4-Cyanopyridine Property

Melting point:

76-79 °C(lit.)

Boiling point:

196 °C

Density 

1.1145 (rough estimate)

vapor pressure 

41.9Pa at 25℃

refractive index 

1.5242 (estimate)

Flash point:

88 °C

storage temp. 

Sealed in dry,Room Temperature

solubility 

40g/l

pka

pK1:1.90(+1) (25°C)

form 

Crystals or Powder

color 

White to off-white

Water Solubility 

3.2 g/100ml (16.4 ºC)

BRN 

107712

Exposure limits

NIOSH: IDLH 25 mg/m3

Stability:

Stable. Incompatible with strong bases, strong oxidizing agents, strong acids.

InChIKey

GPHQHTOMRSGBNZ-UHFFFAOYSA-N

LogP

0.46 at 25℃

CAS DataBase Reference

100-48-1(CAS DataBase Reference)

NIST Chemistry Reference

4-Pyridinecarbonitrile(100-48-1)

EPA Substance Registry System

4-Pyridinecarbonitrile (100-48-1)

Safety

Hazard Codes 

Xn

Risk Statements 

20/21/22

Safety Statements 

36/37-24/25

RIDADR 

3276

WGK Germany 

3

TSCA 

Yes

PackingGroup 

III

HS Code 

29333999

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

4-Cyanopyridine Chemical Properties,Usage,Production

Chemical Properties

beige solid

Chemical Properties

The cyanopyridines are as follows: 2-cyano-: A white to tan liquid or solid. Almond odor. Boiling point=2213℃ ; freezing/melting point=27℃ ; flash point=89℃ . 3-cyano-: a colorless liquid or gray crystal- line solid.

Uses

4-Cyanopyridine is used as an intermediate in organic synthesis and pharmaceutical substances like isonicotinylhydrazide, which is used in the treatment of tuberculosis. It is used as a precursor for the preparation of isonicotinic acid and 4-diemthylaminopyridine (DMAP). It is involved in the synthesis of 6-methyl-2-pyridin-4-yl-pyrimidin-4-ylamine by reacting with acetonitrile.

Synthesis

4-Cyanopyridine is synthesised by the reaction of 4-methylpyridine with ammonia and air in the presence of a catalyst. The specific synthesis steps are as follows:
4-Methylpyridine and ammonia vaporisation preheating to 180-330°C, then into the mixing tank and air mixing uniformly, into the fixed-bed reactor by the top of the fixed-bed reactor after the distribution of the catalyst-filled reactor, the control of the reaction temperature in the range of 330-450 ° C, the reaction head pressure is controlled in the range of 0.020-0.070 KPa, the reaction temperature is controlled by molten salts, the reaction gas after the end of the reaction After the reaction, the reaction gas was condensed to sub-zero fractionation to obtain the crude product of 4-cyanopyridine, and the crude product was distilled to obtain the finished product of 4-cyanopyridine. The conversion rate of 4-methylpyridine was above 99%, and the yield of 4-cyanopyridine was above 98%.

Potential Exposure

Limits in Air NIOSH IDLH525 mg/m3 NIOSH REL: (nitriles) 2 ppm, Ceiling Concentration, not to be exceeded in any 15-minute work period.

Shipping

UN3276 Nitriles, liquid, toxic, n.o.s., Hazard Class: 6.1; Labels: 6.1-Poisonous materials, Technical Name Required, Potential Inhalation Hazard (Special Provision 5).

Incompatibilities

Oxidizing agents, such as perchlorates, peroxides, and permanganates. Nitriles may polymerize in the presence of metals and some metal compounds. They are incompatible with acids; mixing nitriles with strong oxidizing acids can lead to extremely violent reactions. Nitriles are generally incompatible with other oxidizing agents such as peroxides and epoxides. The combination of bases and nitriles can produce hydrogen cyanide. Nitriles are hydrolyzed in both aqueous acid and base to give car- boxylic acids (or salts of carboxylic acids). These reactions generate heat. Peroxides convert nitriles to amides. Nitriles can react vigorously with reducing agents. Acetonitrile and propionitrile are soluble in water, but nitriles higher than propionitrile have low aqueous solubility. They are also insoluble in aqueous acids .