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Phthalonitrile

Product Name
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
Formula Weight
128.13
MOL File
91-15-6.mol
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Phthalonitrile Property

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)
NIST Chemistry Reference
Phthalonitrile(91-15-6)
EPA Substance Registry System
1,2-Benzenedicarbonitrile (91-15-6)
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Safety

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
Hazardous Substances Data
91-15-6(Hazardous Substances Data)
Toxicity
LD50 orally in Rabbit: 85 mg/kg
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H301Toxic if swalloed

H412Harmful to aquatic life with long lasting effects

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P273Avoid release to the environment.

P301+P310IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.

P405Store locked up.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
8.00593
Product name
Phthalonitrile
Purity
for synthesis
Packaging
100G
Price
$37.5
Updated
2024/03/01
Sigma-Aldrich
Product number
8.00593
Product name
Phthalonitrile
Purity
for synthesis
Packaging
500G
Price
$70.6
Updated
2024/03/01
Sigma-Aldrich
Product number
171719
Product name
1,2-Dicyanobenzene
Purity
98%
Packaging
100g
Price
$45.8
Updated
2024/03/01
Sigma-Aldrich
Product number
171719
Product name
1,2-Dicyanobenzene
Purity
98%
Packaging
500g
Price
$119
Updated
2024/03/01
TCI Chemical
Product number
P0404
Product name
Phthalonitrile
Purity
>99.0%(GC)
Packaging
25g
Price
$16
Updated
2024/03/01
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Phthalonitrile Chemical Properties,Usage,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.

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.]

Phthalonitrile Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from Phthalonitrile manufacturers

Henan Fengda Chemical Co., Ltd
Product
Phthalonitrile 91-15-6
Price
US $100.00-1.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
g-kg-tons, free sample is available
Release date
2023-12-24
WUHAN FORTUNA CHEMICAL CO., LTD
Product
Phthalonitrile 91-15-6
Price
US $0.00/KG
Min. Order
1KG
Purity
98%min
Supply Ability
30tons/month
Release date
2023-01-18
Hebei Guanlang Biotechnology Co., Ltd.
Product
Phthalonitrile 91-15-6
Price
US $0.00-0.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
20 mt
Release date
2023-03-17

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