p-eugenol
Eugenol
CAS: 97-53-0
Molecular Formula: C10H12O2
p-eugenol - Names and Identifiers
p-eugenol - Physico-chemical Properties
| Molecular Formula | C10H12O2 |
| Molar Mass | 164.2 |
| Density | 1.067 g/mL at 25 °C (lit.) |
| Melting Point | -12--10 °C (lit.) |
| Boling Point | 254 °C (lit.) |
| Flash Point | >230°F |
| JECFA Number | 1529 |
| Water Solubility | slightly soluble |
| Solubility | It is miscible with ethanol, ether, chloroform and oils, soluble in glacial acetic acid and caustic solution, and almost insoluble in water. |
| Appearance | Pale yellow to yellow liquid |
| Color | Clear pale yellow to yellow |
| Merck | 14,3898 |
| BRN | 1366759 |
| pKa | pKa 9.8 (Uncertain) |
| Storage Condition | 2-8°C |
| Stability | Stable. Combustible. Incompatible with strong oxidizing agents. |
| Sensitive | Air Sensitive |
| Refractive Index | n20/D 1.541(lit.) |
| MDL | MFCD00008654 |
| Physical and Chemical Properties | Colorless to pale yellow slightly thick liquid. Boiling point 250-255 ℃, relative density 1.064-1.068, refractive index 1.540-1.542, flash point> 104 ℃, soluble in 2 volumes of 60% ethanol and oil. There are dry and sweet flowers and spice. It has the flavor of carnation, but also like the aroma of clove oil. Strong momentum, powerful, long-lasting, warm and spicy flavor. |
| Use | For the preparation of carnation-type flavor and system isoeugenol and vanillin, also used as pesticides and preservatives |
p-eugenol - Risk and Safety
| Risk Codes | R22 - Harmful if swallowed R36/37/38 - Irritating to eyes, respiratory system and skin. R42/43 - May cause sensitization by inhalation and skin contact. R38 - Irritating to the skin R40 - Limited evidence of a carcinogenic effect R43 - May cause sensitization by skin contact R36/38 - Irritating to eyes and skin. |
| Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36 - Wear suitable protective clothing. S24/25 - Avoid contact with skin and eyes. S23 - Do not breathe vapour. S36/37 - Wear suitable protective clothing and gloves. |
| UN IDs | UN1230 - class 3 - PG 2 - Methanol, solution |
| WGK Germany | 1 |
| RTECS | SJ4375000 |
| FLUKA BRAND F CODES | 10-23 |
| TSCA | Yes |
| HS Code | 29095090 |
| Toxicity | LD50 in rats, mice (mg/kg): 2680, 3000 orally (Hagan) |
p-eugenol - Reference
| Reference Show more | 1. He Peng Zhang Huiyun Kang Huaibin Zhao Mengyue Li Yinhui Li senjie Zhang Haiyan Cao Xiaofei. Preparation and characterization of clove essential oil-chitosan nanocapsules [J]. Food and machinery 2019 35(06):36-42. 2. Liu Xin, Xu Juan, Hong Chunding, Jinya. Inhibitory effect of eugenol and allicin combined with imipenem on multi-drug resistant Acinetobacter baumannii in vitro [J]. Anti-infective pharmacy 2017 14(01):17-20. 3. Yang Shi Ping Lu Qi Shun Chen Rong Wang Cheng Gui Liu Hui Ling Sun Cheng Bo Chen Zhao-Ming. Anesthetic effect of eugenol on Penaeus mannamei [J]. Journal of Guangdong Ocean University, 2017, 37(04):16-20. 4. Chen Jia, Jiang Yaqin, Li Wei, Wang Yanping. In vitro antibacterial activity of three active components of traditional Chinese medicine against multidrug-resistant Acinetobacter baumannii [J]. China Pharmaceuticals 2018 27(08):12-14. 5. Zang Jia, Zang Junbo, Shi Junjun, etc. Study on the thermal stability of fennel volatile oil and screening of antioxidants [J]. Chinese Journal of Traditional Chinese Medicine, 2019, v.34(11):389-393. 6. Zang Jia, Zang Junbo, Shi Junjun, etc. Study on thermal stability of volatile oil from Alpinia officinarum Hance and screening of antioxidant [J]. Chinese condiment, 2019(9). 7. Zang Jia, Zang Junbo, Shi Junjun, etc. Stability of fennel essential oil in accelerated oxidation environment and its antioxidant screening [J]. Chinese Journal of Experimental prescriptions, 2019(18). 8. Wang Yu, Zou Junbo, Shi Yaojun, Zhang Xiaofei, Yan Jia, Liang Yulin, Guo Dongyan. Study on accelerated oxidation stability of turmeric volatile oil and screening of antioxidants [J]. Chinese herbal medicines, 2019,42(11):2627-2630. 