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Phthalonitrile

CAS No.
91-15-6
Chemical Name:
Phthalonitrile
Synonyms
1,2-DICYANOBENZENE;Phthalodinitril;PHTHALODINITRILE;O-PHTHALONITRILE;O-PHTHALODINITRILE;1,2-BENZENEDICARBONITRILE;o-PDN;o-pdn[qr];usafnd-09;USAF nd-09
CBNumber:
CB2773751
Molecular Formula:
C8H4N2
Molecular Weight:
128.13
MDL Number:
MFCD00001771
MOL File:
91-15-6.mol
MSDS File:
SDS
Last updated:2024-03-06 16:49:55

Phthalonitrile Properties

Melting point 137-139 °C (lit.)
Boiling point 227.54°C (rough estimate)
Density 1.24
vapor pressure <1 Pa (25 °C)
refractive index 1.6231 (estimate)
Flash point 162°C
storage temp. Store below +30°C.
solubility benzene: 50 mg/mL, clear
form Crystals or Crystalline Powder
color White to beige
PH 7 (H2O)
Water Solubility 0.56 g/L (25 ºC)
BRN 775028
Exposure limits ACGIH: TWA 1 mg/m3
Stability Stable. Incompatible with strong bases, strong acids, strong oxidizing agents, strong reducing agents.
CAS DataBase Reference 91-15-6(CAS DataBase Reference)
EWG's Food Scores 1
FDA UNII 978627YAJU
NIST Chemistry Reference Phthalonitrile(91-15-6)
EPA Substance Registry System 1,2-Benzenedicarbonitrile (91-15-6)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS06
Signal word  Danger
Hazard statements  H301-H412
Precautionary statements  P264-P270-P273-P301+P310-P405-P501
Hazard Codes  T
Risk Statements  25-23/24/25
Safety Statements  36/37/39-45-28A
RIDADR  UN 3439 6.1/PG 2
WGK Germany  1
RTECS  TI8575000
Autoignition Temperature >580 °C
TSCA  Yes
HazardClass  6.1
PackingGroup  II
HS Code  29269095
Toxicity LD50 orally in Rabbit: 85 mg/kg
NFPA 704
0
2 0

Phthalonitrile price More Price(23)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 8.00593 Phthalonitrile for synthesis 91-15-6 100G $37.5 2024-03-01 Buy
Sigma-Aldrich 8.00593 Phthalonitrile for synthesis 91-15-6 500G $70.6 2024-03-01 Buy
Sigma-Aldrich 171719 1,2-Dicyanobenzene 98% 91-15-6 100g $45.8 2024-03-01 Buy
Sigma-Aldrich 171719 1,2-Dicyanobenzene 98% 91-15-6 500g $119 2024-03-01 Buy
TCI Chemical P0404 Phthalonitrile >99.0%(GC) 91-15-6 25g $16 2024-03-01 Buy
Product number Packaging Price Buy
8.00593 100G $37.5 Buy
8.00593 500G $70.6 Buy
171719 100g $45.8 Buy
171719 500g $119 Buy
P0404 25g $16 Buy

Phthalonitrile Chemical Properties,Uses,Production

Chemical Properties

Phthalonitrile is a crystalline powder having a faint grayish yellow color and a slighty aromatic odor, similar to benzonitrile. Phthalonitrile was first described in 1896 when it was isolated during the diazotization of 2-aminobenzonitrile. The compound is sparingly soluble in water (ca. 1 g/L) and soluble in acetone, nitrobenzene, and benzonitrile. It cannot be distilled and polymerizes if heated above the melting point. It is not explosive and is difficult to ignite, but the dust can explode.

Uses

Phthalodinitrile monomers can be polymerized thermally in the presence of small amounts of curing agents into thermosetting polymers. Phthalodinitrile is a precursor to phthalocyanine which is used as a dye or pigment.

Uses

Phthalonitrile is used as an intermediate for chemical synthesis in the production of building blocks for colorants and coatings, life science and agricultural chemicals. It is also used as a precursor to phthalocyanine pigments (which are precursors to the blue dye in jeans), fluorescent brighteners, and photographic sensitizers.

Preparation

Phthalonitrile can be produced from phthalic acid, phthalic anhydride, phthalamide, or phthalimide by reaction with ammonia and elimination of water at 300–500°C in the gas phase in the presence of a catalyst.
preparation of Phthalonitrile
In a single-stage continuous process, o-xylene is converted to phthalonitrile by reaction with ammonia and oxygen in the gas phase in a fluidized-bed reactor. Generally, metal oxide mixtures containing vanadium, antimony, chromium, and molybdenum, with further active components such as iron, tungsten, and alkali-metal oxides, on an alumina or silica support are used as catalysts.

