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ChemicalBook--->CAS DataBase List--->13677-79-7

13677-79-7

13677-79-7 Structure

13677-79-7 Structure
IdentificationMore
[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 PropertiesBack 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 DataBack 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 InformationBack Directory
[Chemical Properties]

Tan Solid
[Uses]

THBA
[Synthesis]

Syringaldehyde

134-96-3

3,4,5-Trihydroxybenzaldehyde

13677-79-7

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
Well-known Reagent Company Product InformationBack Directory
[Alfa Aesar]

3,4,5-Trihydroxybenzaldehyde hydrate, 97%(13677-79-7)
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