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Cas Database |
| Name |
3,4-Dihydroxybenzoic acid |
EINECS | 202-760-0 |
| CAS No. | 99-50-3 | Density | 1.559 g/cm3 |
| PSA | 77.76000 | LogP | 0.79600 |
| Solubility | Soluble in hot alcohol and ether. Slightly soluble in water. | Melting Point |
197-200 °C (dec.)(lit.) |
| Formula | C7H6O4 | Boiling Point | 410.7 °C at 760 mmHg |
| Molecular Weight | 154.122 | Flash Point | 216.3 °C |
| Transport Information | N/A | Appearance | white to light yellow crystal powder |
| Safety | 26-36-37/39 | Risk Codes | 36/37/38 |
| Molecular Structure |
|
Hazard Symbols |
 Xi
|
| Synonyms |
4-Carboxy-1,2-dihydroxybenzene;Protocatehuic acid;1/C7H6O4/c8-5-2-1-4(7(10)11)3-6(5)9/h1-3,8-9H,(H,10,11;4-10-00-01459 (Beilstein Handbook Reference);Benzoic acid, 3,4-dihydroxy- (9CI);Benzoic acid,3,4-dihydroxy-;3.4-Dihydroxy Benzoic Acid;Protocatechuate;3,4-Dihydroxy Benzoic Acid;Benzoic acid, 3,4-dihydroxy-;3,4-dihydroxybenzoic acid;protocatechuic acid;3,4-Dihydroxybenzoic Acid 98%; |
Article Data | 289 |
3,4-Dihydroxybenzoic acid Synthetic route
| Conditions | Yield |
|---|---|
| With aluminium(III) iodide; diisopropyl-carbodiimide In acetonitrile at 80℃; for 18h; | 100% |
| With aluminium(III) iodide; diisopropyl-carbodiimide In acetonitrile at 80℃; for 18h; | 100% |
| With 1,4-dithio-D,L-threitol; phosphite dehydrogenase; phosphite ion; iron(II) sulfate; NADH In dimethyl sulfoxide at 30℃; for 7h; pH=7.5; Catalytic behavior; Reagent/catalyst; Solvent; Enzymatic reaction; | 77% |
| Conditions | Yield |
|---|---|
| With potassium hydroxide In water at 260℃; for 0.75h; | 94% |
| With potassium carbonate durch Schmelzen; | |
| With potassium hydroxide durch Schmelzen; | |
| With potassium hydroxide at 250℃; |
| Conditions | Yield |
|---|---|
| With aluminium(III) iodide; diisopropyl-carbodiimide In acetonitrile at 80℃; for 18h; | 89% |
| Conditions | Yield |
|---|---|
| With iodine; oxygen; dimethyl sulfoxide at 80℃; for 12h; | 84% |
- 3943-74-6
4-hydroxy-3-methoxybenzoic acid methyl ester
A
- 99-50-3
3,4-Dihydroxybenzoic acid
B
- 2150-43-8
3,4-dihydroxybenzoic acid methyl ester
| Conditions | Yield |
|---|---|
| With aluminium(III) iodide; ethyl acetate; diisopropyl-carbodiimide In acetonitrile at 80℃; for 5h; Temperature; | A 14% B 72% |
| With aluminium(III) iodide; diisopropyl-carbodiimide In acetonitrile at 40℃; for 18h; Temperature; Overall yield = 89 %; Overall yield = 0.684 g; | A 64% B 31% |
| Conditions | Yield |
|---|---|
| With dihydrogen peroxide In water; acetonitrile at 35℃; for 12h; Dakin Phenol Oxidation; | 71% |
- 108-24-7
acetic anhydride
- 89475-36-5
3',4'-dihydroxy-7-dimethoxyflavylium chloride
A
- 99-50-3
3,4-Dihydroxybenzoic acid
B
- 2237-36-7
4-methoxysalicylic acid
| Conditions | Yield |
|---|---|
| With ruthenium(IV) oxide; sodium periodate 1) 5 h, room temp., pyridine; 2) acetic ester, water, 20 min : decomposition reaction; | A 70% B 67% |
