4-Fluoro-7-nitrobenzofurazan
- Product Name
- 4-Fluoro-7-nitrobenzofurazan
- CAS No.
- 29270-56-2
- Chemical Name
- 4-Fluoro-7-nitrobenzofurazan
- Synonyms
- NBD-F;NBD FLUORIDE;4-Fluoro-7-nitro-2,1;NBD-F, 10 mM in DMSO;4-FLUORO-7-NITROBENZOFURAZAN;4-FLUORO-7-NITROBENZOFUROZAN;4-Fluoro-7-nitrobenzofurazane;NITROBENZOFURAZAN, 4-FLUORO-7-;NBD-F, Pro-fluorescent reagent;4-Fluoro-7-nitrobenzofurazan,98%
- CBNumber
- CB7255542
- Molecular Formula
- C6H2FN3O3
- Formula Weight
- 183.1
- MOL File
- 29270-56-2.mol
4-Fluoro-7-nitrobenzofurazan Property
- 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.
- 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 and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
- Precautionary statements
-
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P332+P313IF SKIN irritation occurs: Get medical advice/attention.
P337+P313IF eye irritation persists: Get medical advice/attention.
N-Bromosuccinimide Price
- Product number
- 47140
- Product name
- 4-Fluoro-7-nitrobenzofurazan
- Purity
- BioReagent, suitable for fluorescence, ≥98.0% (HPLC)
- Packaging
- 10mg
- Price
- $462.65
- Updated
- 2025/07/31
- Product number
- 47140
- Product name
- 4-Fluoro-7-nitrobenzofurazan
- Purity
- BioReagent, suitable for fluorescence, ≥98.0% (HPLC)
- Packaging
- 50mg
- Price
- $1990
- Updated
- 2025/07/31
- Product number
- A5593
- Product name
- NBD-F (=4-Fluoro-7-nitro-2,1,3-benzoxadiazole)[for HPLC Labeling]
- Purity
- >99.0%(HPLC)
- Packaging
- 100mg
- Price
- $217
- Updated
- 2025/07/31
- Product number
- F5883
- Product name
- 4-Fluoro-7-nitrobenzofurazan
- Purity
- ≥98% (elemental analysis)
- Packaging
- 5mg
- Price
- $283.1
- Updated
- 2025/07/31
- Product number
- F5883
- Product name
- 4-Fluoro-7-nitrobenzofurazan
- Purity
- ≥98% (elemental analysis)
- Packaging
- 25mg
- Price
- $875
- Updated
- 2025/07/31
4-Fluoro-7-nitrobenzofurazan Chemical Properties,Usage,Production
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
29270-55-1
29270-56-2
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
Raw materials
Preparation Products
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View Lastest Price from 4-Fluoro-7-nitrobenzofurazan manufacturers
- Product
- 4-Fluoro-7-nitrobenzofurazan 29270-56-2
- Price
- US $2.20-8.80/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- g-kg-tons
- Release date
- 2025-07-08
- Product
- 4-Fluoro-7-nitrobenzofurazan 29270-56-2
- Price
- US $0.00/G/KG
- Min. Order
- 1G/KG
- Purity
- 99%
- Supply Ability
- 10000000KG
- Release date
- 2025-02-12
- Product
- 4-Fluoro-7-nitro-2,1,3-benzoxadiazole 29270-56-2
- Price
- US $4500.00/g
- Min. Order
- 1g
- Purity
- 97
- Supply Ability
- 500 Kg
- Release date
- 2024-08-23