Reactions

The route from o-phthalodinitrile can be represented 4C8H4N2 +M → MPc, where M is a bivalent metal, metal halide, metal alcoholate, or an equivalent amount of metal of valence other than two in a 4:1 molar ratio.

Flammability and Explosibility

Not classified

Safety Profile

Poison by ingestion, subcutaneous, and intraperitoneal routes. Questionable carcinogen with experimental tumorigenic data. When heated to decomposition it emits toxic fumes of CN- and NOx. See also NITRILES.

Purification Methods

Crystallise the nitrile from EtOH, toluene or *benzene. It has also been distilled under high vacuum. It is steam volatile. [Beilstein 9 H 815, 9 II 602, 9 III 4199, 9 IV 3268.]

643-79-8
91-15-6
Synthesis of Phthalonitrile from o-Phthalaldehyde
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View Lastest Price from Phthalonitrile manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Phthalonitrile pictures 2023-12-24 Phthalonitrile
91-15-6
US $100.00-1.00 / KG 1KG 99% g-kg-tons, free sample is available Henan Fengda Chemical Co., Ltd
Phthalonitrile pictures 2023-03-18 Phthalonitrile
91-15-6
US $0.00-0.00 / KG 1KG 99% 20 mt Hebei Guanlang Biotechnology Co., Ltd.
Phthalonitrile pictures 2023-01-19 Phthalonitrile
91-15-6
US $0.00 / KG 1KG 98%min 30tons/month WUHAN FORTUNA CHEMICAL CO., LTD
  • Phthalonitrile pictures
  • Phthalonitrile
    91-15-6
  • US $100.00-1.00 / KG
  • 99%
  • Henan Fengda Chemical Co., Ltd
  • Phthalonitrile pictures
  • Phthalonitrile
    91-15-6
  • US $0.00-0.00 / KG
  • 99%
  • Hebei Guanlang Biotechnology Co., Ltd.
  • Phthalonitrile pictures
  • Phthalonitrile
    91-15-6
  • US $0.00 / KG
  • 98%min
  • WUHAN FORTUNA CHEMICAL CO., LTD
o-pdn[qr] o-phthalodinitrile[qr] Phthalonitrile,98% PHTHALONITRILE (1,2-DICYANOBENZENE) benzene-1,2-dicarbonitrile 1,2-Dicyanobenzene/Phthalonitrile 2-Phthalodinitrile Benzene-1,2-dicarbonitrile~1,2-Dicyanobenzene O-Phthalonitrile(Opdn) Phthalodinitrile>99% OphthPhthalonitrile Benzene-1,2-dicarbonitrile~1,2-Dicyanobenzene Phthalodinitrile Ortho- Phthalodinitrile PHTHALICNITRILE ORTHO-CYANOBENZONITRILE 1,2-Dicyanobenzene,98% 1,2-Dicyanobenzene, 98% 250GR PHTHALONITRILE FOR SYNTHESIS 500 G PHTHALONITRILE FOR SYNTHESIS 100 G PHTHALONITRILE FOR SYNTHESIS 50 KG 1,2-Dicyanobenzene, 97+% 1,2-Dicyanobenzene 98% ortho-dicyanobenzene[qr] Phthalic acid dinitrile phthalicacid,dinitrile[qr] phthalicaciddinitrile USAF nd-09 usafnd-09 Phthalonitrile 1,2-Benzenedicarbonitrile PHTHALONITRILE 1,2-Benzendikarbonitril 1,2-Benzodinitrile Ftalodinitril Ftalonitril o-Benzenedicarbonitrile o-Benzenedinitrile o-Cyanobenzonitrile o-Dicyanobenzene o-PDN Phthalonitrile > Phthalonitrile ISO 9001:2015 REACH 1,2-Benzoldicarbonitril TIANFU-CHEM CAS NO.91-15-6 Phthalonitrile Phthalodinitril 1,2-BENZENEDICARBONITRILE 1,2-DICYANOBENZENE PHTHALODINITRILE O-PHTHALODINITRILE O-PHTHALONITRILE 91-15-6 914-15-6 Organic Building Blocks Nitrogen Compounds Phthalonitriles (Building Blocks for Phthalocyanines) Phthalonitriles & Naphthalonitriles Cyanides/Nitriles Building Blocks C8 to C9