| Identification | Back Directory | [Name]
4-ETHYL-3-NITROBENZOIC ACID | [CAS]
103440-95-5 | [Synonyms]
4-ETHYL-3-NITROBENZOIC ACID
3-Nitro-4-ethylbenzoic acid
Benzoic acid,4-ethyl-3-nitro-
3,4-4-Ethyl-3-nitrobenzoic acid
4-ETHYL-3-NITROBENZOIC ACID, 98+% | [Molecular Formula]
C9H9NO4 | [MDL Number]
MFCD08460111 | [MOL File]
103440-95-5.mol | [Molecular Weight]
195.17 |
| Chemical Properties | Back Directory | [Melting point ]
157.5-158.3 °C | [Boiling point ]
336℃ | [density ]
1.331 | [Fp ]
148℃ | [storage temp. ]
Sealed in dry,Room Temperature | [pka]
3?+-.0.10(Predicted) | [Appearance]
White to off-white Solid | [InChI]
InChI=1S/C9H9NO4/c1-2-6-3-4-7(9(11)12)5-8(6)10(13)14/h3-5H,2H2,1H3,(H,11,12) | [InChIKey]
DUTYVLOGZGRKMA-UHFFFAOYSA-N | [SMILES]
C(O)(=O)C1=CC=C(CC)C([N+]([O-])=O)=C1 |
| Hazard Information | Back Directory | [Uses]
4-Ethyl-3-nitrobenzoic Acid can be useful in the study of defined positive charge patterns created on DNA nanostructures to determine cellular uptake efficiency. | [Synthesis]
A. Synthesis of 4-ethyl-3-nitrobenzoic acid
Nitric acid (12 mL) was added slowly and dropwise to a suspension of concentrated sulfuric acid (24 mL) of 4-ethylbenzoic acid (4.53 g, 30.16 mmol) at 0 °C. The reaction temperature was maintained at 0 °C with continuous stirring for 1.5 hours. Upon completion of the reaction, the mixture was carefully poured into ice water and a solid was precipitated. The solid product was collected by filtration and washed with cold water and dried to give 4-ethyl-3-nitrobenzoic acid (5.79 g, 98% yield).
Product characterization data: 1H NMR (400 MHz, DMSO-d6) δ 1.23 (3H, t, J = 7.2 Hz), 2.88 (2H, q, J = 7.2 Hz), 7.67 (1H, d, J = 8.0 Hz), 8.15 (1H, dd, J = 1.6, 8.0 Hz), 8.36 (1H, d, J = 1.6 Hz). | [References]
[1] Patent: WO2014/73904, 2014, A1. Location in patent: Paragraph 1151-1154
[2] Patent: WO2014/89364, 2014, A1. Location in patent: Paragraph 00685; 00686
[3] Langmuir, 2014, vol. 30, # 28, p. 8452 - 8460
[4] Patent: WO2004/46107, 2004, A1. Location in patent: Page 187
[5] Bioorganic and Medicinal Chemistry, 2017, vol. 25, # 21, p. 5995 - 6006 |
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