| Identification | Back Directory | [Name]
4-Methyl-2-nitrobenzaldehyde | [CAS]
20357-22-6 | [Synonyms]
4-METHYL-2-NITROBENZALDEHYDE
2-Nitro-4-methylbenzaldehyde
Benzaldehyde, 4-methyl-2-nitro- | [Molecular Formula]
C8H7NO3 | [MDL Number]
MFCD08669895 | [MOL File]
20357-22-6.mol | [Molecular Weight]
165.15 |
| Chemical Properties | Back Directory | [Boiling point ]
309.4±30.0 °C(Predicted) | [density ]
1.278±0.06 g/cm3(Predicted) | [storage temp. ]
under inert gas (nitrogen or Argon) at 2-8°C | [Appearance]
Light yellow to yellow Solid | [InChI]
InChI=1S/C8H7NO3/c1-6-2-3-7(5-10)8(4-6)9(11)12/h2-5H,1H3 | [InChIKey]
FDYADQPZUDULNK-UHFFFAOYSA-N | [SMILES]
C(=O)C1=CC=C(C)C=C1[N+]([O-])=O |
| Hazard Information | Back Directory | [Synthesis]
General procedure for the synthesis of 4-methyl-2-nitrobenzaldehyde from (4-methyl-2-nitrophenyl)methanol: (4-methyl-2-nitrophenyl)methanol (1.028 g, 6.15 mmol), pyridinium dichromate (3.47 g, 9.22 mmol), and molecular sieves (7 g, 6.15 mmol) were dissolved in anhydrous dichloromethane (14 mL) under argon protection and stirred at room temperature overnight. The reaction mixture was filtered through a silica/diatomaceous earth (1:1) column and subsequently extracted with water and dichloromethane. The organic layers were combined and the solvents were evaporated to give a light yellow solid product (0.665 g, 65.5% yield), which could be used in subsequent reactions without further purification. The product was characterized by 1H-NMR (CDCl3): δ 2.54 (s, 3H), 7.57-7.60 (m, 1H), 7.86-7.90 (m, 2H), 10.49 (s, 1H). the LC/MS analysis showed a retention time of 3.01 min (100% purity, no ionization peaks observed). | [References]
[1] Monatshefte fur Chemie, 1998, vol. 129, # 12, p. 1305 - 1308
[2] Synthetic Communications, 1999, vol. 29, # 2, p. 163 - 166
[3] RSC Advances, 2016, vol. 6, # 56, p. 51347 - 51355
[4] Patent: WO2009/37294, 2009, A1. Location in patent: Page/Page column 142 |
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