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623-26-7

Basic Information
CAS No.: 623-26-7
Name: 1,4-Dicyanobenzene
Article Data: 334
Molecular Structure:
Molecular Structure of 623-26-7 (1,4-Dicyanobenzene)
Formula: C8H4N2
Molecular Weight: 128.133
Synonyms: Terephthalonitrile(8CI);1,4-Benzodinitrile;1,4-Bis(cyano)benzene;
EINECS: 210-783-2
Density: 1.164 g/cm3
Melting Point: 221-225 °C(lit.)
Boiling Point: 289.6 °C at 760 mmHg
Flash Point: 142.8 °C
Solubility: 0.08 g/L (23 °C) in water
Appearance: biege powder
Hazard Symbols: IrritantXi
Risk Codes: 36/37/38
Safety: 26-24/25
PSA: 47.58000
LogP: 1.42996
Synthetic route
20114-65-2

1,4-benzenedicarboxaldehyde bis(dimethylhydrazone)

623-26-7

terephthalonitrile

Conditions
ConditionsYield
With dihydrogen peroxide; acetonitrile at 55℃; for 60h;100%
With HOF* CH3CN at 0℃;98%
104-85-8

para-methylbenzonitrile

623-26-7

terephthalonitrile

Conditions
ConditionsYield
Stage #1: para-methylbenzonitrile With hydrogen bromide; dihydrogen peroxide In tetrachloromethane; water at 20℃; for 1h; Irradiation;
Stage #2: With ammonia; iodine In tetrachloromethane; water; acetonitrile at 20 - 60℃; for 18h;
99%
With 1,10-Phenanthroline; ammonium acetate; dihydrogen peroxide; oxygen In N,N-dimethyl acetamide at 180℃; under 11400.8 Torr; for 24h; Autoclave;66%
With tert.-butylnitrite; N-hydroxyphthalimide; palladium diacetate In acetonitrile at 80℃; for 24h; Inert atmosphere; Sealed tube;64%
623-27-8

terephthalaldehyde,

623-26-7

terephthalonitrile

Conditions
ConditionsYield
With ammonium iodide In dimethyl sulfoxide at 20℃; for 4h; Electrolysis;99%
With ammonium hydroxide; sodium persulfate; sodium iodide; iron(II) chloride In 1,2-dichloro-ethane at 20 - 50℃; for 16h;98%
With hexamethylene bis(N-methylimidazolium)bis(dichloroiodate); ammonia In water; acetonitrile at 20℃; for 1h;92%
105-07-7

4-cyanobenzaldehyde

623-26-7

terephthalonitrile

Conditions
ConditionsYield
With ammonium iodide In dimethyl sulfoxide at 20℃; for 4h; Electrolysis;99%
With trifluorormethanesulfonic acid; O-benzenesulfonyl-acetohydroxamic acid ethyl ester In dichloromethane at 23℃; for 24h; Inert atmosphere;99%
With hydroxylamine hydrochloride; FeOO280 In toluene for 5h; Condensation; dehydration; Heating;98%
589-29-7

p-xylylene glycol

623-26-7

terephthalonitrile

Conditions
ConditionsYield
With ammonium hydroxide; iodine at 60℃; for 2h;99%
With ammonium hydroxide; iodine at 60℃; for 2h;99%
Stage #1: p-xylylene glycol With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; tert-butylhypochlorite In dichloromethane at 20℃; for 0.5h; Inert atmosphere;
Stage #2: With ammonia; iodine In dichloromethane; water at 20℃; for 2h; Inert atmosphere;
99%
52707-54-7, 52707-59-2, 64847-77-4

4-cyanobenzaldehyde oxime

623-26-7

terephthalonitrile

Conditions
ConditionsYield
With gallium(III) trichloride In acetonitrile at 80℃; for 36h; Reagent/catalyst; Inert atmosphere;99%
With acetonitrile for 1h; Reflux; Green chemistry;95%
With 4-nitro-1-((trifluoromethyl)sulfonyl)-1H-imidazole; triethylamine In acetonitrile at 20℃; for 0.166667h; Inert atmosphere; Sealed tube;69%
623-00-7

4-bromobenzenecarbonitrile

potassium ferrocyanide

623-26-7

terephthalonitrile

Conditions
ConditionsYield
With sodium carbonate In N,N-dimethyl-formamide at 120℃; for 3h; Schlenk technique;99%
With sodium carbonate In N,N-dimethyl-formamide at 120℃; for 3h; Schlenk technique;97%
With copper(II) acetate monohydrate; sodium carbonate; 1,3-phenylene-bis-(1H)-tetrazole; potassium iodide In N,N-dimethyl-formamide at 130℃; for 8h; Inert atmosphere;93%

potassium hexacyanoferrate(II) trihydrate

623-00-7

4-bromobenzenecarbonitrile

623-26-7

terephthalonitrile

Conditions
ConditionsYield
With Palladium Nanoparticles with two shape-persistent covalent cages CC1' In N,N-dimethyl-formamide at 140℃; for 15h; Reagent/catalyst; Inert atmosphere;99%
With tetrabutylammomium bromide; copper(II) acetate monohydrate; potassium iodide In water at 20 - 140℃; Microwave irradiation;73%
With sodium carbonate In N,N-dimethyl-formamide at 110℃; for 20h; Catalytic behavior; Sealed tube;100 %Chromat.
106-37-6

1.4-dibromobenzene

potassium hexacyanoferrate(II) trihydrate

623-26-7

terephthalonitrile

Conditions
ConditionsYield
With Palladium Nanoparticles with two shape-persistent covalent cages CC1' In N,N-dimethyl-formamide at 140℃; for 15h; Reagent/catalyst; Inert atmosphere;99%
With sodium carbonate In N,N-dimethyl-formamide at 110℃; for 24h; Catalytic behavior; Sealed tube;93 %Chromat.

