Identification | More | [Name]
3,4,5-Trihydroxybenzaldehyde | [CAS]
13677-79-7 | [Synonyms]
3,4,5-TRIHYDROXYBENZALDEHYDE 3,4,5-TRIHYDROXYBENZALDHYDE GALLALDEHYDE 3,4,5-TRIHYDROXYBENZALDEHYDE HYDRATE 97% 3,4,5-TRIHYDROXYBNEZALDEHYDE MONOHYDRATE 3,4,5-Trihydroxybenzaldehyde hydrate, 97%, dry wt. basis | [EINECS(EC#)]
237-168-1 | [Molecular Formula]
C7H6O4 | [MDL Number]
MFCD00003371 | [Molecular Weight]
154.12 | [MOL File]
13677-79-7.mol |
Chemical Properties | Back Directory | [Melting point ]
211-213°C | [Boiling point ]
237.46°C (rough estimate) | [density ]
1.3725 (rough estimate) | [refractive index ]
1.6400 (estimate) | [storage temp. ]
Inert atmosphere,2-8°C | [solubility ]
Soluble in DMSO and Methanol. | [form ]
Solid | [pka]
7.46±0.23(Predicted) | [color ]
White to Pale Yellow | [Sensitive ]
Air Sensitive | [BRN ]
2091654 | [InChI]
InChI=1S/C7H6O4/c8-3-4-1-5(9)7(11)6(10)2-4/h1-3,9-11H | [InChIKey]
RGZHEOWNTDJLAQ-UHFFFAOYSA-N | [SMILES]
C(=O)C1=CC(O)=C(O)C(O)=C1 | [CAS DataBase Reference]
13677-79-7(CAS DataBase Reference) |
Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . S36:Wear suitable protective clothing . | [HS Code ]
29130000 |
Hazard Information | Back Directory | [Chemical Properties]
Tan Solid | [Uses]
THBA | [Synthesis]
The general procedure for the synthesis of 3,4,5-trihydroxybenzaldehyde from butyraldehyde was as follows: 2.0 g of butyraldehyde was accurately weighed into a 250 ml two-necked flask, and about 100 ml of 1,2-dichloroethane was added as a solvent, and stirred thoroughly until dissolved. After cooling the reaction system to 0°C, 7.3 g of anhydrous aluminum trichloride was slowly added and the reaction was stirred for 30 minutes at this temperature. Subsequently, 8.7 g of pyridine was added dropwise through a constant pressure dropping funnel over a period of 20 min, and the reaction mixture was heated to 90 °C and refluxed for 4 h after completion of the dropwise addition. Upon completion of the reaction, the system was cooled to 0 °C and neutralized to pH neutral with a 3 mol/L hydrochloric acid solution. Extraction was carried out with about 250 mL of ethyl acetate and the extract was washed 5 times with ice water to remove impurities. The organic layers were combined, dried by adding anhydrous sodium sulfate, filtered and distilled under reduced pressure to remove the solvent to give a brown solid crude product. The crude product was purified by 200-300 mesh silica gel column chromatography to give 0.83 g of 3,4,5-trihydroxybenzaldehyde in 49% yield. For further purification, the resulting product was recrystallized from water to give an acicular light white solid. | [References]
[1] Biochemical Pharmacology, 2010, vol. 79, # 11, p. 1658 - 1666 [2] Biochemical Pharmacology, 2010, vol. 79, # 11, p. 1658 - 1666 [3] Patent: CN106188113, 2016, A. Location in patent: Paragraph 0015 [4] Natural Product Research, 2011, vol. 25, # 3, p. 203 - 221 |
|
|