3,4-Dimethoxybenzaldehyde - ≥98% , CAS No.120-14-9

CAS: 120-14-9 Cat. No.: D108637 Formula: C₉H₁₀O₃ Molecular Weight: 166.17 Beilstein Registry Number: 473899 EC Number: 204-373-2

GRADE & PURITY ≥98%

Synonyms

NCGC00091642-03 | VERATRALDEHYDE [FCC] | AM20050100 | Veratrumaldehyde | 3,4-Dimethoxybenzaldehyde, 99% | Benzaldehyde, 3,4-dimethoxy- | VERATRALDEHYDE | Veratraldehyde (3,4-Dimethoxybenzaldehyde) | AC-10201 | Methylvanillin | SY004136 | NSC 24521 | Tox21

Storage

Argon charged,Room temperature

Shipped In

Normal

Overview

3,4-dimethoxybenzaldehyde and cyclodextrin form a 1:1 inclusion compound. It reacts with 3-acetyl-2,5-dimethylthiophene to form chalcone dye 2e-3 - (3,4-dimethoxyphenyl) - 1 - (2,5-dimethylthiophene-3-yl) propyl-2-ene-1-one.

3,4-dimethoxybenzaldehyde is used to prepare 4-chloromethyl-2 - (dimethoxyphenyl) - 1,3-dioxygentyl. It is used to synthesize the (+ - violet acid) with anti HIV activity.

Specifications

Synonyms

NCGC00091642-03 | VERATRALDEHYDE [FCC] | AM20050100 | Veratrumaldehyde | 3,4-Dimethoxybenzaldehyde, 99% | Benzaldehyde, 3,4-dimethoxy- | VERATRALDEHYDE | Veratraldehyde (3,4-Dimethoxybenzaldehyde) | AC-10201 | Methylvanillin | SY004136 | NSC 24521 | Tox21

Specifications & Purity

≥98%

Storage

Argon charged,Room temperature

Shipped In

Normal

Purity

≥98%

Names and Identifiers

• Pubchem Sid: 488180784
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488180784
• Canonical Smiles: COC1=C(C=C(C=C1)C=O)OC
• IUPAC Name: 3,4-dimethoxybenzaldehyde
• InChIKey: WJUFSDZVCOTFON-UHFFFAOYSA-N
• INCHI: 1S/C9H10O3/c1-11-8-4-3-7(6-10)5-9(8)12-2/h3-6H,1-2H3
• Isomeric SMILES: COC1=C(C=C(C=C1)C=O)OC
• WGK Germany: 3
• RTECS: YX5088000
• Molecular Weight: 166.17
• Beilstein: 473899
• Reaxy-Rn: 473899
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=473899&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Benzenoids
    • Class Benzene and substituted derivatives
      • Subclass Methoxybenzenes

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Class: Benzene and substituted derivatives
• Subclass: Methoxybenzenes
• Intermediate Tree Nodes: Not available
• Direct Parent: Dimethoxybenzenes
• Alternative Parents: Phenoxy compounds Benzoyl derivatives Benzaldehydes Anisoles Alkyl aryl ethers Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic homomonocyclic compounds
• Substituents: Dimethoxybenzene - O-dimethoxybenzene - Anisole - Benzaldehyde - Benzoyl - Phenol ether - Phenoxy compound - Aryl-aldehyde - Alkyl aryl ether - Ether - Organooxygen compound - Aldehyde - Organic oxygen compound - Hydrocarbon derivative - Organic oxide - Aromatic homomonocyclic compound
• Description: This compound belongs to the class of organic compounds known as dimethoxybenzenes. These are organic aromatic compounds containing a monocyclic benzene moiety carrying exactly two methoxy groups.
• External Descriptors: a small molecule

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(Human)

TSHR Tclin Thyroid stimulating hormone receptor (29986 Activities)

Discover Target: TSHR

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

ALDH1A1 Tchem Aldehyde dehydrogenase 1A1 (77053 Activities)

Discover Target: ALDH1A1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Associated Targets(non-human)

Meloidogyne incognita (862 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Hepatitis B virus (7925 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Collagen (21 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Soluble in water. Freely soluble in alcohol and ether.
• Sensitivity: air & Light sensitive
• Flash Point(°F): 235.4 °F
• Flash Point(°C): >110℃
• Boil Point(°C): 281°C
• Melt Point(°C): 42-43°C
• Molecular Weight: 166.170 g/mol
• XLogP3: 1.500
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 166.063 Da
• Monoisotopic Mass: 166.063 Da
• Topological Polar Surface Area: 35.500 Ų
• Heavy Atom Count: 12
• Formal Charge: 0
• Complexity: 147.000
• 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

