4-Cyanopyridine

4-Cyanopyridine

Product Introduction

4-Cyanopyridine Basic information
Product Name: 4-Cyanopyridine
Synonyms: ISONICOTINIC ACID NITRILE;ISONICOTINONITRILE;AKOS BBS-00004486;4-PYRIDINECARBONITRILE;4-CYANOPYRIDINE;4-Pyridinecarbonitrile 98%;Topiroxostat impurity B(Isoniazid Impurity 5);4-cyanopyridine (4-CP)
CAS: 100-48-1
MF: C6H4N2
MW: 104.11
EINECS: 202-856-2
Product Categories: Heterocycle-Pyridine series;cyanide;Pyridines derivates;bc0001
Mol File: 100-48-1.mol
4-Cyanopyridine Structure
 
4-Cyanopyridine Chemical Properties
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)
Fp 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 Information
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
 
MSDS Information
Provider Language
4-Cyanopyridine English
SigmaAldrich English
ACROS English
ALFA English
 
4-Cyanopyridine Usage And Synthesis
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%.
4-Cyanopyridine synthesis
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 .
 
4-Cyanopyridine Preparation Products And Raw materials
Raw materials 4-Pyridinealdoxime-->Isonicotinamide
Preparation Products 4-Pyridinemethaneamine-->2-tert-Butylpyridine-4-carboxylic acid ,97%-->2-TERT-BUTYLPYRIDINE-4-CARBONITRILE-->4-[(TERT-BUTOXYCARBONYLAMINO)METHYL]-2-CYANOPYRIDINE-->4-AMINOMETHYL-PYRIDINE-2-CARBOXYLIC ACID-->4-(BOC-AMINOMETHYL)PYRIDINE-2-CARBOXYLIC ACID-->2-Picolylamine-->3-Chloro-4-cyanopyridine-->4-PYRIDINECARBOXAMIDINE-->4-CYANOPYRIDIN-3-YLBORONIC ACID-->4-AMIDINOPYRIDINIUM CHLORIDE-->4-(4-CHLOROBENZOYL)PYRIDINE-->PYRIDINE-2,4-DICARBONITRILE-->4-TERT-BUTYLPYRIDINE-->4-(BOC-AMINOMETHYL)PYRIDINE-->N'-HYDROXYPYRIDINE-4-CARBOXIMIDAMIDE-->4-Pyridylcarbinol-->Ethyl isonicotinate-->2,3,5,6-TETRAFLUORO-4-PYRIDINE-CARBONITRILE

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