Cas no 121-34-6 (Vanillic acid)
Vanillic acid Chemical and Physical Properties
Names and Identifiers
-
- 4-Hydroxy-3-methoxybenzoic acid
- FEMA 3988
- PROTOCATECHUIC ACID 3-METHYL ETHER
- RARECHEM AL BO 0061
- TIMTEC-BB SBB008280
- VANILLIC ACID
- VENILLIC ACID
- 3-Methoxy-4-Hydroxybenzoic acid
- 4-Hydroxy-3-methoxybenzoic acid (vanillic acid)
- 4-hydroxy-3-methoxy-benzoicaci
- 4-hydroxy-m-anisicaci
- Acide vanillique
- m-Anisic acid, 4-hydroxy-
- Protocatechuic acid, 3-methyl ester
- p-Vanillic acid
- VANILLIC ACID(AS)
- [ "4-Hydroxy-3-methoxybenzoic acid" ]
- vanillic
- Vanilloid
- Vanillate
- Vanilic acid
- VanillinAcid
- Vanillinsure
- Magnolioside
- VA
- Benzoic acid, 4-hydroxy-3-methoxy-
- 4-hydroxy-3-methoxy-Benzoic acid
- 4-Hydroxy-3-methoxybenzoate
- VA (VAN)
- 4-hydroxy-m-Anisic acid
- GM8Q3JM2Y8
- 4-hydroxy-3-methoxy benzoic acid
- WKOLLVMJNQIZCI-UHFFFAO
- 4-Hydroxy 3-methoxybenzoic acid
- MLS000574833
- MLSMR
- SMR000156289
- ConMedNP.446
- ConMedNP.447
- ConMedNP.448
- ConMedNP.449
- Vanillic acid
-
- MDL: MFCD00002551
- Inchi: 1S/C8H8O4/c1-12-7-4-5(8(10)11)2-3-6(7)9/h2-4,9H,1H3,(H,10,11)
- InChI Key: WKOLLVMJNQIZCI-UHFFFAOYSA-N
- SMILES: COC1C(O)=CC=C(C(=O)O)C=1
- BRN: 2208364
Computed Properties
- Exact Mass: 168.04200
- Monoisotopic Mass: 168.04225873 g/mol
- Isotope Atom Count: 0
- Hydrogen Bond Donor Count: 2
- Hydrogen Bond Acceptor Count: 4
- Heavy Atom Count: 12
- Rotatable Bond Count: 2
- Complexity: 168
- Covalently-Bonded Unit Count: 1
- Defined Atom Stereocenter Count: 0
- Undefined Atom Stereocenter Count : 0
- Defined Bond Stereocenter Count: 0
- Undefined Bond Stereocenter Count: 0
- Surface Charge: 0
- Tautomer Count: 4
- XLogP3: 1.4
- Topological Polar Surface Area: 66.8
- Molecular Weight: 168.15
Experimental Properties
- Color/Form: Powder
- Density: 1.3037 (rough estimate)
- Melting Point: 210.0 to 215.0 deg-C
- Boiling Point: 353.4°C at 760 mmHg
- Flash Point: 149.4 oC
- Refractive Index: 1.5090 (estimate)
- Solubility: 1.5 mg/mL at 14 °C
- Water Partition Coefficient: Soluble in water, alcohol and ether.
- Stability/Shelf Life: Stable. Combustible. Incompatible with strong oxidizing agents.
- PSA: 66.76000
- LogP: 1.09900
- Merck: 9931
- FEMA: 2464
- Solubility: It is easily soluble in ethanol, soluble in ether, and slightly soluble in water.