- 6702-50-7
3-hydroxy-4-methoxybenzoate
A
- 99-50-3
3,4-Dihydroxybenzoic acid
B
- 2150-43-8
3,4-dihydroxybenzoic acid methyl ester
| Conditions | Yield |
|---|---|
| With aluminium(III) iodide; diisopropyl-carbodiimide In acetonitrile at 40℃; for 18h; | A 64% B 31% |
- 16205-98-4
3-oxo-cyclohexanecarboxylic acid
- 99-50-3
3,4-Dihydroxybenzoic acid
| Conditions | Yield |
|---|---|
| With iodine; oxygen; dimethyl sulfoxide at 80℃; for 12h; regioselective reaction; | 63% |
- 2922-42-1
(-)-3-dehydroshikimic acid
A
- 99-50-3
3,4-Dihydroxybenzoic acid
B
- 149-91-7
3,4,5-trihydroxybenzoic acid
| Conditions | Yield |
|---|---|
| With copper diacetate In water; acetic acid at 40℃; for 36h; Oxidation; aromatization; | A 0.7% B 62% |
| With copper diacetate; oxygen; zinc(II) oxide In acetic acid at 50℃; under 760.051 Torr; for 14h; Kinetics; Product distribution; Further Variations:; Reagents; Oxidation; aromatization; |
3,4-Dihydroxybenzoic acid Chemical Properties
Molecular Formula: C7H6O4
Molecular Weight: 154.12 g/mol
EINECS: 202-760-0
Index of Refraction: 1.67
Density: 1.559 g/cm3
Flash Point: 216.3 °C
Enthalpy of Vaporization: 69.92 kJ/mol
Boiling Point: 410.7 °C at 760 mmHg
Vapour Pressure: 1.75E-07 mmHg at 25 °C
Melting point: 197-200 °C (dec.)(lit.)
Sensitive: Air Sensitive
Appearance: White to light yellow crystal powder
Structure of 3,4-Dihydroxybenzoic acid (CAS NO.99-50-3):
IUPAC Name: 3,4-Dihydroxybenzoic acid
Product Category of 3,4-Dihydroxybenzoic acid (CAS NO.99-50-3): Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts;Benzoic Acid Derivative;Organic acids;API
3,4-Dihydroxybenzoic acid Toxicity Data With Reference
| 1. | dni-hmn:lyms 1 mmol/L | BCPCA6 Biochemical Pharmacology. 29 (1980),1275. | ||
| 2. | msc-mus:lyms 300 mg/L | EMMUEG Environmental and Molecular Mutagenesis. 11 (1988),523. | ||
| 3. | cyt-ham:ovr 3 g/L | CALEDQ Cancer Letters (Shannon, Ireland). 14 (1981),251. | ||
| 4. | ipr-mus LD50:>800 mg/kg | JPETAB Journal of Pharmacology and Experimental Therapeutics. 196 (1976),478. |
3,4-Dihydroxybenzoic acid Safety Profile
Moderately toxic by intraperitoneal route. Human mutation data reported. When heated to decomposition it emits acrid smoke and irritating vapors.
Hazard Codes: 
Xi
Risk Statements: 36/37/38
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26-36-37/39
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.
3,4-Dihydroxybenzoic acid Specification
3,4-Dihydroxybenzoic acid , its cas register number is 99-50-3. It also can be called Protocatechuic acid . 3,4-Dihydroxybenzoic acid (CAS NO.99-50-3) has mixed effects on normal and cancer cells in in vitro and in vivo studies. It has been reported to induce apoptosis of human leukemia cells, as well as malignant HSG1 cells taken from human oral cavities,but it was found to have mixed effects on TPA-induced mouse skin tumours.
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