Isovanillin - 10mM in DMSO , CAS No.621-59-0

CAS: 621-59-0 Cat. No.: I425148 Molecular Weight: 152.15 Beilstein Registry Number: 1073021 EC Number: 210-694-9
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GRADE & PURITY 10mM in DMSO
Synonyms
BRN 1073021 | CCG-266226 | Isovanilline | Benzaldehyde, 3-hydroxy-4-methoxy- | m-hydroxy-p-methoxybenzaldehyde | Z104478184 | HMS2194I16 | Isovanicaline | Oxy-3 methoxy-4 benzaldehyde | isovaniline | NCGC00247609-01 | UNII-4A9N90H9X6 | DTXCID6029383 | F19
Storage
Store at -80°C
Shipped In
Dry ice packs + Cold packs
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Size
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Qty
1ml
I425148-1ml
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Why this grade

10mM in DMSO for sensitive chromatographic and analytical workflows requiring minimal baseline interference.

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Storage & shipping

Store at -80°C Ships Dry ice packs + Cold packs Check lot-specific COA for exact specifications.

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Quality documents

SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.

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Literature proof

Cited in 16 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.

Overview

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

Specifications

Synonyms
BRN 1073021 | CCG-266226 | Isovanilline | Benzaldehyde, 3-hydroxy-4-methoxy- | m-hydroxy-p-methoxybenzaldehyde | Z104478184 | HMS2194I16 | Isovanicaline | Oxy-3 methoxy-4 benzaldehyde | isovaniline | NCGC00247609-01 | UNII-4A9N90H9X6 | DTXCID6029383 | F19
Specifications & Purity
10mM in DMSO
Storage
Store at -80°C
Shipped In
Dry ice packs + Cold packs
This product requires cold chain shipping. Ground and other economy services are not available.
Names and Identifiers
Canonical SmilesCOC1=C(C=C(C=C1)C=O)O
IUPAC Name3-hydroxy-4-methoxybenzaldehyde
InChIKeyJVTZFYYHCGSXJV-UHFFFAOYSA-N
INCHI1S/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=

Documentation

📋 Safety Data Sheet (SDS)

Comprehensive hazard, handling, storage, and regulatory compliance document.

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✅ Certificate of Analysis (COA)

Lot-specific quality data. Enter your lot number to retrieve the exact COA.

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📊 Datasheet

Quick-reference summary of product specifications and applications.

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🔬 Specification Sheet

Full quality attributes and acceptance criteria for this grade.

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Advanced Data

Taxonomic Classification

Taxonomy Tree

KingdomOrganic compounds
SuperclassBenzenoids
ClassPhenols
SubclassMethoxyphenols
Intermediate Tree Nodes Not available
Direct ParentMethoxyphenols
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 FrameworkAromatic 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
DescriptionThis 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
3D Structure
Interactive Chemical Structure Model





Associated Targets(Human)
TYR Tclin Tyrosinase (717 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
COMT Tclin Catechol O-methyltransferase (404 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
XDH Tclin Xanthine dehydrogenase (1038 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
MPO Tchem Myeloperoxidase (1002 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ALDH1A1 Tchem Aldehyde dehydrogenase 1A1 (77053 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
AOX1 Tchem Aldehyde oxidase (429 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
GNAS Tbio Guanine nucleotide-binding protein G(s), subunit alpha (103405 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
POLI Tchem DNA polymerase iota (116820 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
APEX1 Tchem DNA-(apurinic or apyrimidinic site) lyase (38016 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CBX1 Tbio Chromobox protein homolog 1 (92434 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
GLS Tchem Glutaminase kidney isoform, mitochondrial (16997 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Associated Targets(non-human)
Artemia salina (1320 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Mechanisms of Action
Certificates(CoA,COO,BSE/TSE and Analysis Chart)
C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:
Chemical and Physical Properties
SensitivityLight sensitive; Air sensitive
Boil Point(°C)179°C
Melt Point(°C)112-116°C
Molecular Weight152.150 g/mol
XLogP31.000
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count3
Rotatable Bond Count2
Exact Mass152.047 Da
Monoisotopic Mass152.047 Da
Topological Polar Surface Area46.500 Ų
Heavy Atom Count11
Formal Charge0
Complexity135.000
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
The total count of all stereochemical bonds0
Covalently-Bonded Unit Count1
Documents & Articles
Citations of This Product
References
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. 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]
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,      [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,      [PMID:] [10.1016/j.apcatb.2021.120535]
7. 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]
8. 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]
9. 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]
10. 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]
11. 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]
12. 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]
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]
Solution Calculators
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