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Basic Information

Molecular Structure:
CAS No.:	100-48-1
Name:	4-Cyanopyridine
Article Data:	216

Formula:	C₆H₄N₂
Molecular Weight:	104.111
Synonyms:	Isonicotinonitrile(6CI,8CI);4-Azabenzonitrile;4-Pyridinenitrile;4-Pyridylcyanide;4-Pyridylcarbonitrile;Isonicotinic acid nitrile;NSC 60681;g-Cyanopyridine;4-Pyridinecarbonitrile;
EINECS:	202-856-2
Density:	1.12 g/cm³
Melting Point:	76-79 °C(lit.)
Boiling Point:	196.3 °C at 760 mmHg
Flash Point:	82.7 °C
Solubility:	3.2 g/100ml (16.4 °C) in water
Appearance:	beige solid
Hazard Symbols:	Xn
Risk Codes:	20/21/22
Safety:	36/37-24/25
Transport Information:	3276
PSA:	36.68000
LogP:	0.95328

Synthetic route

: 108-89-4
picoline

: 100-48-1
pyridine-4-carbonitrile

Conditions

Conditions	Yield
With ammonia; oxygen; V4Ti4Sn*xO at 375℃; var. temp.; influence of water additions and heat-treatment temperature of catalyst; also 2-picoline;	100%
With ammonia; oxygen; V4Ti4Sn*xO at 375 - 390℃;	100%
	100%

: 14906-59-3
4-cyanopyridine N-oxide

: 100-48-1
pyridine-4-carbonitrile

Conditions

Conditions	Yield
With titanium tetrachloride; tin(ll) chloride In diethyl ether for 0.5h; Ambient temperature;	99%
With ammonia; lithium In tetrahydrofuran at -33℃; for 2h; other reagents: calcium, sodium, liq. ammonia;	96%
With hexacarbonyl molybdenum In ethanol for 2h; Heating;	95%

: 1120-87-2
4-bromopyridin

: potassium hexacyanoferrate(II) trihydrate

: 100-48-1
pyridine-4-carbonitrile

Conditions

Conditions	Yield
With Palladium Nanoparticles with two shape-persistent covalent cages CC1' In N,N-dimethyl-formamide at 140℃; for 15h; Reagent/catalyst; Inert atmosphere;	99%

: 696-54-8
pyridine-4-aldoxime

: 100-48-1
pyridine-4-carbonitrile

Conditions

Conditions	Yield
With triethylamine In acetonitrile at 20℃; for 3h;	98%
With 1,1,3,3-tetraphenyl-2-oxa-1,3-phoshpinobenzene bis(trifluoromethanesulfonate); triethylamine In dichloromethane at 20℃; for 0.333333h;	95%
With diethyl chlorophosphate In toluene for 4h; Beckmann rearrangement; Heating;	94%

: N-(4-chlorophenyl)-N-cyano-4-nitrobenzenesulfonamide

: 1692-15-5
4-pyridylboronic acid

A: 100-48-1
pyridine-4-carbonitrile

B: 16937-03-4
4-nitro-N-(4-chlorophenyl)benzenesulfonamide

Conditions

Conditions	Yield
With Fe3O4/SiO2/(3-chloropropyl)trimethoxysilane/2,2′-(4,4′-(propane-1,3-diyl)bis(piperazine-4,1-diyl))- diethanamine/Pd In acetonitrile for 8h; Catalytic behavior; Reflux;	A 98% B n/a

...Expand

: 773837-37-9
sodium cyanide

: 15854-87-2
4-iodopyridine

: 100-48-1
pyridine-4-carbonitrile

Conditions

Conditions	Yield
With C18H14CuIN4 In acetonitrile at 20℃; for 24h; Inert atmosphere; Sealed tube; UV-irradiation;	97%

: 872-85-5
pyridine-4-carbaldehyde

: 100-48-1
pyridine-4-carbonitrile

Conditions

Conditions	Yield
With ammonium hydroxide; sodium persulfate; sodium iodide; iron(II) chloride In 1,2-dichloro-ethane at 20 - 50℃; for 16h;	96%
With ammonium acetate; phenyltrimethylammonium tribromide In dichloromethane at 20℃; for 21h;	94%
With acetic acid; hydroxylamine-O-sulfonic acid In water at 50℃; for 6h;	91%

: 4-bromo-N-(4-chlorophenyl)-N-cyanobenzenesulfonamide

: 1692-15-5
4-pyridylboronic acid

A: 100-48-1
pyridine-4-carbonitrile

B: 6295-97-2
4-bromo-benzenesulfonic acid-(4-chloro-anilide)

