ChemicalBook > CAS DataBase List > 4-Fluoro-7-nitrobenzofurazan

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

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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)

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Safety

Hazard Codes: Xi
Risk Statements: 36/38
Safety Statements: 26-36-39
WGK Germany: 3
F: 10-21
HS Code: 29349990

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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.

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N-Bromosuccinimide Price

Sigma-Aldrich

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

Sigma-Aldrich

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

TCI Chemical

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

Sigma-Aldrich

Product number: F5883
Product name: 4-Fluoro-7-nitrobenzofurazan
Purity: ≥98% (elemental analysis)
Packaging: 5mg
Price: $283.1
Updated: 2025/07/31

Sigma-Aldrich

Product number: F5883
Product name: 4-Fluoro-7-nitrobenzofurazan
Purity: ≥98% (elemental analysis)
Packaging: 25mg
Price: $875
Updated: 2025/07/31

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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

ZHENGZHOU JIUYI TIME NEW MATERIALS CO,.LTD

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

Anhuyan (Hainan) Biotechnology Co., LTD

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

R&D Scientific Inc.

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

29270-56-2, 4-Fluoro-7-nitrobenzofurazanRelated Search:

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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

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4-Fluoro-7-nitrobenzofurazan,98%

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7-FLUORO-4-NITROBENZO-2-OXA-1,3-DIAZOLE

4-FLUORO-7-NITRO-2,1,3-BENZOXADIAZOLE

4-FLUORO-7-NITROBENZ-2-OXA-1,3-DIAZOLE

4-FLUORO-7-NITROBENZOFURAZAN

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4-FLUORO-7-NITROBENZOFURAZAN, FOR FLUORE SCENCE

NBD-F

NBD FLUORIDE

NITROBENZOFURAZAN, 4-FLUORO-7-

NBD-F (=4-FLUORO-7-NITRO-2,1,3-BENZOXADIAZOLE)

4-Fluoro-7-nitrobenzofurazane

2,1,3-BENZOXADIAZOLE, 4-FLUORO-7-NITRO-

NBD-F [4-Fluoro-7-nitrobenzofurazan] *CAS 29270-56-2*

4-fluoro-4-nitro-1H-2,1,3-benzoxadiazole

4-fluoro-7-nitrobenzo[c][1,2,5]oxadioxle

NBD-F (=4-Fluoro-7-nitro-2,1,3-benzoxadiazole)[for HPLC Labeling]&gt

NBD-F [4-Fluoro-7-nitrobenzofurazan

29270-56-2 2,1,3-Benzoxadiazole, 4-fluoro-7-nitro-

4-Fluoro-7-nitro-2,1,3-benzoxadiazole (NBD-F)

NBD-F, Pro-fluorescent reagent

NBD-F, 10 mM in DMSO

29270-56-2

C6H2FN3O3

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