9. Zang Jia, Zang Junbo, Shi Junjun, etc. Study on the thermal stability of volatile oil from Curcuma longa and its antioxidant screening [J]. Chinese Pharmaceutical Journal, 2019(15). 10. Du Juan, Guo Yisong, Dong Zhongdian, Huang Jiahui, Wang Zhongduo. Cloning and phenotypic analysis of Kera gene in Oryzias curvinotus [J]. Biotechnology, 2021,31(01):1-9. 11. Huang Yanting, Zhuang Yi, Qiu Yunyi. Rapid determination of 16 local anesthetic components in adult external products by high performance liquid chromatography [J]. Journal of analysis and testing, 2020,39(12):1533-1537. 12. Wang Na, Xiao Yunfeng, Qian Xinyu, Han Yunqi. Preparation and characterization of eugenol/starch inclusion complex lyophilized powder [J]. Modern food science and technology, 2020,36(12):180-187. 13. Li Wenxia, Kong Jing, Wu Qiuhong, Wang Menglin, Lu Dongbo, Sun Rendi, Huang Guangwei, Li Sitong, fan Yuyuan, Huang Yujuan, Gaoyuan, Liu Lu Road, Chen Siyu, Jiang Yanyan, shi Renbing. Study on quality evaluation of decoction pieces of Mosla chinensis based on quality characterization of effective benchmark characteristic maps [J]. Global Journal of Traditional Chinese Medicine, 2021,14(05):789-798. 14. He, Ruipeng, et al. "Effective of eugenol as an anestetic for adult spotted sea bass (Lateolabrax maculatus)." Aquaculture 523 (2020): 735180.https://doi.org/10.1016/j.aquaculture.2020.735180 15. Hao, Xueyan, et al. "Superior anti-infective potential of eugenol-casein nanoparticles combined with polyethylene glycol against Colletotrichum musae infections." RSC Advances 11.8 (2021): 4646-4653.DOI: 10.1039/D0RA09283E 16. Qian, Weidong, et al. "Antimicrobial activity of eugenol against carbapenem-resistant Klebsiella pneumoniae and its effect on biofilms." Microbial pathogenesis 139 (2020): 103924.https://doi.org/10.1016/j.micpath.2019.103924 17. He, R, Su, Y Wang, A, Lei, B, Cui, K. Survival and serum biochemical responses of spotted sea bass Lateolabrax maculatus during simulated waterless live transportation. Aquac Res. 2020; 51: 3495- 3505. https://doi.org/10.1111/are.14685 18. [IF=5.64] Wu Dousheng et al."Oleanolic Acid Induces the Type III Secretion System of Ralstonia solanacearum."Front Microbiol. 2015 Dec;0:1466 19. [IF=4.939] Jinghui Wang et al."Systems Pharmacology Dissection of Multiscale Mechanisms of Action for Herbal Medicines in Treating Rheumatoid Arthritis."Mol Pharmaceut. 2017;14(9):3201-3217 20. [IF=4.379] Wang Jinghui et al."A New Strategy for Deleting Animal drugs from Traditional Chinese Medicines based on Modified Yimusake Formula."Sci Rep-Uk. 2017 May;7(1):1-22 21. [IF=4.242] Ruipeng He et al."Effectiveness of eugenol as an anesthetic for adult spotted sea bass (Lateolabrax maculatus)."Aquaculture. 2020 Jun;523:735180 22. [IF=1.713] Lulu Li et al."Structure and properties of edible packaging film prepared by soy protein isolate-eggshell membrane conjugates loaded with Eugenol."Int J Food Eng. 2020 Dec;16(12): 23. [IF=4.412] Hui-Min Jin et al."Polyphenol and Anthocyanin Composition and Activity of Highland Barley with Different Colors."MOLECULES. 2022 Jan;27(11):3411 |
p-eugenol - Nature
Open Data Verified Data
A colorless or pale yellow liquid with clove gas. Soluble in ethanol and other organic solvents, insoluble in water. In the air is oxidized and darkened color.
Last Update：2025-06-10 22:55:16
p-eugenol - Preparation Method
Open Data Verified Data
prepared by reacting O-methoxyphenol with allyl bromide followed by rearrangement by heating.
Last Update：2022-01-01 10:07:27
p-eugenol - Standard
Authoritative Data Verified Data
This product is 4-allyl-2-methoxyphenol. From clove oil, clove leaf oil or other aromatic oil containing eugenol distillation separation. C1()H 120 shall be 98.0% to 102.0%.
Last Update：2024-01-02 23:10:35
p-eugenol - Trait
Authoritative Data Verified Data
- This product is colorless or light yellow clear liquid; There is clove aroma, spicy taste; Open air or storage for a long time, gradual quality.