Vanillic acid Security Information
-
Symbol:
- Prompt:warning
- Signal Word:Warning
- Hazard Statement: H315-H319
- Warning Statement: P264-P280-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313
- Hazardous Material transportation number:NONH for all modes of transport
- WGK Germany:1
- Hazard Category Code: R36/37/38
- Safety Instruction: S37/39-S26
- RTECS:YW5300000
-
Hazardous Material Identification:
- TSCA:Yes
- Storage Condition:Powder -20°C 3 years ? 4°C 2 years In solvent -80°C 6 months ? -20°C 1 month
- Risk Phrases:R36/37/38
- Safety Term:S26;S37/39
Vanillic acid Customs Data
- HS CODE:2918990090
- Customs Data:
China Customs Code:
2918990090Overview:
2918990090. Other additional oxy carboxylic acids(Including anhydrides\Acyl halide\Peroxides, peroxyacids and derivatives of this tax number). VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:nothing. MFN tariff:6.5%. general tariff:30.0%
Declaration elements:
Product Name, component content, use to
Summary:
2918990090. other carboxylic acids with additional oxygen function and their anhydrides, halides, peroxides and peroxyacids; their halogenated, sulphonated, nitrated or nitrosated derivatives. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:30.0%
Vanillic acid Pricemore >>
| Related Categories | No. | Product Name | Cas No. | Purity | Specification | Price | update time | Inquiry |
|---|---|---|---|---|---|---|---|---|
| Fluorochem | 075247-25g |
Vanillic acid |
121-34-6 | 95% | 25g |
£10.00 | 2022-03-01 | |
| Fluorochem | 075247-100g |
Vanillic acid |
121-34-6 | 95% | 100g |
£30.00 | 2022-03-01 | |
| Fluorochem | 075247-500g |
Vanillic acid |
121-34-6 | 95% | 500g |
£102.00 | 2022-03-01 | |
| Alichem | A014003161-250mg |
4-Hydroxy-3-methoxybenzoic acid |
121-34-6 | 97% | 250mg |
$499.20 | 2023-09-04 | |
| Alichem | A014003161-500mg |
4-Hydroxy-3-methoxybenzoic acid |
121-34-6 | 97% | 500mg |
$863.90 | 2023-09-04 | |
| Alichem | A014003161-1g |
4-Hydroxy-3-methoxybenzoic acid |
121-34-6 | 97% | 1g |
$1475.10 | 2023-09-04 | |
| HE FEI BO MEI SHENG WU KE JI YOU XIAN ZE REN GONG SI | XV7931-100g |
Vanillic acid |
121-34-6 | ≥99% | 100g |
¥480.00 元 | 2023-09-15 | |
| HE FEI BO MEI SHENG WU KE JI YOU XIAN ZE REN GONG SI | XV7931-25g |
Vanillic acid |
121-34-6 | ≥99% | 25g |
¥160.00 元 | 2023-09-15 | |
| HE FEI BO MEI SHENG WU KE JI YOU XIAN ZE REN GONG SI | BZP0457-20mg |
Vanillic acid |
121-34-6 | HPLC≥98% | 20mg |
¥120元 | 2023-09-15 | |
| Chemenu | CM160477-500g |
4-Hydroxy-3-methoxybenzoic acid |
121-34-6 | 95+% | 500g |
$122 | 2021-06-16 |
Vanillic acid Production Method
Production Method 1
Production Method 2
- Oxidative Catalytic Fractionation of Lignocellulose to High-Yield Aromatic Aldehyde Monomers and Pure CelluloseBy Zhu, Yuting et al, ACS Catalysis, 2023, 13(12), 7929-7941
Production Method 3
- Potential of catalytic oxidation of Kraft black liquor for the production of biosourced compoundsBy Vilcocq, Lea et al, ChemRxiv, 2023, From ChemRxiv, 1-14
Production Method 4
1.2R:HClO4
- Catalytic Alkylation Using a Cyclic S-Adenosylmethionine Regeneration SystemBy Mordhorst, Silja et al, Angewandte Chemie, 2017, 56(14), 4037-4041
Vanillic acid Raw materials
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Vanillic acid Suppliers
Vanillic acid Related Literature
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Maryam Davaritouchaee,William C. Hiscox,Evan Terrell,Rock J. Mancini,Shulin Chen Green Chem. 2020 22 1182
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2. Biosynthesis of phenanthroindolizidine alkaloids: incorporation of 2-pyrrolidin-2-ylacetophenone and benzoylacetic acid and derivativesRichard B. Herbert,Frederick B. Jackson,Ian T. Nicolson J. Chem. Soc. Perkin Trans. 1 1984 825
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Xiao-Jun Shen,Bing Wang,Huang Pan-li,Jia-Long Wen,Run-Cang Sun RSC Adv. 2016 6 45315
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Alice Cattivelli,Lorenzo Nissen,Flavia Casciano,Davide Tagliazucchi,Andrea Gianotti Food Funct. 2023 14 3509
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Sopheak Net,Sasho Gligorovski,Sylvia Pietri,Henri Wortham Phys. Chem. Chem. Phys. 2010 12 7603
Related Categories
- Solvents and Organic Chemicals Organic Compounds Benzenoids Benzene and substituted derivatives M-methoxybenzoic acids and derivatives
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- Solvents and Organic Chemicals Organic Compounds Acids/Esters
- Solvents and Organic Chemicals Organic Compounds Alcohol/Ether
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Additional information on Vanillic acid
Vanillic acid (CAS No. 121-34-6): A Comprehensive Overview
Vanillic acid, with the chemical formula C?H?O?, is a naturally occurring phenolic compound that belongs to the class of derivatives of vanillin. It is widely recognized for its pleasant aroma and flavor, making it a popular ingredient in the food and fragrance industries. However, its applications extend far beyond these domains, as recent research has uncovered numerous potential benefits in pharmaceuticals, cosmetics, and industrial processes. This article provides an in-depth exploration of Vanillic acid, focusing on its chemical properties, biological activities, industrial uses, and the latest advancements in research.