References

1. Xiaoying Ma, Xiufeng Zhang, Buyue Zhang, Dawei Yang, Hongxia Sun, Yalin Tang, Lei Shi.  (2023)  Dual-responsive fluorescence probe for measuring HSO3− and viscosity and its application in living cells and real foods.  FOOD CHEMISTRY,      [PMID:37527580] [10.1016/j.foodchem.2023.136930]

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. Tong Shao, Xiaolei Song, Yufeng Jiang, Chenchen Wang, Peng Li, Shihao Sun, Dingzhong Wang, Wei Wei.  (2023)  Vanillin-Catalyzed highly sensitive luminol chemiluminescence and its application in food detection.  SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY,      [PMID:36857865] [10.1016/j.saa.2023.122535]

4. Qiu Weihua, Liu Jinru.  (2022)  Fermenting and Lignin Degradability of a White-Rot Fungus Coriolopsis trogii Using Industrial Lignin as Substrate.  APPLIED BIOCHEMISTRY AND BIOTECHNOLOGY,  194  (11): (5220-5235).  [PMID:35723831] [10.1007/s12010-022-04004-5]

5. Haichuan Zhang, Yang Liu, Shiyu Fu, Yulin Deng.  (2020)  Selective hydrodeoxygenation of lignin model compound (3,4-dimethoxybenzyl alcohol) by Pd/CNX catalyst.  INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES,      [PMID:33345971] [10.1016/j.ijbiomac.2020.12.092]

6. Xue-Qiang Chen, Bingjian Zhang, Zhiguo Zhang.  (2020)  A novel method of temporary solidification and extraction of underwater fragile relics in their original state.  INTERNATIONAL JOURNAL OF ADHESION AND ADHESIVES,      [PMID:] [10.1016/j.ijadhadh.2020.102724]

7. Fei Peng, Bingjie Zheng, Yao Zhang, Aroosha Faheem, Yanyan Chai, Tao Jiang, Xuguang Chen, Yonggang Hu.  (2020)  Biocatalytic Oxidation of Aromatic Compounds by Spore-Based System.  ACS Sustainable Chemistry & Engineering,      [PMID:] [10.1021/acssuschemeng.0c04884]

8. Jianrui Zhang, Xiaocui Han, Cheng Yue, Di Liu, Ziyu Lin, Yirong Sun, Liyuan Chen, Jinhui Pang, Zhenhua Jiang.  (2020)  Synthesis of novel Co(II) complexed bipyrimidine polyimide and preparation of thin film composite membranes.  Polymer Chemistry,  11  (31): (5057-5066).  [PMID:] [10.1039/D0PY00583E]

9. Hailong Li, Chao Du, Shujuan Ge, Mengru Liu.  (2019)  Oxalate formation during ClO2 bleaching of bamboo kraft pulp.  NORDIC PULP & PAPER RESEARCH JOURNAL,  35  (1): (18-24).  [PMID:] [10.1515/npprj-2019-0019]

10. Fanglin Dai, Shenghui Zhou, Xingzhen Qin, Detao Liu, Haisong Qi.  (2019)  Surfactant-assisted synthesis of mesoporous hafnium- imidazoledicarboxylic acid hybrids for highly efficient hydrogen transfer of biomass-derived carboxides.  Molecular Catalysis,      [PMID:] [10.1016/j.mcat.2019.110611]

11. Fanyong Yan, Xiaodong Sun, Ruiqi Zhang, Yingxia Jiang, Jinxia Xu, Junfu Wei.  (2019)  Enhanced fluorescence probes based on Schiff base for recognizing Cu2+ and effect of different substituents on spectra.  SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY,      [PMID:31174152] [10.1016/j.saa.2019.117222]

12. Zhou Liu, Tiyun Yang, Yuxing Huang, Yang Liu, Liucheng Chen, Libo Deng, Ho Cheung Shum, Tiantian Kong.  (2019)  Electrocontrolled Liquid Marbles for Rapid Miniaturized Organic Reactions.  ADVANCED FUNCTIONAL MATERIALS,  29  (19): (1901101).  [PMID:] [10.1002/adfm.201901101]

13. Shenghui Zhou, Fanglin Dai, Zhouyang Xiang, Tao Song, Detao Liu, Fachuang Lu, Haisong Qi.  (2019)  Zirconium–lignosulfonate polyphenolic polymer for highly efficient hydrogen transfer of biomass-derived oxygenates under mild conditions.  APPLIED CATALYSIS B-ENVIRONMENTAL,      [PMID:] [10.1016/j.apcatb.2019.02.011]

14. Hu Li, Zhenyou Gui, Song Yang, Zhiwen Qi, Shunmugavel Saravanamurugan, Anders Riisager.  (2017)  Catalytic Tandem Reaction for the Production of Jet and Diesel Fuel Range Alkanes.  Energy Technology,  6  (6): (1060-1066).  [PMID:] [10.1002/ente.201700637]

