4-chloro-7-nitro-2,1,3-benzoxadiazole

• ChemBase ID: 82810
• Molecular Formular: C6H2ClN3O3
• Molecular Mass: 199.55138
• Monoisotopic Mass: 198.97846862
• SMILES: [N+](=O)(c1ccc(c2nonc12)Cl)[O-]
• Canonical SMILES: [O-][N+](=O)c1ccc(c2c1non2)Cl
• InChI: InChI=1S/C6H2ClN3O3/c7-3-1-2-4(10(11)12)6-5(3)8-13-9-6/h1-2H
• InChIKey: IGHBXJSNZCFXNK-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-chloro-7-nitro-2,1,3-benzoxadiazole
• IUPAC Traditional name: 4-chloro-7-nitro-2,1,3-benzoxadiazole
• Synonyms: NBD Chloride; 4-Chloro-7-nitrobenzofurazan; 4-CHLORO-7-NITROBENZ-2-OXA-1,3-DIAZOLE; NBD-chloride; 4-Chloro-7-nitro-1,2,3-benzoxadiazole; 4-Chloro-7-nitrobenzofurazan; 7-Chloro-4-nitro-2,1,3-benzoxadiazole; NBD-Cl; NSC 228140; 4-chloro-7-nitrobenzo[c][1,2,5]oxadiazole; 4-chloro-7-nitro-2,1,3-benzoxadiazole; 4-Chloro-7-nitrobenzo-2,1,3-oxadiazole; 4-氯-7-硝基-1,2,3-苯并噁二唑; 4-氯-7-硝基苯并-2-氧杂-1,3-二唑; 4-氯-7-硝基-2,1,3-苯并呋咱

Database IDs

• CAS Number: 10199-89-0
• EC Number: 233-496-4
• MDL Number: MFCD00005808
• Beilstein Number: 614212
• PubChem SID: 162069929; 24849737
• PubChem CID: 25043

CALCULATED PROPERTIES

• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 1.8672974
• LogD (pH = 7.4): 1.8672974
• Log P: 1.8672974
• Molar Refractivity: 43.2601 cm^3
• Polarizability: 16.928371 Å^3
• Polar Surface Area: 82.06 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 96-100°C; 97-99 °C(lit.); 97-99°C

Safety Information

• Storage Condition: 2-8°C
• Storage Warning: Harmful/Irritant
• RTECS: DF8002400
• European Hazard Symbols: Irritant (Xi); Harmful (Xn)
• UN Number: 2811
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: 3
• Risk Statements: 22; 36/37/38; R:36/37/38
• Safety Statements: 26-37; S:36/37/39
• TSCA Listed: 是
• GHS Pictograms: GHS06; GHS07
• GHS Signal Word: Danger
• GHS Hazard statements: H301; H315-H319-H335
• GHS Precautionary statements: P261-P305+P351+P338-P302+P352-P321-P405-P501A; P301 + P310
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Faceshields, Gloves
• RID/ADR: UN 2811 6.1/PG 3

Product Information

• Purity: ~98-99%; 98%; 99%
• Empirical Formula (Hill Notation): C6H2ClN3O3

DETAILS

MP Biomedicals - 02101362

Crystalline
Purity: ~98-99%
Fluorogenic reagent for amino acids^1 . Also used to modify sulfhydryl groups and tyrosine residues in enzymes^2 .

Sigma Aldrich - 163260

Packaging
1, 5 g in glass bottle

Toronto Research Chemicals - C373895

A fluorescent reagent used to evaluate peptides, pharmaceutical drugs and other bioactive compounds.

REFERENCES

• Anal. Biochem. , 53 : 290 (1973)
• Biochemistry , 19 : 1774 (1980).
• Rudat, B. et al.: Eur. J. Med. Chem., 46, 4457 (2011)
• Michail, K. et al.: Int. J. Pharm. Pharmac. Sci., 3, 180 (2011)
• Walsh, M. et al.: J. Fluoresc., 21, 105 (2011)
• Fluorogenic reagent for amines and thiols: Anal. Biochem., 53, 290 (1973).
• Reagent for pre-column derivatization of amines: Anal. Chim. Acta, 130, 377 (1981), 170, 81 (1985); and of imino acids: Anal. Biochem., 138, 390 (1984), allowing detection after HPLC.