Conditions

Conditions	Yield
With Fe3O4/SiO2/(3-chloropropyl)trimethoxysilane/2,2′-(4,4′-(propane-1,3-diyl)bis(piperazine-4,1-diyl))- diethanamine/Pd In acetonitrile for 10h; Catalytic behavior; Reflux;	A 96% B n/a

...Expand

: 15854-87-2
4-iodopyridine

: potassium ferrocyanide

: 100-48-1
pyridine-4-carbonitrile

Conditions

Conditions	Yield
With mesoporous silica SBA-15 supported Cu2O nanoparticles In N,N-dimethyl-formamide at 120℃; for 8h; Green chemistry;	95%
With potassium carbonate In N,N-dimethyl-formamide at 120℃; for 12h;	92%
With potassium carbonate In N,N-dimethyl-formamide at 120℃; for 15h; Schlenk technique; Green chemistry;	90%

: 2196-13-6
pyridine-4-carbothioamide

: 100-48-1
pyridine-4-carbonitrile

Conditions

Conditions	Yield
With iodine; triethylamine In dichloromethane at 20℃; for 1h;	94%
With methylene blue; 1,8-diazabicyclo[5.4.0]undec-7-ene In acetonitrile at 25℃; Sealed tube; Irradiation;	93%
With triphenyl bismuth (2+); dichloride; triethylamine In dichloromethane at 20℃; for 0.25h;	85%

Raw Materials

603-35-0

462-08-8

75-05-8

490-11-9

Downstream Products

586-95-8

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Specification

The 4-Cyanopyridine, with the CAS registry number 100-48-1, is also known as Isonicotinic acid nitrile. It belongs to the product category of Pyridines Derivates. Its EINECS registry number is 202-856-2. This chemical's molecular formula is C₆H₄N₂ and molecular weight is 104.11. Its IUPAC name is called pyridine-4-carbonitrile. The product should be sealed and stored in cool and well-ventilated place. What's more, it should be protected from strong oxides. 4-Cyanopyridine is mainly used as the pharmaceutical, pesticide intermediates products.

Physical properties of 4-Cyanopyridine: (1)ACD/LogP: 0.41; (2)ACD/LogD (pH 5.5): 0.4; (3)ACD/LogD (pH 7.4): 0.4; (4)ACD/BCF (pH 5.5): 1.2; (5)ACD/BCF (pH 7.4): 1.2; (6)ACD/KOC (pH 5.5): 39.55; (7)ACD/KOC (pH 7.4): 39.56; (8)#H bond acceptors: 2; (9)Index of Refraction: 1.539; (10)Molar Refractivity: 29.11 cm³; (11)Molar Volume: 92.8 cm³; (12)Surface Tension: 51.4 dyne/cm; (13)Density: 1.12 g/cm³; (14)Flash Point: 82.7 °C; (15)Enthalpy of Vaporization: 43.25 kJ/mol; (16)Boiling Point: 196.3 °C at 760 mmHg; (17)Vapour Pressure: 0.401 mmHg at 25°C.

Preparation of 4-Cyanopyridine: this chemical can be prepared by 4-methyl-pyridine. This reaction is a kind of Oxidation. It will need reagents O₂, ammonia and water. The yield is about 95%.

4-Cyanopyridine can be prepared by 4-methyl-pyridine

Uses of 4-Cyanopyridine: it can be used to produce 6-methyl-2-pyridin-4-yl-pyrimidin-4-ylamine with acetonitrile by heating. This reaction will need reagent LDA and solvent tetrahydrofuran with reaction time of 5 hours. The yield is about 85%.

4-Cyanopyridine can be used to produce 6-methyl-2-pyridin-4-yl-pyrimidin-4-ylamine with acetonitrile by heating

When you are using this chemical, please be cautious about it as the following:
This chemical may cause damage to health. It is harmful by inhalation, in contact with skin and if swallowed. Whenever you will contact it, please wear suitable protective clothing and gloves. Finally, you must avoid contacting it with skin and eyes.

You can still convert the following datas into molecular structure:
(1)Canonical SMILES: C1=CN=CC=C1C#N
(2)InChI: InChI=1S/C6H4N2/c7-5-6-1-3-8-4-2-6/h1-4H
(3)InChIKey: GPHQHTOMRSGBNZ-UHFFFAOYSA-N