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4-Nitrophthalonitrile

CAS No.31643-49-9
Chemical Name:4-Nitrophthalonitrile
CBNumber:CB9102334
Molecular Formula:C8H3N3O2
Formula Weight:173.13
MOL File:31643-49-9.mol

4-Nitrophthalonitrile Property

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)
EWG's Food Scores 1
EPA Substance Registry System 1,2-Benzenedicarbonitrile, 4-nitro- (31643-49-9)
UNSPSC Code 12171500
NACRES NA.47

Safety

Hazard Codes :Xn
Risk Statements :22-36/37/38-20/21/22
Safety Statements :26-36
WGK Germany :3
RTECS :TI8576000
TSCA :Yes
HS Code :29269090
Toxicity :mouse,LD50,oral,500mg/kg (500mg/kg),SENSE ORGANS AND SPECIAL SENSES: OTHER CHANGES: OLFACTIONBEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION,Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 52(9), Pg. 92, 1987.

NFPA 704:

	1
2		0

Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal wordWarning
Hazard statements H302-H315-H319-H335
Precautionary statements P261-P264-P270-P301+P312-P302+P352-P305+P351+P338

4-Nitrophthalonitrile Price More Price(5)

Brand: Sigma-Aldrich(India)
Product number: 330590
Product name : 4-Nitrophthalonitrile
Purity: 99%
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Brand: TCI Chemicals (India)
Product number: N0524
Product name : 4-Nitrophthalonitrile
Purity: min. 98.0 %
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Brand: ALFA India
Product number: ALF-H33546-03
Product name : 4-Nitrophthalonitrile, 97%
Purity:
Packaging: 1g
Price: ₹3171
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Brand: TCI Chemicals (India)
Product number: N0524
Product name : 4-Nitrophthalonitrile
Purity: min. 98.0 %
Packaging: 100G
Price: ₹19500
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4-Nitrophthalonitrile Chemical Properties,Usage,Production

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 4-Nitrophthalonitrile synthesized from phthalimide in three steps. The reaction time of ruthenium chloride and HZSM-5 catalysts was very shorter than ammonium molybdate and Hβ catalysts. The yield while we used ruthenium chloride and HZSM-5 catalysts were very higher than another.

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.