| Identification | More | [Name]
2-HYDROXY-3-METHOXY-5-NITROBENZALDEHYDE | [CAS]
17028-61-4 | [Synonyms]
2-HYDROXY-3-METHOXY-5-NITROBENZALDEHYDE
2-HYDROXY-5-NITRO-3-METHOXYBENZALDEHYDE
2-HYDROXY-5-NITRO-M-ANISALDEHYDE
3-METHOXY-5-NITROSALICYLADEHYDE
3-METHOXY-5-NITROSALICYLALDEHYDE
5-NITRO-O-VANILLIN
AKOS B029200
5-Nitro orthovanilin
5-Nitro-orthovanillin
2-HYDROXY-3-METHOXY-5-NITROBENZALDEHYDE 98% | [EINECS(EC#)]
626-668-9 | [Molecular Formula]
C8H7NO5 | [MDL Number]
MFCD00017033 | [Molecular Weight]
197.14 | [MOL File]
17028-61-4.mol |
| Chemical Properties | Back Directory | [Melting point ]
141-143 °C (lit.) | [Boiling point ]
344.0±42.0 °C(Predicted) | [density ]
1.456 | [storage temp. ]
under inert gas (nitrogen or Argon) at 2-8°C | [form ]
powder to crystal | [pka]
5.08±0.44(Predicted) | [color ]
Light orange to Yellow to Green | [Water Solubility ]
Slightly soluble in water. | [Sensitive ]
Air Sensitive | [BRN ]
613271 | [CAS DataBase Reference]
17028-61-4(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 . | [WGK Germany ]
3
| [HS Code ]
2913.00.4000 | [HazardClass ]
IRRITANT |
| Hazard Information | Back Directory | [Uses]
2-Hydroxy-3-methoxy-5-nitrobenzaldehyde is used for the syntheses of zinc-selective spiropyran-based fluorescent and photoregenerable receptor, (E)-2,4-dihydroxy-N?-(2-hydroxy-3-methoxy-5-nitrobenzylidene)benzohydrazide dihydrate, ethyl 4-(8-methoxy-3?,3?-dimethyl-6-nitrospiro[chromene-2,2?-indoline]-1?-yl)butanoate and 1-(3-carbomethoxypropyl)-3-3-dimethyl-8-methoxy-6-nitrospiro[2H-1]-benzopyran-2,2-indoline. | [Synthesis]
General procedure for the synthesis of 2-hydroxy-3-methoxy-5-nitrobenzaldehyde from o-vanillin: o-vanillin (94 mg, 1 mmol) was dissolved in 3 mL of glacial acetic acid in a 50 mL test tube. Subsequently, solid Y(NO3)3-6H2O (383 mg, 1 mmol) was added to the solution and the reaction mixture was shaken continuously for 10 min at room temperature. The reaction process was monitored by thin layer chromatography (TLC) and the unfolding agent was petroleum ether with 10% ethyl acetate. Upon completion of the reaction, 30 mL of ice-cold water was added to the reaction mixture and allowed to stand for 15 min. The precipitated solid product was collected by filtration and washed with cold water. The solid product obtained was used directly for analysis without further purification. Detailed experimental methods for the synthesis of compounds 2a-2e are described in Supporting Information. | [References]
[1] Journal of Chemical Sciences, 2017, vol. 129, # 1, p. 39 - 43
[2] Journal of Materials Chemistry C, 2018, vol. 6, # 43, p. 11536 - 11551
[3] Dyes and Pigments, 2017, vol. 136, p. 292 - 301
[4] Proceedings of the National Institute of Sciences of India, 1940, vol. 6, p. 641,656
[5] Justus Liebigs Annalen der Chemie, 1932, vol. 496, p. 125,140 |
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