121-34-6
4-Hydroxy-3-methoxybenzoic acid
CAS: 121-34-6
Molecular Formula: C8H8O4
121-34-6 - Names and Identifiers
| Name | 4-Hydroxy-3-methoxybenzoic acid |
| Synonyms | FEMA 3988 Vanilic acid Vanillic acid VANILLIC ACID VENILLIC ACID AKOS BBS-00003785 TIMTEC-BB SBB008280 RARECHEM AL BO 0061 4-hydroxy-3-methoxybenzoate 4-HYDROXY-3-METHOXYBENZOIC ACID 4-Hydroxy-3-methoxybenzoic acid PROTOCATECHUIC ACID 3-METHYL ETHER |
| CAS | 121-34-6 |
| EINECS | 204-466-8 |
| InChI | InChI=1/C8H8O4/c1-12-7-4-5(8(10)11)2-3-6(7)9/h2-4,9H,1H3,(H,10,11)/p-1 |
| InChIKey | WKOLLVMJNQIZCI-UHFFFAOYSA-N |
121-34-6 - Physico-chemical Properties
| Molecular Formula | C8H8O4 |
| Molar Mass | 168.15 |
| Density | 1.3037 (rough estimate) |
| Melting Point | 208-210°C(lit.) |
| Boling Point | 257.07°C (rough estimate) |
| Flash Point | 149.4°C |
| JECFA Number | 959 |
| Water Solubility | Soluble in water, alcohol and ether. |
| Solubility | Soluble in ethanol, soluble in ether, slightly soluble in water. |
| Vapor Presure | 1.32E-05mmHg at 25°C |
| Appearance | Crystalline powder |
| Color | Clear colorless to brown, may darken during storage |
| Merck | 14,9931 |
| BRN | 2208364 |
| pKa | pKa 4.53(H2Ot = 25c = 0.016–0.001) (Uncertain) |
| Storage Condition | Store below +30°C. |
| Stability | Stable. Combustible. Incompatible with strong oxidizing agents. |
| Refractive Index | 1.5090 (estimate) |
| MDL | MFCD00002551 |
| Physical and Chemical Properties | Pentanoic acid is a colorless liquid with a spoilage odor, B. p.186.2 ℃,n20D 1.4100, relative density 0.939, dissolved in 20 ℃ water 13%, soluble in ethanol and ether and other organic solvents. |
121-34-6 - Risk and Safety
| Hazard Symbols | Xi - Irritant |
| Risk Codes | 36/37/38 - Irritating to eyes, respiratory system and skin. |
| Safety Description | S37/39 - Wear suitable gloves and eye/face protection S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36 - Wear suitable protective clothing. |
| WGK Germany | 1 |
| RTECS | YW5300000 |
| TSCA | Yes |
| HS Code | 29189090 |
| Hazard Note | Irritant |
121-34-6 - Reference
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"Impact of thermal processing and storage temperature on the phenolic profile and antioxidant activity of different varieties of lychee juice." LWT 116 (2019): 108578.https://doi.org/10.1016/j.lwt.2019.108578 37. Nan, Xingmei, et al. "Bioactive fraction of Rhodiola algida against chronic hypoxia-induced pulmonary arterial hypertension and its anti-proliferation mechanism in rats." Journal of ethnopharmacology 216 (2018): 175-183.https://doi.org/10.1016/j.jep.2018.0 38. Zhang, He, et al. "Phenolic acids released in maize rhizosphere during maize-soybean intercropping inhibit Phytophthora blight of soybean." Frontiers in plant science 11 (2020): 886.https://doi.org/10.3389/fpls.2020.00886 39. Wang, Zhineng, et al. "Comparison of the phenolic profiles and physicochemical properties of different varieties of thermally processed canned lychee pulp." RSC Advances 10.12 (2020): 6743-6751.10.1039/C9RA08393F 40. [IF=5.645] Jun Lu et al."Phenolic composition, antioxidant, antibacterial and anti-inflammatory activities of leaf and stem extracts from Cryptotaenia japonica Hassk."Ind Crop Prod. 2018 Oct;122:522 41. [IF=4.556] Jingli Gong et al."Vanillic Acid Suppresses HIF-1α Expression via Inhibition of mTOR/p70S6K/4E-BP1 and Raf/MEK/ERK Pathways in Human Colon Cancer HCT116 Cells."Int J Mol Sci. 2019 Jan;20(3):465 42. [IF=3.69] Xingmei Nan et al."Bioactive fraction of Rhodiola algida against chronic hypoxia-induced pulmonary arterial hypertension and its anti-proliferation mechanism in rats."J Ethnopharmacol. 