potassium hexacyanoferrate(II)

623-00-7

4-bromobenzenecarbonitrile

623-26-7

terephthalonitrile

Conditions
ConditionsYield
With sodium carbonate In N,N-dimethyl-formamide at 120℃; for 4h; Green chemistry;98%
With CHF3O3S*C52H45NO2P2Pd; potassium carbonate In N,N-dimethyl-formamide at 130℃; for 0.116667h; Microwave irradiation;92%
copper(l) iodide In various solvent(s) at 160℃; for 16h;75%
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    Terephthalonitrile Product Name: Terephthalonitrile Molecular Weight: 128.13 CAS NO: 623-26-7 EC NO: 210-783-2 Molecular Formula: C8H4N2

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    1,4-Dicyanobenzene Basic information Product Name: 1,4-Dicyanobenzene Synonyms: 1,4-Benzendikarbonitril;1,4-Benzodinitrile;4-Cyanobenzonitrile;Nitril kyseliny tereftalove

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  • 1,4-Dicyanobenzene  CAS:623-26-7

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  • Terephthalonitrile CAS NO.623-26-7

  • Casno:

    623-26-7

    Terephthalonitrile CAS NO.623-26-7

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  • Casno:

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    1,4-Dicyanobenzene

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Chemistry

Molecule structure of 1,4-Dicyanobenzene (CAS NO.623-26-7):
 

IUPAC Name: Benzene-1,4-dicarbonitrile
Molecular Weight: 128.13076 g/mol
Molecular Formula: C8H4N2
Density: 1.16 g/cm3 
Melting Point: 221-225 °C(lit.)
Boiling Point: 289.6 °C at 760 mmHg
Flash Point: 142.8 °C    
Index of Refraction: 1.565 
Molar Refractivity: 35.88 cm3  
Molar Volume: 110 cm3
Polarizability: 14.22×10-24 cm3
Surface Tension: 55.6 dyne/cm
Enthalpy of Vaporization: 52.9 kJ/mol  
Vapour Pressure: 0.00217 mmHg at 25 °C
Water Solubility: 0.08 g/L (23 °C)
XLogP3: 0.9
H-Bond Acceptor: 2
Exact Mass: 128.037448
MonoIsotopic Mass: 128.037448
Topological Polar Surface Area: 47.6
Heavy Atom Count: 10 
Canonical SMILES: C1=CC(=CC=C1C#N)C#N
InChI: InChI=1S/C8H4N2/c9-5-7-1-2-8(6-10)4-3-7/h1-4H
InChIKey: BHXFKXOIODIUJO-UHFFFAOYSA-N
EINECS: 210-783-2
Product Categories: Aromatic Nitriles; C8 to C9; Cyanides/Nitriles; Nitrogen Compounds

Uses

 1,4-Dicyanobenzene is used in organic synthesis and aim to produce medicine.

Toxicity Data With Reference

1.    

eye-rbt 500 mg/24H MLD

    28ZPAK    Sbornik Vysledku Toxixologickeho Vysetreni Latek A Pripravku Marhold, J.V.,Institut Pro Vychovu Vedoucicn Pracovniku Chemickeho Prumyclu Praha,Czechoslovakia.: 1972,159.
2.    

orl-rat LD50:>6400 mg/kg

    ZAARAM    Zentralblatt fuer Arbeitsmedizin und Arbeitsschutz, 19 (1969),225.
3.    

ipr-rat LD50:4004 mg/kg

    APFRAD    Annales Pharmaceutiques Francaises, 48 (1990),23.
4.    

orl-mus LD50:>300 mg/kg

    JMCMAR    Journal of Medicinal Chemistry, 21 (1978),906.
5.    

ipr-mus LD50:699 mg/kg

    INHEAO    Industrial Health, 4 (1966),11.

Consensus Reports

Reported in EPA TSCA Inventory. Cyanide and its compounds are on the Community Right-To-Know List.

Safety Profile

Hazard Codes: IrritantXi
Risk Statements: 36/37/38 
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26-24/25 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S24/25:Avoid contact with skin and eyes.
RIDADR: 3439
WGK Germany: 2
RTECS: CZ1925000
HazardClass: 6.1(b)
PackingGroup: III
HS Code: 29269095
Moderately toxic by ingestion and intraperitoneal routes. An eye irritant. When heated to decomposition it emits toxic fumes of CN and NOx. See also NITRILES.

Specification

 1,4-Dicyanobenzene (CAS NO.623-26-7) is also named as 1,4-Benzendikarbonitril ; 1,4-Benzendikarbonitril [Czech] ; 1,4-Benzodinitrile ; 4-Cyanobenzonitrile ; NSC 144977 ; NSC 78439 ; Nitril kyseliny tereftalove ; Nitril kyseliny tereftalove [Czech] ; Tereftalodinitril ; Tereftalodinitril [Czech] ; Tereftalonitril ; Tereftalonitril [Czech] ; Terephthalic acid dinitrile ; Terephthalodinitril ; Terephthalodinitril [German] ; Terephthalodinitrile ; Terephthalonitrile ; p-Benzenedinitrile ; p-Dicyanobenzene ; p-Pdn ; p-Phthalodinitrile . 1,4-Dicyanobenzene (CAS NO.623-26-7) is white needle crystal or powder. It is insoluble in water, slightly soluble in ethanol, acetone and hot ether, soluble in hot benzene and hot acetic acid. 1,4-Dicyanobenzene is stable and incompatible with strong acids, strong bases, strong oxidizing agents, strong reducing agents. It is toxic and flammable. It will produce toxic nitrogen oxide and cyanide fumes when buring. So the storage environment should be ventilate, low-temperature and dry.