The molecular structure of Vanillic acid consists of a hydroxyl group attached to a phenol ring, which is further substituted with an aldehyde group at the 4-position. This unique configuration imparts significant reactivity, allowing it to participate in various chemical transformations. The compound is typically obtained through the hydrolysis of vanilla beans or synthesized via oxidation of guaiacol. Its solubility in water and organic solvents makes it highly versatile for different applications.
In recent years, Vanillic acid has garnered considerable attention in the field of medicinal chemistry due to its multifaceted biological activities. Studies have demonstrated its potent antioxidant properties, which are attributed to its ability to scavenge free radicals and inhibit lipid peroxidation. These antioxidant effects have been linked to a reduced risk of chronic diseases such as cancer, cardiovascular disorders, and neurodegenerative conditions. For instance, research published in the journal *Free Radical Biology and Medicine* highlights the protective role of Vanillic acid against oxidative stress-induced cellular damage.
Beyond its antioxidant capabilities, Vanillic acid has shown promising anti-inflammatory effects. Chronic inflammation is a hallmark of numerous diseases, including rheumatoid arthritis and inflammatory bowel disease. Preclinical studies have indicated that Vanillic acid can modulate inflammatory pathways by inhibiting key enzymes such as COX-2 and LOX. A notable study published in *Biochemical Pharmacology* suggests that oral administration of Vanillic acid can significantly reduce inflammation markers in animal models.
The antimicrobial properties of Vanillic acid have also been extensively studied. Its ability to inhibit the growth of various bacteria, fungi, and even some viruses makes it a valuable candidate for developing natural preservatives and antimicrobial agents. Research published in *Journal of Applied Microbiology* demonstrates that Vanillic acid can effectively prevent the growth of pathogenic bacteria such as *Staphylococcus aureus* and *E.coli*. This finding opens up new possibilities for its use in food preservation and wound care formulations.
In addition to its biological activities, Vanillic acid finds extensive applications in the fragrance and cosmetics industry. Its sweet and vanilla-like aroma makes it a preferred choice for perfumes, soaps, and lotions. Moreover, its skin-friendly properties have led to its inclusion in anti-aging creams and moisturizers. A study published in *International Journal of Cosmetic Science* emphasizes that topical application of Vanillic acid can enhance skin elasticity and reduce wrinkles due to its antioxidant and anti-inflammatory effects.
The industrial significance of Vanillic acid extends to its role as a key intermediate in organic synthesis. It serves as a precursor for manufacturing various specialty chemicals used in dyes, polymers, and pharmaceuticals. The compound's reactivity allows it to undergo esterification, etherification, and other transformations, making it indispensable in synthetic chemistry.
Recent advancements in biotechnology have opened new avenues for the production of Vanillic acid. Fermentation processes using engineered microorganisms have been developed to produce this compound more efficiently and sustainably. Such innovations not only enhance supply but also reduce environmental impact compared to traditional extraction methods.
The future prospects of Vanillic acid are promising, with ongoing research exploring novel therapeutic applications. Investigations are underway to evaluate its potential role in managing metabolic disorders such as diabetes by improving insulin sensitivity. Additionally, studies are being conducted to assess its efficacy in neuroprotective therapies due to its ability to cross the blood-brain barrier.
In conclusion, Vanillic acid (CAS No. 121-34-6) is a versatile compound with diverse applications ranging from pharmaceuticals to cosmetics and industrial processes. Its unique chemical properties coupled with recent discoveries underscore its significance as a valuable natural product. As research continues to uncover new benefits and applications, the demand for high-quality sources of pure Vanillic Acid is expected to grow significantly.
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