- This product is dissolved in ethanol, chloroform and ether, and is very slightly dissolved in water.
relative density
The relative density of this product (General Rule 0 6 0 1 Wechsler specific gravity scale method) should be 1 .0 6 0~1.0 6 8 at 2 5°C.
distillation range
take this product, according to the determination method of distillation range (General 0611), the amount of distillation in 2 5 2~255 C shall not be less than 90.0%(ml/ml).
refractive index
The refractive index of this product (General Rule 0 6 2 2) should be 1. 5 3 8~1.5 4 2.
Last Update：2022-01-01 11:20:02
p-eugenol - Application
Open Data Verified Data
mainly used in the preparation of mint, nuts, spices and tobacco flavor. In meat, the dosage of 40 ~ 2000mg/kg GI gum in 500mg/kg; Condiment in 9.6 ~ 100mg/kg; Baked food in 33mg/kg; Candy in 32 mg/kg; in cold drinks 3.1 mg/kg; 1.4mg/kg in soft drinks; 0. 6 mg/kg. In addition, eugenol has antiseptic and strong bactericidal power and is naturally present in a variety of essential oils.
Last Update：2025-08-19 16:24:40
p-eugenol - Differential diagnosis
Authoritative Data Verified Data
- take about 0.05 of this product, add 2M l of ethanol to dissolve, add 0.1 of ferric chloride test solution, shake, the solution is dark green, place, gradually appear yellow green.
- take an appropriate amount of this product and add ethanol to make a solution containing 2 m g per l m l as a test solution. A solution containing 2 m g of eugenol per l m l was prepared by adding ethanol to another eugenol control as a control solution. According to the thin layer chromatography (General Rule 0 5 0 2) test, draw the Test Solution and the reference solution of each 5 ml, respectively, on the same silica gel G F 254 thin layer plate, with ethyl acetate-toluene (10: 90) as the developing solvent, spread out, take it out, dry it, and set it under UV light (25 4 m n). The position and color of the main spot of the test solution should be the same as the color and position of the main spot of the reference solution; Spray with anisaldehyde test solution, and heat at 1 0 5°C for 10 minutes, the position and color of the main spot displayed by the test solution should be the same as the position and color of the main spot of the reference solution.
- in the chromatogram recorded under the content determination item, the retention time of the main peak of the test solution should be consistent with the retention time of the main peak of the reference solution.
- The infrared absorption spectrum of this product (membrane method) should be consistent with the control spectrum (Spectrum set 1 9 figure).
above (2), (3) two items can be done one.
Last Update：2022-01-01 11:20:02
p-eugenol - Exam
Authoritative Data Verified Data
carbon argon compound
take lrn l of this product, put it in a 50ml plug measuring cylinder, add 5ml of 8. 5% sodium hydroxide solution, add 30ml of water, and shake it well. It should be a yellow clear solution.
water-soluble phenols
take lm l of this product, heat 20ml of water, shake, cool, filter with water-wet filter paper, add 1 drop of ferric hydride test solution to the filtrate, except for the gray-green color which is easy to disappear, do not show blue or purple color.
dimers and oligomers
take this product 0.0401G, and absolute ethanol diluted to 1 0M l, according to UV-visible spectrophotometry (General rule 0.25), the absorbance was measured at the wavelength of 330mn, not more.
Related substances
take about 2g of this product, put it in a 10ml measuring flask, dissolve it with anhydrous ethanol and dilute it to the scale, shake it well, and use it as a test solution. lm l was accurately measured, placed in a 100ml measuring flask, diluted to the scale with absolute ethanol, and shaken to serve as a control solution. The appropriate amount of eugenol and vanillin is taken, dissolved and diluted with absolute ethanol to prepare a mixed solution containing about 40mg of eugenol and 10 mg of vanillin per 1 ml, which is used as a system suitability test solution. Measured by gas chromatography (General 0521). Capillary column with (5% phenyl) methylpolysiloxane as fixative (or similar fixative); Initial temperature of 8 0C, hold for 2 minutes, ramp to 280°C at a rate of 8°C per minute, hold for 20 minutes; Inlet temperature 2 50*0; Detector temperature 280T:; Split ratio 40: 1. Take the system applicability test solution 1M1, inject human gas chromatograph, vanillin relative eugenol retention time is about 1 .1, the separation of eugenol and vanillin should comply with the provisions. I d of the control solution was injected into the gas chromatograph to adjust the detection sensitivity so that the peak height of the main component was about 20% of the full scale, then take the sample solution and the control solution respectively, and inject the human gas chromatograph to record the chromatogram. If there are impurity peaks in the chromatogram of the sample solution, individual impurity peak area shall not be greater than 0 of the main peak area of the control solution. 5 times (0 .5% ), the sum of each impurity peak area shall not be greater than 2 times the main peak area of the control solution (2 .0%). The peak less than 0. 05 times of the main peak area of the control solution in the chromatogram of the test solution is negligible.
burning residue
The l.O g of this product shall be taken for inspection according to law (General rule 0841), and the remaining residue shall not exceed.
