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| | 2-Nitrobenzaldehyde Basic information |
| | 2-Nitrobenzaldehyde Chemical Properties |
| Melting point | 42-44 °C(lit.) | | Boiling point | 153 °C23 mm Hg(lit.) | | density | 1,284 g/cm3 | | vapor density | 5.2 (vs air) | | refractive index | 1.5800 (estimate) | | Fp | >230 °F | | storage temp. | Store below +30°C. | | solubility | Chloroform (Slightly), Ethyl Acetate (Slightly) | | form | Crystalline Powder, Needles and/or Chunks | | color | Yellow | | Water Solubility | Insoluble in water. | | Sensitive | Air Sensitive | | Merck | 14,6586 | | BRN | 742624 | | LogP | 1.74 at 25℃ | | CAS DataBase Reference | 552-89-6(CAS DataBase Reference) | | NIST Chemistry Reference | Benzaldehyde, 2-nitro-(552-89-6) | | EPA Substance Registry System | Benzaldehyde, 2-nitro- (552-89-6) |
| | 2-Nitrobenzaldehyde Usage And Synthesis |
| Chemical Properties | yellow or bright yellow needle-like crystals. It can volatilize with water vapor and has the fragrance of benzaldehyde. Soluble in ethanol, ether, benzene, slightly soluble in water, flash point>110℃, reacts violently with pyrrole. | | Uses | 2-Nitrobenzaldehyde is a benzaldhyde with a nitro group substituted in the ortho position. 2-Nitrobenzaldehyde is used in the preparation of dyes and colorants such as Indigo carmine. 2-Nitrobenzaldehyde gas been shown to be a useful photoremovable protecting group as well as in the preparation of more effective ones such as o-Nitrophenylethylene glycol. | | Definition | ChEBI: 2-nitrobenzaldehyde is benzaldehyde substituted at the ortho-position with a nitro group. It is a C-nitro compound and a member of benzaldehydes. | | Application | 2-Nitrobenzaldehyde can react with chitosan to form 2-nitrobenzyl-chitosan, which is soluble in trifluoroacetic acid and can also be electrospun into nanofiber matrices. On photolysis, the nitrobenzyl group is cleaved to form neat chitosan nanofiber matrices. The same principle has been applied for the preparation of gelatin nanofiber matrices. The condensation of o-NBA with 2-aminobenzothiazole forms o-nitrobenzylidene 2-aminobenzothiazole, a Schiff′s base that can react with metal ions to form complexes. | | Preparation | 2-Nitrobenzaldehyde is synthesized from 2-Nitrotoluene by nitration and oxidation.
Synthesis of 2-Nitrobenzaldehyde from 2-Nitrotoluene | | Synthesis Reference(s) | Synthetic Communications, 19, p. 3385, 1989 DOI: 10.1080/00397918908052745 | | General Description | The 2-Nitrobenzyl group of 2-nitrobenzaldehyde is photolabile that can be cleaved when exposed to UV-light. | | Purification Methods | Crystallise the aldehyde from toluene (2-2.5mL/g) by addition of 7mL pet ether (b 40-60o) for 1mL of solution. It can also be distilled under reduced pressures. [Beilstein 7 IV 584.] |
| | 2-Nitrobenzaldehyde Preparation Products And Raw materials |
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