2018 Apr;216:175 43. [IF=3.463] X.Q. Wang et al."Characteristics of mitochondrial membrane functions and antioxidant enzyme activities in strawberry roots under exogenous phenolic acid stress."Sci Hortic-Amsterdam. 2019 Apr;248:89 44. [IF=3.361] Yi Tao et al."Magnetic solid-phase extraction coupled with HPLC-Q-TOF-MS for rapid analysis of tyrosinase binders from San-Bai decoction by Box–Behnken statistical design."Rsc Adv. 2016 Nov;6(111):109730-109741 45. [IF=7.514] Jinxue Hou et al."Variations in phenolic acids and antioxidant activity of navel orange at different growth stages."Food Chem. 2021 Oct;360:129980 46. [IF=7.514] Hongcai Li et al."Study on the nutritional characteristics and antioxidant activity of dealcoholized sequentially fermented apple juice with Saccharomyces cerevisiae and Lactobacillus plantarum fermentation."Food Chem. 2021 Nov;363:130351 47. [IF=7.514] Xiaoming Yu et al."Impact of processing technologies on isoflavones, phenolic acids, and antioxidant capacities of soymilk prepared from 15 soybean varieties."Food Chem. 2021 May;345:128612 48. [IF=6.383] Ruizhi Hu et al."Dietary ferulic acid and vanillic acid on inflammation, gut barrier function and growth performance in lipopolysaccharide-challenged piglets."Anim Nutr. 2021 Sep;: 49. [IF=6.057] Chenglong Sun et al."1,1′-binaphthyl-2,2′-diamine as a novel MALDI matrix to enhance the in situ imaging of metabolic heterogeneity in lung cancer."Talanta. 2020 Mar;209:120557 50. [IF=5.977] Yi Tao et al."Layer-by-layer assembly strategy for fabrication of polydopamine-polyethyleneimine hybrid modified fibers and their application to solid-phase microextraction of bioactive molecules from medicinal plant samples followed by surface plasmon re 51. [IF=5.455] Lu Lan et al."Quinic acid: a potential antibiofilm agent against clinical resistant Pseudomonas aeruginosa."Chin Med-Uk. 2021 Dec;16(1):1-17 52. [IF=5.396] Ruihong Dong et al."Release and metabolism of bound polyphenols from carrot dietary fiber and their potential activity in in vitro digestion and colonic fermentation."Food Funct. 2020 Jul;11(7):6652-6665 53. [IF=4.952] Yuan Yuan et al."Diversity of phenolics including hydroxycinnamic acid amide derivatives, phenolic acids contribute to antioxidant properties of proso millet."Lwt Food Sci Technol. 2022 Jan;154:112611 54. [IF=4.952] Dongxiao Su et al."Impact of thermal processing and storage temperature on the phenolic profile and antioxidant activity of different varieties of lychee juice."Lwt Food Sci Technol. 2019 Dec;116:108578 55. [IF=4.952] Yuxin Hao et al."Stability and mechanism of phenolic compounds from raspberry extract under in vitro gastrointestinal digestion."Lwt Food Sci Technol. 2021 Mar;139:110552 56. 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121-34-6 - Reference Information
| FEMA | 3988 | 4-HYDROXY-3-METHOXYBENZOIC ACID |
| NIST chemical information | Information provided by: webbook.nist.gov (external link) |
| EPA chemical information | Information provided by: ofmpub.epa.gov (external link) |
| use | valeric acid is the raw material for preparing the fungicide hexaconazole. It has anti-bacterial and fungal effects. Organic synthesis. To make spices. Synthesis of a variety of bio-based epoxy resins and polyester precursors. |
| Production method | The preparation method can be prepared by electrolytic oxidation with 1-pentanol or reaction with formic acid and butene. Reaction equation: CH3(CH2)3CH2OH [electrolysis] →[O2]CH3(CH2)3COOHCH3CH2CH = CH2 HCOOH → CH3(CH2)3COOH The reaction of valeric acid and thionyl chloride or phosphorus trichloride yields the corresponding valeryl chloride. CH3(CH2)3COOH SOCl2→CH3(CH2)3COCl SO2↑ HCl↑ |
Last Update：2024-04-09 15:16:47
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