5-Nitrovanillin
Synonym(s):4-Hydroxy-3-methoxy-5-nitrobenzaldehyde
- CAS NO.：6635-20-7
- Empirical Formula: C8H7NO5
- Molecular Weight: 197.14
- MDL number: MFCD00007118
- EINECS: 229-633-2
- SAFETY DATA SHEET (SDS)
- Update Date: 2024-08-13 12:20:35
What is 5-Nitrovanillin?
Chemical properties
yellow-green fine crystalline powder
The Uses of 5-Nitrovanillin
5-Nitrovanillin is a reagent used in the synthesis of feruloyl and caffeoyl which have antitumor properties.
Definition
ChEBI: A member of the class of benzaldehydes that is vanillin in which the hydrogen ortho- to the hydroxy group is substituted by a nitro group.
Flammability and Explosibility
Non flammable
Purification Methods
It forms yellow plates from AcOH and needles from EtOH [Slotta & Szyszke Chem Ber 68 184 1935]. With diazomethane, 5-nitro-3,4-dimethoxyacetophenone is formed [Brady & Manjunath J Chem Soc 125 1067 1924]. The methyl ether crystallises from EtOAc or AcOH, m 88o, 90-91o, and the phenylhydrazone has m 108-110o (from aqueous EtOH). [Finger & Schott J Prakt Chem [2] 115 288 1927.] The oxime has m 216o (from EtOH or AcOH), and the oxime acetate has m 147o (from aqueous EtOH) [Vogel Monatsh Chem 20 384 1899, Brady & Dunn J Chem Soc 107 1861 1915]. [Beilstein 8 III 2064.]
Properties of 5-Nitrovanillin
| Melting point: | 172-175 °C (lit.) |
| Boiling point: | 334.23°C (rough estimate) |
| Density | 1.5023 (rough estimate) |
| vapor pressure | 0.001Pa at 25℃ |
| refractive index | 1.5700 (estimate) |
| Flash point: | 97℃ |
| storage temp. | Inert atmosphere,2-8°C |
| solubility | 2.1g/L in organic solvents at 20 ℃ |
| form | powder to crystal |
| pka | 4.97±0.38(Predicted) |
| color | Yellow to Brown to Dark green |
| Water Solubility | 700mg/L at 23℃ |
| Sensitive | Air Sensitive |
| BRN | 1973746 |
| CAS DataBase Reference | 6635-20-7(CAS DataBase Reference) |
| EPA Substance Registry System | 5-Nitrovanillin (6635-20-7) |
Safety information for 5-Nitrovanillin
| Signal word | Warning |
| Pictogram(s) |
 Exclamation Mark Irritant GHS07 |
| GHS Hazard Statements |
H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation |
| Precautionary Statement Codes |
P264:Wash hands thoroughly after handling. P264:Wash skin thouroughly after handling. P280:Wear protective gloves/protective clothing/eye protection/face protection. P302+P352:IF ON SKIN: wash with plenty of soap and water. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. P332+P313:IF SKIN irritation occurs: Get medical advice/attention. P337+P313:IF eye irritation persists: Get medical advice/attention. |
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