protocatechuic aldehyde
3,4-Dihydroxybenzaldehyde
CAS: 139-85-5
Molecular Formula: C7H6O3
protocatechuic aldehyde - Names and Identifiers
protocatechuic aldehyde - Physico-chemical Properties
| Molecular Formula | C7H6O3 |
| Molar Mass | 138.12 |
| Density | 1.2667 (rough estimate) |
| Melting Point | 150-157°C(lit.) |
| Boling Point | 213.5°C (rough estimate) |
| Flash Point | 146.7°C |
| Water Solubility | 50 g/L (20 ºC) |
| Solubility | Soluble in ethanol, acetone, ethyl acetate, ether and hot water, soluble in cold water, insoluble in benzene and chloroform. |
| Vapor Presure | 0.000867mmHg at 25°C |
| Appearance | Pale beige needle crystal |
| Color | slightly brown |
| Merck | 14,7893 |
| BRN | 774381 |
| pKa | pK (25°) 7.55 |
| Storage Condition | Store below +30°C. |
| Stability | Stable. Incompatible with strong bases, strong oxidizing agents. |
| Sensitive | Air Sensitive |
| Refractive Index | 1.4600 (estimate) |
| MDL | MFCD00003370 |
| Physical and Chemical Properties | Light yellow crystals, mp/152~154 ° C (melting decomposition), dissolved in water, but also soluble in ethanol, ether, chloroform and other organic solvents. |
| Use | An important pharmaceutical intermediate that can be used to synthesize a variety of antibiotics and anti-inflammatory drugs |
protocatechuic aldehyde - Risk and Safety
| Hazard Symbols | Xi - Irritant |
| 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 - Wear suitable protective clothing. S37/39 - Wear suitable gloves and eye/face protection |
| WGK Germany | 3 |
| RTECS | UL0380000 |
| FLUKA BRAND F CODES | 9 |
| HS Code | 29124900 |
| Hazard Note | Irritant/Air Sensitive |
protocatechuic aldehyde - Reference Information
| NIST chemical information | Information provided by: webbook.nist.gov (external link) |
| EPA chemical information | Information provided by: ofmpub.epa.gov (external link) |
| Use | Used in organic synthesis; pharmaceutical intermediates, which can be used to synthesize a variety of antibiotics and anti-inflammatory drugs, have anti-inflammatory and increase coronary blood flow The effect is an effective ingredient in the anti-angina pectoris of Sijiqing leaves, and one of the main effective ingredients in the treatment of nephritis; it is also used in spice synthesis. an important pharmaceutical intermediate, can be used to synthesize a variety of antibiotics and anti-inflammatory drugs for organic synthesis properties: light yellow flake crystal. Easily soluble in ether, 79g in 100ml of ethanol at 78 ℃, 5g in 100ml of water at 20 ℃, 33g in 100ml of water at 99 ℃, slightly soluble in benzene and petroleum ether. Melting point 153~154 ℃ (decomposition). Median lethal dose (mouse, vein) 56mg/kg. It's irritating. Purpose: Biochemical research. Organic synthesis |
| principle of action | has the effect of dilating coronary arteries and increasing coronary blood flow; the effect on the heart and peripheral blood vessels; inhibiting platelet aggregation; antibacterial and anti-inflammatory effects; Calcium antagonism; repair damaged venous valves and treat varicose veins. |
| production method | is prepared from 3,4-methylene dioxybenzaldehyde through the following steps. The newly treated phosphorus pentachloride is added to 3, 4-methylenedioxybenzaldehyde in several times. The reaction is very violent at the beginning, and ice water is needed to cool it. At the same time, moisture intrusion should be prevented. After about half of the phosphorus pentachloride is added, the strain is slow and can no longer be cooled. The amount of phosphorus pentachloride is 3 times (mol) of 3, 4-methylenedioxybenzaldehyde. The obtained reaction solution is slowly heated for 1h, hydrogen chloride is released, and volatiles are extracted under reduced pressure. Then, the reactants are poured into cold water, and the precipitated emulsion oil layer is placed and solidified. Boil slowly for 3h, filter with activated carbon, concentrate the filtrate under reduced pressure, cool to 0 ℃, and precipitate crystallization. After filtration and washing, recrystallize with water to obtain the finished product. |
Last Update：2024-04-09 20:52:54
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