15. Xiufeng Zhang, Xiaoying Ma, Buyue Zhang, Dawei Yang, Ruiyang Bai, Yuexing Gao, Hongxia Sun, Yalin Tang, Lei Shi.  (2024)  Design and Screening of Fluorescent Probes Based upon Hemicyanine Dyes for Monitoring Mitochondrial Viscosity in Living Cells.  JOURNAL OF PHYSICAL CHEMISTRY B,      [PMID:38607690] [10.1021/acs.jpcb.4c00161]

16. Zhou Keyun, Liu Xiaowen, Tong Yu, Jiang Wei, Li Yujie, Zhu Tianyu, Xu Defeng, Hu Hang.  (2024)  Dimethylcurcumin-loaded methoxypolyethylene glycol-dimethylcurcumin conjugate nanoparticles: preparation, characterization and in vitro antitumor study.  JOURNAL OF NANOPARTICLE RESEARCH,  26  (10): (1-13).  [PMID:] [10.1007/s11051-024-06165-2]

17. Hai Li, Yang You, Chun Hui Xie, Yun Qi Li, Hai Bo Xie.  (2024)  High-Performance Adhesive with Wide Working Temperature Range Enabled by the Multivalent Supramolecular Network around Lignin-Derived Noncoplanar Triaryl-imidazolium.  MACROMOLECULES,      [PMID:] [10.1021/acs.macromol.4c02402]

18. Qian Xue Hua, Hai Li, Yun Qi Li, Yang You, Ya Lin Cao.  (2025)  Nanofibrous Hyper-Cross-Linked Polymer Based on Veratraldehyde-Derived Triarylimidazole for Cationic Organic Pollutant Adsorption.  BIOMACROMOLECULES,      [PMID:40831257] [10.1021/acs.biomac.5c01283]

19. Hai Li, Qian Xue Hua, Xiao Hua Zhao, Xin Yu Lu, Dong Wei He, Yun Qi Li, Yang You.  (2025)  Thermal-Resistant One-Component Epoxy Resins Based on Synergistic Secondary Interactions between Lignin-Derived Triarylimidazole and Bismaleimide.  ACS Applied Polymer Materials,      [PMID:] [10.1021/acsapm.5c02294]

20. X.-Q. Chen, L. Xie, F. Wang, Y. Wu, B. Zhang, L. Zhu.  (2020)  Temporary consolidation and packaging of fragile cultural relics at underwater archaeological sites to maintain their original state during extraction.  ARCHAEOMETRY,  62  (5): (1067-1077).  [PMID:] [10.1111/arcm.12571]

21. Beibei Liu, Lingdong Kong, Yixuan An, Yu Lu, Yuwen Wang, Jie Tan, Xingfu Tang, Lin Wang.  (2025)  Aqueous photochemistry of brown carbon: H2O2 formation, enhanced SO2 oxidation, and the real role of excited triplets.  ATMOSPHERIC ENVIRONMENT,      [PMID:] [10.1016/j.atmosenv.2025.121366]

22. Feng He, Lingling Guo, Liqiang Liu, Xinxin Xu, Liguang Xu, Chuanlai Xu, Hua Kuang, Maozhong Sun.  (2025)  Highly Specific Monoclonal Antibodies Combined with A Multiplex Quantum Dot Microsphere-based Fluorescence Lateral Flow Immunochromatographic Assay for Simultaneous Detection of Vanillin, Methyl Vanillin, and Ethyl Vanillin in Food Samples.  JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY,      [PMID:41147867] [10.1021/acs.jafc.5c09933]

23. Jia Xin Yu, Lu Yao Li, Yu Fan, Piao Zheng, Sha Yang, Qi Fang Liu, Cai Juan Huang, Ya Lin Cao, Yang You.  (2026)  Poly(phenol-imidazole) nanosheets engineered multifunctional hydrogel for promotion of infected diabetic wound healing.  CHEMICAL ENGINEERING JOURNAL,      [PMID:] [10.1016/j.cej.2026.181191]

Frequently Asked Questions

What is the purity of this product?

This product is supplied at ≥98% purity (chemical assay). Lot-specific values are stated on the Certificate of Analysis.

How should this product be stored?

Store at room temperature under argon. It is supplied under an argon blanket; reseal under inert gas after each use.

How is this product shipped?

This product ships under standard ambient conditions. No temperature-controlled packaging is required.

What are the CAS number, molecular formula and molecular weight?

The CAS Number is 120-14-9, the molecular formula is C9H10O3, and the molecular weight is 166.17 g/mol. InChIKey WJUFSDZVCOTFON-UHFFFAOYSA-N.

What documentation is provided?

Available product documentation, including Certificates of Analysis (COA), Safety Data Sheets (SDS), and specification sheets, is shown in the product document area. Document availability and access follow the current site policy.