4-Fluoro-7-nitrobenzofurazan
Synonym(s):NBD-F
- CAS NO.:29270-56-2
- Empirical Formula: C6H2FN3O3
- Molecular Weight: 183.1
- MDL number: MFCD00010196
- SAFETY DATA SHEET (SDS)
- Update Date: 2024-11-05 08:26:49
What is 4-Fluoro-7-nitrobenzofurazan?
Chemical properties
BROWN CRYSTALLINE CHUNKS
The Uses of 4-Fluoro-7-nitrobenzofurazan
A fluorescence reagent
The Uses of 4-Fluoro-7-nitrobenzofurazan
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
What are the applications of Application
4-Fluoro-7-nitrobenzofurazan is a fluorescent label
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.]
Properties of 4-Fluoro-7-nitrobenzofurazan
Melting point: | 52-54 °C(lit.) |
Boiling point: | 308.6±45.0 °C(Predicted) |
Density | 1.6753 (estimate) |
Flash point: | >230 °F |
storage temp. | Inert atmosphere,Store in freezer, under -20°C |
solubility | It is soluble in DMSO, DMF, CH3OH, CH3CN and CHCl3. |
form | Crystalline Chunks |
pka | -5.59±0.50(Predicted) |
color | Brown |
BRN | 1077571 |
CAS DataBase Reference | 29270-56-2(CAS DataBase Reference) |
Safety information for 4-Fluoro-7-nitrobenzofurazan
Signal word | Warning |
Pictogram(s) |
Exclamation Mark Irritant GHS07 |
GHS Hazard Statements |
H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation |
Precautionary Statement Codes |
P264:Wash hands thoroughly after handling. P264:Wash skin thouroughly after handling. P280:Wear protective gloves/protective clothing/eye protection/face protection. P302+P352:IF ON SKIN: wash with plenty of soap and water. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. P332+P313:IF SKIN irritation occurs: Get medical advice/attention. P337+P313:IF eye irritation persists: Get medical advice/attention. |
Computed Descriptors for 4-Fluoro-7-nitrobenzofurazan
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