.cgd.2c01045] |
| 4. Weichen Wang, Tian Sheng, Shanshuai Chen, Zhiyu Xiang, Fangyuan Zhou, Wanbin Zhu, Hongliang Wang. (2022) Defect engineering of Metal-Organic Framework for highly efficient hydrodeoxygenation of lignin derivates in water. CHEMICAL ENGINEERING JOURNAL, [PMID:] [10.1016/j.cej.2022.139711] |
| 5. Lu Xiaowen, Guo Chunmu, Zhang Mingyang, Leng Leipeng, Horton J. Hugh, Wu Wei, Li Zhijun. (2021) Rational design of palladium single-atoms and clusters supported on silicoaluminophosphate-31 by a photochemical route for chemoselective hydrodeoxygenation of vanillin. Nano Research, 14 (11): (4347-4355). [PMID:] [10.1007/s12274-021-3857-2] |
| 6. Qiaoyan Li, Zhentao Li, Yuanyuan Fu, Igor Clarot, Ariane Boudier, Zilin Chen. (2021) Room-temperature growth of covalent organic frameworks as the stationary phase for open-tubular capillary electrochromatography. ANALYST, 146 (21): (6643-6649). [PMID:34591047] [10.1039/D1AN01402A] |
| 7. Dongdong Wang, Wanbing Gong, Jifang Zhang, Miaomiao Han, Chun Chen, Yunxia Zhang, Guozhong Wang, Haimin Zhang, Huijun Zhao. (2021) Encapsulated Ni-Co alloy nanoparticles as efficient catalyst for hydrodeoxygenation of biomass derivatives in water. CHINESE JOURNAL OF CATALYSIS, [PMID:] [10.1016/S1872-2067(21)63828-7] |
| 8. Zhijun Li, Xiaowen Lu, Weiwei Sun, Leipeng Leng, Mingyang Zhang, Honghong Li, Lu Bai, Dundong Yuan, J. Hugh Horton, Qian Xu, Jun Wang. (2021) One-step synthesis of single palladium atoms in WO2.72 with high efficiency in chemoselective hydrodeoxygenation of vanillin. APPLIED CATALYSIS B-ENVIRONMENTAL, [PMID:] [10.1016/j.apcatb.2021.120535] |
| 9. Ju Bai, Yaxin Zhang, Liyan Dong, Yanjun Hou, HaiJun Niu, Shuhong Wang, Cheng Wang. (2019) Multipurpose conjugated block copolymers based on novel triphenylylamine derivatives and squaric acid for electrochromic and resistive memory devices. POLYMER TESTING, [PMID:] [10.1016/j.polymertesting.2019.106245] |
| 10. Xuli Zhuang, Xinli Tong, Yongtao Yan, Song Xue, Linhao Yu, Yongdan Li. (2017) Gold-mediated selective transformation of lignin models to aromatic esters in the presence of molecular oxygen. CATALYSIS TODAY, [PMID:] [10.1016/j.cattod.2017.04.050] |
| 11. Yuhao Zhang, Shuhui Huang, Wan-Qiu Liu, Jian Li. (2024) Biocatalytic Reductive Amination for In Vitro Biosynthesis of the Amaryllidaceae Alkaloid Precursor. ChemCatChem, [PMID:] [10.1002/cctc.202401811] |
| 12. Zuzhi Li, Ya Ma, Xingjie Guo, Yang Cao, Qian Jiang, Mi Gao, Xudong Liu, Daniel C. W. Tsang, Zhicheng Jiang, Bi Shi. (2024) Composite fiber as a multifunctional catalyst support for the upgradation of lignin-based chemicals. GREEN CHEMISTRY, [PMID:] [10.1039/D3GC04579J] |
| 13. Jun Wu, Liqian Liu, Xinyue Yan, Gang Pan, Jiahao Bai, Chengbing Wang, Fuwei Li, Yong Li. (2025) Microenvironment engineering of nitrogen-doped hollow carbon spheres encapsulated with Pd catalysts for highly selective hydrodeoxygenation of biomass-derived vanillin in water. CHINESE JOURNAL OF CATALYSIS, [PMID:] [10.1016/S1872-2067(24)60261-5] |
| 14. Zhenkun Mao, Changjun Hu, Zhentao Li, Zilin Chen. (2019) A reversed-phase/hydrophilic bifunctional interaction mixed-mode monolithic column with biphenyl and quaternary ammonium stationary phases for capillary electrochromatography. ANALYST, 144 (14): (4386-4394). [PMID:31210197] [10.1039/C9AN00428A] |
| 15. Qian Jiang, Shuguang Xu, Zuzhi Li, Xingjie Guo, Rui Zhang, Zhicheng Jiang, Bi Shi. (2025) Synergistic SiO2@NC core-shell nanosphere enhances catalytic hydrogenation of lignin-derived aromatic aldehydes. GREEN CHEMISTRY, [PMID:] [10.1039/D5GC00857C] |
| 16. Qian Jiang, Zuzhi Li, Javier Remón, Hui Xin, Zhicheng Jiang, Bi Shi. (2025) Controlling carbonization of tannin for the effective Pd loading to hydrogenate lignin-derived aldehydes. ChemSusChem, [PMID:40263115] [10.1002/cssc.202500536] |