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ChemicalBook--->CAS DataBase List--->31643-49-9

31643-49-9

31643-49-9 Structure

31643-49-9 Structure
IdentificationMore
[Name]

5-Nitrobenzene-1,2-dicarbonitrile
[CAS]

31643-49-9
[Synonyms]

1,2-DICYANO-4-NITROBENZENE
3,4-DICYANO-1-NITROBENZENE
3,4-DICYANONITROBENZENE
4-NITRO-1,2-BENZENE DICARBONITRILE
4-NITRO-1,2-DICYANOBENZENE
4-NITROBENZENE-1,2-DINITRILE
4-NITRO-O-BENZENEDINITRILE
4-NITROPHTHALIC ACID DINITRILE
4-NITROPHTHALONITRILE
5-Nitrobenzene-1,2-dicarbonitrile
PHTHALONITRILE, 4-NITRO-
TIMTEC-BB SBB008410
4-nitro-2-benzenedicarbonitrile
4-nitro-phthalonitril
4-Nitrophthalonitrile99%
4-nitro-1,2-benzendicarbonitrile
4-Nitro-1,2-benzene-dicarbonitrile(4-nitrophthalonitrile)
4-nitro-2-benzenedicarbonitril
1,2-Benzenedicarbonitrile, 4-nitro-
4-NITROPHTALONITRILE
[EINECS(EC#)]

250-748-9
[Molecular Formula]

C8H3N3O2
[MDL Number]

MFCD00040301
[Molecular Weight]

173.13
[MOL File]

31643-49-9.mol
Chemical PropertiesBack Directory
[Appearance]

light yellow, light greenish or light grey to
[Melting point ]

142-144 °C(lit.)
[Boiling point ]

303.75°C (rough estimate)
[density ]

1.4553 (rough estimate)
[refractive index ]

1.6500 (estimate)
[storage temp. ]

Sealed in dry,Room Temperature
[form ]

Crystalline Powder, Crystals and/or Chunks
[color ]

Light yellow, light greenish or light gray to beige
[Water Solubility ]

Sparingly soluble in water.(0.26 g/L) (25°C),
[BRN ]

1877554
[CAS DataBase Reference]

31643-49-9(CAS DataBase Reference)
[EPA Substance Registry System]

31643-49-9(EPA Substance)
Safety DataBack Directory
[Hazard Codes ]

Xn
[Risk Statements ]

R22:Harmful if swallowed.
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 ]

3
[RTECS ]

TI8576000
[TSCA ]

Yes
[HS Code ]

29269090
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

5-Nitrobenzene-1,2-dicarbonitrile(31643-49-9).msds
Hazard InformationBack Directory
[Chemical Properties]

light yellow, light greenish or light grey to
[Uses]

4-Nitrophthalonitrile is a useful chemical in organic synthesis. Dyes and metabolites.
[Preparation]

Synthesis of 4-Nitrophthalonitrile: SOCl2 (83.5 mL. 1.144 mol) was added dropwise under nitrogen purge to dry DMF (200 mL) which had been cooled to 0-5 °C. The solution was allowed to stir for 15 min at 0-5 °C. The 4-nitrophthalamide (60.1 g, 0.286 mol) was then added and the solution was allowed to slowly warm to room temperature and react for 18 h under nitrogen purge. The solution was then slowly added to ice water to crystallize and precipitate the product. The 4-nitrophthalonitrile was collected using vacuum filtration, washed with ice cold water, and allowed to air dry overnight; yield: 45.2 g (92%); m.p.: 141 °C (det. by DSC)
1 H NMR((CD3)2SO): 8.41 (dd, 1H), 8.67 (dd, 1H), 9.03 (dd, 1H) FTIR: 3091 (m, aromatic C-H stretch), 2242 (d, CN stretch), 1534 (s, asymmetric N=O stretch), 1349 (s, symmetric N=O stretch), 853 (s, C-N stretch)
[Synthesis]

In a three necked flask, 70 mL of dry dimethylformamide (DMF) was cooled to 0 °C under a stream of nitrogen and 7.3 mL of thionyl chloride was added so that the internal temperature did not go beyond 5 °C. After addition, nitrogen flow was ceased and a calcium chloride tube was added to the top of flask. Meanwhile, the color of the medium was observed to be yellow. Then, 10 g (0.048 mol) of 4- nitrophthalamide was slowly added so that the internal temperature did not go beyond 5 °C. The mixture was stirred over ice bath for 1 hour. The mixture was stirred at room temperature for 2 hours and then poured over 500 g of ice-water. The precipitate was filtered and washed successively with water, 250 mL 5% sodium hydrogencarbonate solution, and water again and dried in a vacuum oven at 110-120 °C. Molecular formula: C8H3N3O2. Yield: 7.4 g (90%). Mp: 141 °C.
Spectrum DetailBack Directory
[Spectrum Detail]

4-Nitrophthalonitrile(31643-49-9)1HNMR
4-Nitrophthalonitrile(31643-49-9)Raman
4-Nitrophthalonitrile(31643-49-9)FT-IR
4-Nitrophthalonitrile(31643-49-9)IR
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

4-Nitrophthalonitrile, 99%(31643-49-9)
[Sigma Aldrich]

31643-49-9(sigmaaldrich)
[TCI AMERICA]

4-Nitrophthalonitrile,>98.0%(GC)(31643-49-9)
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