Name | isobutyl 4-hydroxybenzoate |
Synonyms | Isobutylparaben Isobutyl paraben iso-Butyl Paraben isobutyl 4-hydroxybenzoate Isobutyl-P-Hydroxybenzoate 2-Methylpropyl 4-hydroxybenzoate 4-Hydroxybenzoic acid isobutyl ester |
CAS | 4247-02-3 |
EINECS | 224-208-8 |
InChI | InChI=1/C11H14O3/c1-8(2)7-14-11(13)9-3-5-10(12)6-4-9/h3-6,8,12H,7H2,1-2H3 |
Molecular Formula | C11H14O3 |
Molar Mass | 194.23 |
Density | 1.105g/cm3 |
Melting Point | 76°C |
Boling Point | 302.3°C at 760 mmHg |
Flash Point | 125.4°C |
Water Solubility | Insoluble in water. |
Solubility | Insoluble in water (0.035g/100ml,25°C). Soluble in ethanol, glacial acetic acid, propylene glycol and acetone. |
Vapor Presure | 0.000556mmHg at 25°C |
Appearance | Shape neat, color White |
pKa | 8.17±0.15(Predicted) |
Storage Condition | 2-8°C |
Refractive Index | 1.524 |
MDL | MFCD00020167 |
Physical and Chemical Properties | Chemical properties colorless fine crystals or white crystalline powder. No smell. Insoluble in water (0.035g/100ml,25 ℃). Soluble in ethanol, glacial acetic acid, propylene glycol and acetone. |
Use | Use preservative; anti-mold agent. It is rarely used alone, often mixed with isopropyl ester, butyl ester, etc., as an oil-in-water emulsifier. The solubility of butyl ester is increased by 2~3 times. Easy to use in soy sauce. |
Risk Codes | 51/53 - Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment. |
Safety Description | S22 - Do not breathe dust. S24/25 - Avoid contact with skin and eyes. |
UN IDs | UN 3077 9/PG 3 |
WGK Germany | 2 |
RTECS | DH2247000 |
HS Code | 29182900 |
Hazard Class | IRRITANT |
Raw Materials | Hydrochloric acid 2-Methyl-1-propanol 4-Hydroxybenzoic acid 4-Hydroxyphenylacetic acid GLOBULINS, CAT GAMMA |
Solubility | Chloroform (Slightly), Methanol (Slightly) |
BRN | 2642305 |
overview
preservative isobutyl paraben, also known as p-hydroxybenzoate, has the advantages of high efficiency, low toxicity, broad spectrum, easy compatibility, etc., so in addition to being the mainstream food preservative in many developed countries, It is also widely used in daily chemical, pharmaceutical and feed industries.
application
Isobutyl paraben, also known as p-hydroxybenzoate, has a good antibacterial effect on food molds, yeasts and bacteria, destroys the cell membrane of microorganisms, denatured proteins in the cell, and inhibits the activity of the cell's respiratory enzyme system and electron transport enzyme system, and the antibacterial effect has a good effect in a wide pH range. Therefore, it is widely used in food, feed, cosmetics, daily chemicals and medicine industries. It is a safe and effective preservative used internationally and one of the key food preservatives in my country.
identification test
is the same as 1 and 2 in the "ethyl p-hydroxybenzoate (07009)" identification test.
content analysis
Same as "ethyl p-hydroxybenzoate (07009)" method. However, the sample does not need to be pre-dried. Each mL lmol/L sodium hydroxide solution is equivalent to 194.2mg of isobutyl p-hydroxybenzoate (C11H14O3).
Toxicity
LD508.39g/kg (rat, oral).
use limited
the maximum usage amount stipulated in Japan (calculated as p-hydroxybenzoic acid, 1g is equivalent to 0.711lg p-hydroxybenzoic acid, g/kg)(this product/g): soy sauce 0.25g/L (0.35 of this product); Edible vinegar 0.1g/L (0.14 of this product); Cool drinks and syrup 0.1 (0.14 of this product); Fruit seasoning sauce 0.2 (0.28 of this product); Fruit and vegetable 0.012 (0.016 of this product).
Production method
1. It is obtained by esterification of p-hydroxybenzoic acid and isobutanol. The esterification reaction is carried out in the presence of sulfuric acid, using benzene or toluene as solvent, heating and reflux reaction to obtain isobutyl p-hydroxybenzoate. According to the "Japanese Food Additives Public Agreement", the purity of the product should be above 99%. The toxicity of the product is relatively small, and the oral LD50 of mice is 8.38 g/kg.
2. It is obtained by heating and refluxing p-hydroxybenzoic acid and isobutanol in the presence of sulfuric acid with an azeotropic solvent such as benzene or toluene.