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Energy Chemical |
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- NBD-F
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- $86.00
-
2026-07-15
- CAS:29270-56-2
- Purity: 99.05%
- Supply Ability: 10g
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| | 4-Fluoro-7-nitrobenzofurazan Basic information |
| Product Name: | 4-Fluoro-7-nitrobenzofurazan | | Synonyms: | NBD-F (=4-Fluoro-7-nitro-2,1,3-benzoxadiazole) [for HPLC Labeling];4-Fluoro-7-nitrobenzofurazan((D)NBD-F);4-fluoro-7-nitrobenzo[c][1,2,5]oxadiazole;4-Fluoro-7-nitrobenzofurazan, 98% 25MG;4-Fluoro-7-nitrobenzofurazan
4-Fluoro-7-nitro-2,1,3-benzoxadiazole;4-fluoro-7-nitro-2,1,3-benzooxadiazole;7-Fluoro-4-nitro-2,1,3-benzoxadiazole;7-Nitro-4-fluoro-2,1,3-benzoxadiazole | | CAS: | 29270-56-2 | | MF: | C6H2FN3O3 | | MW: | 183.1 | | EINECS: | | | Product Categories: | Aromatics;Fluorescent Labels & Indicators;Heterocycles;Amino Group Labeling Reagents for Fluorescence HPLC;Analytical Chemistry;Fluorescence Detection (HPLC Labeling Reagents);HPLC Labeling Reagents;Mercapto Group Labeling Reagents for Fluorescence HPLC | | Mol File: | 29270-56-2.mol |  |
| | 4-Fluoro-7-nitrobenzofurazan Chemical Properties |
| Melting point | 52-54 °C(lit.) | | Boiling point | 308.6±45.0 °C(Predicted) | | density | 1.6753 (estimate) | | Fp | >230 °F | | storage temp. | Inert atmosphere,Store in freezer, under -20°C | | solubility | It is soluble in DMSO, DMF, CH3OH, CH3CN and CHCl3. | | pka | -5.59±0.50(Predicted) | | form | Crystalline Chunks | | color | Brown | | BRN | 1077571 | | InChI | InChI=1S/C6H2FN3O3/c7-3-1-2-4(10(11)12)6-5(3)8-13-9-6/h1-2H | | InChIKey | PGZIDERTDJHJFY-UHFFFAOYSA-N | | SMILES | N1=C2C([N+]([O-])=O)=CC=C(F)C2=NO1 | | CAS DataBase Reference | 29270-56-2(CAS DataBase Reference) |
| Hazard Codes | Xi | | Risk Statements | 36/38 | | Safety Statements | 26-36-39 | | WGK Germany | 3 | | F | 10-21 | | HS Code | 29349990 | | Storage Class | 11 - Combustible Solids | | Hazard Classifications | Eye Irrit. 2
Skin Irrit. 2 |
| | 4-Fluoro-7-nitrobenzofurazan Usage And Synthesis |
| Chemical Properties | BROWN CRYSTALLINE CHUNKS | | Uses | A fluorescence reagent | | Uses | 4-Chloro-7-nitrobenzofurazan (NBD-chloride) was used in the following studies, Synthesis of fluorescent phospholipid-derivative, NBD-didecanoylphosphatidylethanolamine, Synthesis of functionalized hydroxynaphthofurazan, Spectrophotometric and spectrofluorometric determination of clemastine hydrogen fumarate, loratadine, losartan potassium and ramipril in pharmaceutical formulations. Synthesis of 7-nitrobenzofurazan (NBD)-labeled maleimide, via Diels-Alder reaction. NBD-Cl is widely used to label peptides, proteins, drugs and other biomolecules. It is also a popular derivatizing reagent for HPLC analysis | | Synthesis | General procedure for the synthesis of 4-fluoro-7-nitro-2,1,3-benzoxadiazole from 4-fluoro-2,1,3-benzoxadiazole: 4-fluoro-2,1,3-benzoxadiazole (1.00 g, 7.24 mmol) was dissolved in concentrated H2SO4 (8 mL) and cooled to -10 °C. The nitration mixture (H2SO4:HNO3, 3:1, 2.40 mL) was added slowly and dropwise with stirring. The reaction temperature was maintained at -10 °C and stirring was continued for 1 hour. The progress of the reaction was monitored by TLC and LCMS. Upon completion of the reaction, the reaction mixture was quenched with H2O (250 mL) and extracted with EtOAc (2 x 250 mL). The organic layers were combined, dried with anhydrous Na2SO4 and concentrated under reduced pressure. The crude product was purified by fast column chromatography (eluent: 0 to 10% EtOAc gradient in hexane) to afford 4-fluoro-7-nitro-2,1,3-benzoxadiazole (0.39 g, yellow solid) in 30% yield.1H NMR (400 MHz, DMSO-d6) δ 7.70 (d, J=8.40 Hz, 1H), 8.77-8.80 (m 1H). | | Purification Methods | Purify it by repeated recrystallisation from pet ether (b 40-60o). On treatment with MeONa in MeOH it gives 4-methoxy-7-nitrobenzo-2-oxa-1,3-diazole m 115-116o. [Nunno et al. J Chem Soc (C) 1433 1970.] It is a very good fluorophore for amino acids [Imai & Watanabe Analyt Chim Acta 130 377 1981], as it reacts with primary and secondary amines to form fluorescent adducts with 470nm and 530nm. It gives a glycine derivative with m 185-187o [Miyano et al. Anal Chim ex em Acta 170 81 1985]. 5-Fluorouracil (5 -fluoropyrimidinedi -2,4 -[1 H ,3 H ]-one) [51 -21 -8] M 130.1, m 282 -2 8 3o(dec), 282-286o(dec), pK 1 8.04, pK 2 13.0. Recrystallise it from H2O or MeOH/Et2O and sublime it at 190-200o/0.1mm or 210-230o/0.5mm. UV: at 265-266nm ( 7070). [Barton et al. J Org max Chem 37 329 1972, Duschinsky & Pleven J Am Chem Soc 79 4559 1957, Beilstein 24 III/IV 1229.] | | References | [1] Journal of the American Chemical Society, 2016, vol. 138, # 48, p. 15596 - 15604
[2] Patent: WO2018/122232, 2018, A1. Location in patent: Page/Page column 213
[3] Tetrahedron Letters, 2011, vol. 52, # 20, p. 2533 - 2535 |
| | 4-Fluoro-7-nitrobenzofurazan Preparation Products And Raw materials |
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