| Identification | More | [Name]
2,3-Dihydroxybenzaldehyde | [CAS]
24677-78-9 | [Synonyms]
2,3-DIHYDROXYBENZALDEHYDE
TIMTEC-BB SBB004190
5,6-Dihydroxybenzaldehyde
Benzaldehyde, 2,3-dihydroxy-
o-Pyrocatechualdehyde
2,3-Dihydroxybenealdehyde
2,3-DIHYDROXYBENZALDEHYDE 99%
3-Formyl-1,2-benzenediol
3-Hydroxysalicylaldehyde
3-Formylcatechol | [EINECS(EC#)]
246-398-1 | [Molecular Formula]
C7H6O3 | [MDL Number]
MFCD00003324 | [Molecular Weight]
138.12 | [MOL File]
24677-78-9.mol |
| Chemical Properties | Back Directory | [Appearance]
light yellow to beige-greenish cryst. powder | [Melting point ]
104-108 °C (lit.) | [Boiling point ]
120 °C / 16mmHg | [density ]
1,542g/cm | [refractive index ]
1.4600 (estimate) | [storage temp. ]
Inert atmosphere,2-8°C | [solubility ]
95% ethanol: soluble50mg/mL, clear, colorless to greenish-yellow | [form ]
Crystalline Powder | [pka]
8.01±0.10(Predicted) | [color ]
Light yellow to beige-greenish | [Sensitive ]
Air Sensitive | [BRN ]
2041781 | [InChIKey]
IXWOUPGDGMCKGT-UHFFFAOYSA-N | [LogP]
1.325 (est) | [CAS DataBase Reference]
24677-78-9(CAS DataBase Reference) | [NIST Chemistry Reference]
2,3-Dihydroxybenzaldehyde(24677-78-9) |
| 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 .
S37/39:Wear suitable gloves and eye/face protection . | [WGK Germany ]
3
| [F ]
10-23 | [HS Code ]
29124900 |
| Hazard Information | Back Directory | [Chemical Properties]
light yellow to beige-greenish cryst. powder | [Uses]
2,3-disubstituted benzaldehyde. | [Definition]
ChEBI: 2,3-dihydroxybenzaldehyde is a dihydroxybenzaldehyde. | [General Description]
Electrochemical oxidation of 2,3-dihydroxybenzaldehyde in methanol at various pH has been studied using cyclic voltammetry and controlled-potential coulometry. | [Synthesis]
The general procedure for the synthesis of 2,3-dihydroxybenzaldehyde from o-vanillin was as follows: acetonitrile (40 ml) was added to a 100 ml aubergine flask, followed by sequential addition of aluminum trichloride (0.752 g, 5.64 mmol, 1.1 equiv), sodium iodide (2.305 g, 15.38 mmol, 3.0 equiv) and o-vanillin (0.780 g, 5.13 mmol). The reaction mixture was heated to 80 °C and the reaction was stirred for 18 hours. After completion of the reaction, the heating was stopped and cooled to room temperature. The reaction solution was acidified with 2 mol/L dilute hydrochloric acid (10 ml) and subsequently extracted with ethyl acetate (50 ml x 3). The organic phases were combined and washed sequentially with saturated aqueous sodium thiosulfate (10 ml) and saturated brine (10 ml). The organic phase was dried with anhydrous magnesium sulfate, filtered and concentrated under reduced pressure. Purification by column chromatography afforded 2,3-dihydroxybenzaldehyde (0.620 g, yellow solid, 87% yield). | [Purification Methods]
Crystallise the aldehyde from water. [Beilstein 8 III 1979.] | [References]
[1] Patent: CN108821955, 2018, A. Location in patent: Paragraph 0021; 0022; 0025; 0026
[2] Patent: CN108178753, 2018, A. Location in patent: Paragraph 0023-0025
[3] Journal of the American Chemical Society, 2007, vol. 129, # 45, p. 13808 - 13809
[4] Patent: CN106699722, 2017, A. Location in patent: Paragraph 0050-0052
[5] Patent: CN107840845, 2018, A. Location in patent: Paragraph 0179; 0180; 0181; 0182 |
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