2-Ethylhexyl 4-Hydroxybenzoate
2-ethylhexyl 4-hydroxybenzoate
CAS: 5153-25-3
Molecular Formula: C15H22O3
2-Ethylhexyl 4-Hydroxybenzoate - Names and Identifiers
| Name | 2-ethylhexyl 4-hydroxybenzoate |
| Synonyms | OCTYLPARABEN 2-ETHYLHEXYLPARABEN 2-ethylhexyl 4-hydroxybenzoate 2-ETHYLHEXYL 4-HYDROXYBENZOATE 2-ETHYLHEXYL P-HYDROXYBENZOATE 4-HYDROXYBENZOIC ACID OCTYL ESTER 4-HYDROXYBENZOIC ACID 2-ETHYLHEXYL ESTER 4-Hydroxybenzoic acid 2-ethylhexyl ester 4'-HYDROXYBENZOIC ACID 2-ETHYLHEXYL ESTER P-HYDROXYBENZOIC ACID, 2-ETHYLHEXYL ESTER |
| CAS | 5153-25-3 |
| EINECS | 225-925-9 |
| InChI | InChI=1/C15H22O3/c1-3-5-6-12(4-2)11-18-15(17)13-7-9-14(16)10-8-13/h7-10,12,16H,3-6,11H2,1-2H3 |
2-Ethylhexyl 4-Hydroxybenzoate - Physico-chemical Properties
| Molecular Formula | C15H22O3 |
| Molar Mass | 250.33 |
| Density | 1.035g/cm3 |
| Boling Point | 270°C/50mmHg(lit.) |
| Flash Point | 144.6°C |
| Vapor Presure | 9.14E-06mmHg at 25°C |
| Appearance | clear liquid |
| Color | Colorless to Light yellow to Light orange |
| Storage Condition | Room Temprature |
| Refractive Index | 1.5190 to 1.5220 |
| MDL | MFCD00016472 |
2-Ethylhexyl 4-Hydroxybenzoate - Risk and Safety
| Hazard Symbols | Xn - Harmful |
| Risk Codes | R36/37/38 - Irritating to eyes, respiratory system and skin. R22 - Harmful if swallowed |
| Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36/37/39 - Wear suitable protective clothing, gloves and eye/face protection. |
2-Ethylhexyl 4-Hydroxybenzoate - Reference Information
| EPA chemical information | Information provided by: ofmpub.epa.gov (external link) |
| properties | the characteristics of nipagin ester are: with the increase of the alkyl group in p-hydroxybenzoate, the water solubility gradually decreases, the fat solubility gradually increases, its toxicity also decreases, and the antibacterial activity increases, among which the alkyl carbon chain ester with the number of carbon 11 and 12 has the greatest antibacterial activity. Its bactericidal and antibacterial effect increases with the increase of the number of carbon atoms of the alcohol hydrocarbon group. For example, the inhibitory effect of Nipagin octyl on the development of yeast is 50 times that of butyl ester, which is about 200 times stronger than ethyl ester. The solubility in water decreases with the increase of the number of carbon atoms of the alcohol hydrocarbon group. Usually several products are mixed to improve solubility and improve their anti-corrosion ability through synergy. |
| preservative | Ester of P-hydroxybenzoic acid is a low toxic and neutral preservative. Its antibacterial range is wide, and it is not affected by acidity and alkalinity, and its chemical properties are quite stable. It has been widely used in food, beverage, cosmetics, medicine and other fields. At present, the main domestic production is methyl paraben, ethyl paraben, propyl paraben, butyl paraben, etc. Nipagin and octyl ester have not yet been produced in China, and are used as preservatives for alcoholic beverages abroad. As the people's desire for draft beer continues to increase, the industrial production of epagin and octyl has strong market competition potential. |
| Use | Nipagin ester is a low-toxic neutral preservative with a wide antibacterial range and is not affected by acidity and alkalinity. Its chemical properties are quite stable. Nipagin ester has been widely used in food, beverage, cosmetics, medicine and other fields, and the annual demand in the cosmetics industry alone reaches hundreds of tons. Nipagin ester (I. e. p-hydroxybenzoate) has the characteristics of low toxicity, no irritation and suitable for a wide pH range. It is a widely used preservative in food, daily chemical and pharmaceutical industries, and is designated as one of the key food preservatives in my country. |
| application | nipagin ester is a broad-spectrum, efficient and low-toxic food preservative, and is one of the three internationally recognized food preservatives. Ethyl, propyl and butyl paraben, as food preservatives, have been widely used, while higher esters represented by paraben octyl have not yet been industrialized and applied. As a preservative for alcoholic beverages, Nipagin octyl has the advantages of low toxicity, good antiseptic effect, and small dosage. It can be used in combination with low-grade nipagin or benzoic acid, and has the effects of increasing efficiency, increasing water solubility and expanding antibacterial spectrum. Nipagin octyl ester has a good application prospect and development value. It is necessary to study the synthesis process, antibacterial properties and specific applications of Nipagin octyl ester. nipagin ester has good fresh-keeping performance for draft beer, of which nipagin octyl ester is the best, and nipagin hexyl ester and heptyl ester are also good. They can increase the shelf life of draft beer by 4 to 5 times, accounting for only a few ten thousandths compared with the amount of chlorine dioxide. The Food and Agriculture Organization of the United Nations, the World Health Organization, the United States Food and Drug Administration and relevant agencies in China have listed Nipagin ester as a safe preservative (ADI 0~10 mg/kg). |
| synthesis method | the synthesis of nipagin ester usually uses p-hydroxybenzoic acid (P-hydroxybenzoic acid) and corresponding alcohol for esterification, and azeotropic water-carrying agent (Such as petroleum ether, benzene, toluene, cyclohexane, etc.) remove esterified water in time. The product is refined by vacuum distillation or recrystallization. |
Last Update：2024-04-10 22:43:14
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View History
2-Ethylhexyl 4-Hydroxybenzoate
S(+)-2-CHLORO-1-PHENYLETHANOL
2-(6-溴-1H-吲哚-3-基)乙腈
AMINO-(4-ETHOXY-PHENYL)-ACETIC ACID
ANTI-MMP-9 AMINO TERMINAL REGION
2-氯-4-三氟甲基苯乙酸乙酯
2-氨基-4-(甲硫基)丁酰胺盐酸盐
UROBILIN HYDROCHLORIDE
Bis(tetrabutylammonium) Bis(1,3-dithiole-2-thione-4,5-dithiolato)palladium(II)
(2S,5R)-5-((叔丁氧基羰基)氨基)四氢-2H-吡喃-2-羧酸
S(+)-2-CHLORO-1-PHENYLETHANOL
2-(6-溴-1H-吲哚-3-基)乙腈
AMINO-(4-ETHOXY-PHENYL)-ACETIC ACID
ANTI-MMP-9 AMINO TERMINAL REGION
2-氯-4-三氟甲基苯乙酸乙酯
2-氨基-4-(甲硫基)丁酰胺盐酸盐
UROBILIN HYDROCHLORIDE
Bis(tetrabutylammonium) Bis(1,3-dithiole-2-thione-4,5-dithiolato)palladium(II)
(2S,5R)-5-((叔丁氧基羰基)氨基)四氢-2H-吡喃-2-羧酸