| Identification | More | [Name]
4-CHLORO-3-NITROBENZONITRILE | [CAS]
939-80-0 | [Synonyms]
4-CHLORO-3-NITROBENZONITRILE
LABOTEST-BB LT00160147
4-chlor-3-nitrobenzonitril
4-chloro-3-nitro-benzonitril
2-chloro-5-cyanonitrobenzene
2-Nitro-4-cyanophenyl chloride
3-Nitro-4-chlorobenzonitrile | [EINECS(EC#)]
213-364-2 | [Molecular Formula]
C7H3ClN2O2 | [MDL Number]
MFCD00016987 | [Molecular Weight]
182.56 | [MOL File]
939-80-0.mol |
| Chemical Properties | Back Directory | [Appearance]
light yellow crystalline powder | [Melting point ]
98-100 °C (lit.) | [Boiling point ]
284.8±25.0 °C(Predicted) | [density ]
1.6133 (rough estimate) | [refractive index ]
1.5557 (estimate) | [storage temp. ]
Sealed in dry,Room Temperature | [Water Solubility ]
Slightly soluble in water | [form ]
powder to crystal | [color ]
White to Light yellow to Green | [BRN ]
1639111 | [InChI]
InChI=1S/C7H3ClN2O2/c8-6-2-1-5(4-9)3-7(6)10(11)12/h1-3H | [InChIKey]
XBLPHYSLHRGMNW-UHFFFAOYSA-N | [SMILES]
C(#N)C1=CC=C(Cl)C([N+]([O-])=O)=C1 | [CAS DataBase Reference]
939-80-0(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi,Xn | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin .
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing . | [WGK Germany ]
2
| [RTECS ]
DI3050000
| [HS Code ]
29269090 |
| Hazard Information | Back Directory | [Chemical Properties]
light yellow crystalline powder | [Uses]
4-Chloro-3-nitrobenzonitrile may be used in the synthesis of 3-nitro-4-thiocyanobenzonitryl. | [General Description]
FT-IR and μ-Raman spectra of 4-chloro-3-nitrobenzonitrile have been recorded in the range of 400-4000cm-1 and 100-4000cm-1, respectively. It has been prepred from the reaction of 4-chloro-3-nitrobenzamide and phosphorus oxychloride. Crystal structure of 4-chloro-3-nitrobenzonitrile has been reported. Molecules of 4-chloro-3-nitrobenzonitrile are linked by weak intermolecular C-H…O and C-H…N hydrogen bonds. | [Synthesis]
The general procedure for the synthesis of 4-chloro-3-nitrobenzonitrile from 4-chlorobenzonitrile was as follows: 4-chlorobenzonitrile (4 g, 29.2 mmol) was dissolved in 40 mL of anhydrous acetonitrile, and nitronium tetrafluoroborate (7.7 g, 58.39 mmol) was added slowly at 0 °C. The reaction mixture was stirred at room temperature for 20 hours. After completion of the reaction, the mixture was quenched by pouring it into cold water. The precipitated white solid product was collected by filtration and the filter cake was washed with cold water to remove impurities. The resulting crude product (4.0 g, 75.47% yield) could be used directly in the subsequent reaction steps without further purification. | [References]
[1] Journal of Medicinal Chemistry, 1990, vol. 33, # 4, p. 1252 - 1257
[2] Patent: WO2014/24056, 2014, A1. Location in patent: Page/Page column 40
[3] MedChemComm, 2017, vol. 8, # 10, p. 2003 - 2011
[4] Journal of Medicinal Chemistry, 1991, vol. 34, # 3, p. 1110 - 1116
[5] Recueil des Travaux Chimiques des Pays-Bas, 1922, vol. 41, p. 36 |
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