| Identification | More | [Name]
3-Nitro-1H-pyrazole | [CAS]
26621-44-3 | [Synonyms]
5-NITRO-1H-PYRAZOLE
SALOR-INT L119687-1EA
VITAS-BB TBB000666
Pyrazole, 3-nitro-
1H-Pyrazole,3-nitro-(9CI)
3-nitropyrazole
3-Nitro-1H-pyrazole | [EINECS(EC#)]
640-509-0 | [Molecular Formula]
C3H3N3O2 | [MDL Number]
MFCD00238787 | [Molecular Weight]
113.07 | [MOL File]
26621-44-3.mol |
| Chemical Properties | Back Directory | [Appearance]
light brown powder | [Melting point ]
173-175 °C | [Boiling point ]
334.0±15.0 °C(Predicted) | [density ]
1.552±0.06 g/cm3(Predicted) | [storage temp. ]
Sealed in dry,Room Temperature | [solubility ]
soluble in Methanol | [form ]
powder to crystal | [pka]
8.32±0.10(Predicted) | [color ]
White to Orange to Green | [InChI]
InChI=1S/C3H3N3O2/c7-6(8)3-1-2-4-5-3/h1-2H,(H,4,5) | [InChIKey]
MZRUFMBFIKGOAL-UHFFFAOYSA-N | [SMILES]
N1C=CC([N+]([O-])=O)=N1 | [CAS DataBase Reference]
26621-44-3(CAS DataBase Reference) | [NIST Chemistry Reference]
3(5)-nitropyrazole(26621-44-3) |
| Safety Data | Back Directory | [Hazard Codes ]
Xn | [Risk Statements ]
R22:Harmful if swallowed.
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S22:Do not breathe dust .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection . | [HazardClass ]
IRRITANT | [HS Code ]
2933199090 |
| Hazard Information | Back Directory | [Chemical Properties]
light brown powder | [Uses]
3-Nitro-1H-pyrazole is a pyrazole compound with a nitro functional group, widely used in organic synthesis. The substance can be used in reaction systems such as substitution, nitration or condensation for the preparation of other heterocyclic compounds. | [Synthesis]
The general procedure for the synthesis of 3-nitro-1H-pyrazole from 1-nitropyrazole is as follows:
Step A: 1-nitropyrazole (3.45 g, 30.5 mmol) was mixed with benzonitrile (33 mL) and heated with stirring at 180 °C for 3 hours. Upon completion of the reaction, the mixture was cooled to room temperature, diluted with hexane and stirring was continued for 20 min at room temperature. The precipitated solid was collected by filtration to afford 3-nitro-1H-pyrazole as a tan solid (3.16 g, 91% yield).
Product characterization data: 1H NMR (300 MHz, DMSO-d6) δ 13.94 (br s, 1H), 8.03 (d, J = 2.4 Hz, 1H), 7.03 (t, J = 2.4 Hz, 1H). | [References]
[1] Archiv der Pharmazie, 1995, vol. 328, # 4, p. 349 - 358
[2] Patent: WO2010/29461, 2010, A1. Location in patent: Page/Page column 63-64
[3] Patent: WO2012/30944, 2012, A2. Location in patent: Page/Page column 97
[4] Patent: US2012/53174, 2012, A1. Location in patent: Page/Page column 45
[5] Patent: WO2012/30924, 2012, A1. Location in patent: Page/Page column 124 |
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