Heavy metals
The residue left under the item of taking the ignition residue shall not contain more than 20 parts per million of heavy metal when examined by law (General rule 0821, Law II).
Last Update：2022-01-01 11:20:03
p-eugenol - Content determination
Authoritative Data Verified Data
measured by gas chromatography (General 0521).
chromatographic conditions and system suitability test
A FFAP (nitroterephthalic acid-modified polyethylene glycol) capillary chromatography column (column length 30m, inner diameter 0.32, membrane thickness 0.25); Initial temperature 80X, hold for 1 min, the temperature is increased to 2 0°C at a rate of 5 * C per minute for 15 minutes; The inlet temperature is 2 3 0°C; The detector temperature is 2 5 0°C; The split ratio is 1 0 :1. The resolution between eugenol peak and methyl salicylate peak should be greater than 2. 5.
preparation of internal standard solution
an appropriate amount of methyl salicylate was taken, dissolved in absolute ethanol and diluted to prepare a solution containing lm g per lm l, which was obtained.
assay
take 50mg of this product, precision weighing, put it in a 50ml measuring flask, add internal standard solution to dissolve and dilute to the scale, shake, take 0.5 ^ 1, note human gas chromatograph, record the chromatogram, and take the eugenol reference substance 50mg, the same method of determination, according to the internal standard method to calculate the peak area, that is.
Last Update：2022-01-01 11:20:04
p-eugenol - Category
Authoritative Data Verified Data
pharmaceutical excipients, flavoring agents, etc.
Last Update：2022-01-01 11:20:04
p-eugenol - Storage
Authoritative Data Verified Data
It should be sealed and kept in a cool place.
Last Update：2022-01-01 11:20:04
p-eugenol - Introduction
Eugenol, also known as butylphenol or m-cresol, is an organic compound with the chemical formula C6H4(OH)(CH3). The following is a description of the nature, use, preparation and safety information of Eugenol:
Nature:
- Eugenol is a colorless to yellowish liquid with a special aroma.
-It can be insoluble in water, but soluble in alcohols and some organic solvents.
- Eugenol has antibacterial and antiviral effects.
Use:
- Eugenol is widely used in the field of medicine, commonly used in the preparation of disinfectants, antibacterial agents and topical drugs.
- Eugenol can also be used as an ingredient in cosmeceuticals and perfumes, giving products a unique smell.
-In organic synthesis, Eugenol can be used as a reagent for the synthesis of other compounds.
Preparation Method:
- Eugenol can be obtained by air oxidation of toluene. The reaction requires the participation of a solvent and a catalyst and is carried out at an appropriate temperature and oxygen pressure.
Safety Information:
- Eugenol can cause eye and skin irritation, so you should pay attention to avoid skin and eye contact when using it.
-Wear appropriate protective gloves and eye protection during operation.
-Ensure that the storage and handling environment of Eugenol is well ventilated, avoiding fire and high temperature.
-When handling Eugenol, the relevant safety operation procedures and regulations should be observed.
These are some basic knowledge about Eugenol, but please note that in terms of specific use and operation, it is recommended to follow relevant safety and professional guidance.
Nature:
- Eugenol is a colorless to yellowish liquid with a special aroma.
-It can be insoluble in water, but soluble in alcohols and some organic solvents.
- Eugenol has antibacterial and antiviral effects.
Use:
- Eugenol is widely used in the field of medicine, commonly used in the preparation of disinfectants, antibacterial agents and topical drugs.
- Eugenol can also be used as an ingredient in cosmeceuticals and perfumes, giving products a unique smell.
-In organic synthesis, Eugenol can be used as a reagent for the synthesis of other compounds.
Preparation Method:
- Eugenol can be obtained by air oxidation of toluene. The reaction requires the participation of a solvent and a catalyst and is carried out at an appropriate temperature and oxygen pressure.
Safety Information:
- Eugenol can cause eye and skin irritation, so you should pay attention to avoid skin and eye contact when using it.
-Wear appropriate protective gloves and eye protection during operation.
-Ensure that the storage and handling environment of Eugenol is well ventilated, avoiding fire and high temperature.
-When handling Eugenol, the relevant safety operation procedures and regulations should be observed.
These are some basic knowledge about Eugenol, but please note that in terms of specific use and operation, it is recommended to follow relevant safety and professional guidance.
Last Update：2024-04-09 20:49:11
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