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Synonyms | 3-Hydroxy-4-methoxybenzaldehyde | ISOVANILLIN | 621-59-0 | Isovanilline | 5-Formylguaiacol | 3-Hydroxy-p-anisaldehyde | Benzaldehyde, 3-hydroxy-4-methoxy- | 3-Hydroxyanisaldehyde | 3-Hydroxy-4-methoxy-benzaldehyde | Isovanicaline | iso-Vanillin | p-Anisaldehyde, 3-hydroxy- | 3-h |
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Specifications & Purity | 10mM in DMSO |
Storage Temp | Store at -80°C |
Shipped In | Ice chest + Ice pads |
Product Description | 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 |
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Mechanism of Action | Action Type | target ID | Target Name | Target Type | Target Organism | Binding Site Name | References |
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IUPAC Name | 3-hydroxy-4-methoxybenzaldehyde |
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INCHI | InChI=1S/C8H8O3/c1-11-8-3-2-6(5-9)4-7(8)10/h2-5,10H,1H3 |
InChi Key | JVTZFYYHCGSXJV-UHFFFAOYSA-N |
Canonical SMILES | COC1=C(C=C(C=C1)C=O)O |
Isomeric SMILES | COC1=C(C=C(C=C1)C=O)O |
WGK Germany | 3 |
RTECS | CU6540000 |
PubChem CID | 12127 |
Molecular Weight | 152.15 |
Beilstein | 1073021 |
Reaxy-Rn | 1073021 |
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Sensitivity | Light sensitive; Air sensitive |
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Boil Point(°C) | 179°C |
Melt Point(°C) | 112-116°C |
Pictogram(s) | GHS07 |
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Signal | Warning |
Hazard Statements | H315:Causes skin irritation H319:Causes serious eye irritation H335:May cause respiratory irritation |
Precautionary Statements | P261:Avoid breathing dust/fume/gas/mist/vapors/spray. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses if present and easy to do - continue rinsing. P280:Wear protective gloves/protective clothing/eye protection/face protection. P302+P352:IF ON SKIN: wash with plenty of water. P321:Specific treatment (see ... on this label). P405:Store locked up. P501:Dispose of contents/container to ... P264:Wash hands [and …] thoroughly after handling. P271:Use only outdoors or in a well-ventilated area. P304+P340:IF INHALED: Remove person to fresh air and keep comfortable for breathing. P403+P233:Store in a well-ventilated place. Keep container tightly closed. P362+P364:Take off contaminated clothing and wash it before reuse. P264+P265:Wash hands [and …] thoroughly after handling. Do not touch eyes. P337+P317:If eye irritation persists: Get medical help. P332+P317:If skin irritation occurs: Get medical help. P319:Get medical help if you feel unwell. |
WGK Germany | 3 |
RTECS | CU6540000 |
Reaxy-Rn | 1073021 |
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, 5 (10): (7878–7886). [PMID:12661006] [10.1021/acsapm.3c01138] |
2. Weichen Wang, Tian Sheng, Shanshuai Chen, Zhiyu Xiang, Fangyuan Zhou, Wanbin Zhu, Hongliang Wang. (2023) Defect engineering of Metal-Organic Framework for highly efficient hydrodeoxygenation of lignin derivates in water. CHEMICAL ENGINEERING JOURNAL, 453 (139711). [PMID:] [10.1016/j.cej.2022.139711] |
3. 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] |
4. 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] |
5. 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, 42 (2027). [PMID:] [10.1016/S1872-2067(21)63828-7] |
6. 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, 298 (120535). [PMID:] [10.1016/j.apcatb.2021.120535] |
7. Ju Bai, Yaxin Zhang, Liyan Dong, Yanjun Hou, HaiJun Niu, Shuhong Wang, Cheng Wang. (2020) Multipurpose conjugated block copolymers based on novel triphenylylamine derivatives and squaric acid for electrochromic and resistive memory devices. POLYMER TESTING, 81 (106245). [PMID:] [10.1016/j.polymertesting.2019.106245] |
8. Zhenkun Mao,Changjun Hu,Zhentao Li,Zilin Chen. (2019-06-19) A reversed-phase/hydrophilic bifunctional interaction mixed-mode monolithic column with biphenyl and quaternary ammonium stationary phases for capillary electrochromatography.. The Analyst, 144 ((14)): (4386-4394). [PMID:31210197] |
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, 5 (10): (7878–7886). [PMID:12661006] [10.1021/acsapm.3c01138] |
2. Weichen Wang, Tian Sheng, Shanshuai Chen, Zhiyu Xiang, Fangyuan Zhou, Wanbin Zhu, Hongliang Wang. (2023) Defect engineering of Metal-Organic Framework for highly efficient hydrodeoxygenation of lignin derivates in water. CHEMICAL ENGINEERING JOURNAL, 453 (139711). [PMID:] [10.1016/j.cej.2022.139711] |
3. 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] |
4. 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] |
5. 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, 42 (2027). [PMID:] [10.1016/S1872-2067(21)63828-7] |
6. 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, 298 (120535). [PMID:] [10.1016/j.apcatb.2021.120535] |
7. Ju Bai, Yaxin Zhang, Liyan Dong, Yanjun Hou, HaiJun Niu, Shuhong Wang, Cheng Wang. (2020) Multipurpose conjugated block copolymers based on novel triphenylylamine derivatives and squaric acid for electrochromic and resistive memory devices. POLYMER TESTING, 81 (106245). [PMID:] [10.1016/j.polymertesting.2019.106245] |
8. Zhenkun Mao,Changjun Hu,Zhentao Li,Zilin Chen. (2019-06-19) A reversed-phase/hydrophilic bifunctional interaction mixed-mode monolithic column with biphenyl and quaternary ammonium stationary phases for capillary electrochromatography.. The Analyst, 144 ((14)): (4386-4394). [PMID:31210197] |