3-Cyanopyridine

3-Cyanopyridine Basic information
Product Name:3-Cyanopyridine
Synonyms:NICOTINE ACID NITRILE;SPECS AC-907/25014098;TIMTEC-BB SBB007554;IFLAB-BB F2108-0102;3-Cyjanopirydyna;AKOS BBS-00004487;3-CYANOPYRIDINE;3-PYRIDINECARBONITRILE FOR SYNTHESIS
CAS:100-54-9
MF:C6H4N2
MW:104.11
EINECS:202-863-0
Product Categories:Pharmaceutical intermediates;Pyridines derivates;Heterocyclic Compounds;bc0001
Mol File:100-54-9.mol
3-Cyanopyridine Structure
3-Cyanopyridine Chemical Properties
Melting point 48-52 °C(lit.)
Boiling point 201 °C(lit.)
density 1.159
refractive index 1.5242 (estimate)
Fp 184 °F
storage temp. Inert atmosphere,Room Temperature
solubility 140g/l
form Crystalline Mass, Crystals or Chunks
pkapK1:1.45(+1) (25°C)
color Colorless or white to yellow
Water Solubility 140 g/L (20 ºC)
BRN 107711
Exposure limitsNIOSH: IDLH 25 mg/m3
Stability:Incompatible with strong oxidizing agents, strong reducing agents, strong acids, strong bases.
InChIKeyGZPHSAQLYPIAIN-UHFFFAOYSA-N
CAS DataBase Reference100-54-9(CAS DataBase Reference)
NIST Chemistry Reference3-Pyridinecarbonitrile(100-54-9)
EPA Substance Registry System3-Pyridinecarbonitrile (100-54-9)
Safety Information
Hazard Codes Xn
Risk Statements 22-36/37/38
Safety Statements 22-24/25-36/37/39-26
WGK Germany 3
RTECS QT3030000
TSCA Yes
HS Code 29333999
Hazardous Substances Data100-54-9(Hazardous Substances Data)
MSDS Information
ProviderLanguage
3-CyanopyridineEnglish
SigmaAldrichEnglish
ACROSEnglish
ALFAEnglish
3-Cyanopyridine Usage And Synthesis
Chemical PropertiesThe 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.
Chemical Propertieswhite to beige solid
Uses3-Cyanopyridine is used in the preparation of arylthiazolines and arylimidazolines via dibromodimethylhydantoin-catalyzed condensation of aryl nitriles with ethylene diamine or aminoethanethiol.
DefinitionChEBI: A nitrile that is pyridine substituted by a cyano group at position 3.
Synthesis Reference(s)Tetrahedron Letters, 29, p. 2155, 1988 DOI: 10.1016/S0040-4039(00)86697-6
Potential ExposureLimits in Air NIOSH IDLH525 mg/m3 NIOSH REL: (nitriles) 2 ppm, Ceiling Concentration, not to be exceeded in any 15-minute work period.
ShippingUN3276 Nitriles, liquid, toxic, n.o.s., Hazard Class: 6.1; Labels: 6.1-Poisonous materials, Technical Name Required, Potential Inhalation Hazard (Special Provision 5).
Purification MethodsIt is recrystallised to constant melting point from o-xylene/hexane. [Beilstein 22/2 V 115.]
IncompatibilitiesOxidizing 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 .
3-Cyanopyridine Preparation Products And Raw materials
Raw materials4-Chlorobenzaldehyde–>Nicotinamide–>N-PHENYL-1-NAPHTHYLAMINE HYDROBROMIDE
Preparation ProductsNicotinic acid–>Nicotinamide–>3-(AMINOMETHYL)PYRIDINE–>2-(3-PYRIDYL)-1,3-THIAZOLE-4-CARBOXYLIC ACID–>2-chloro-5-cyanopyridine–>3-Pyridinecarboxaldehyde–>2-(2-PYRIDINYL)-4-(TRIFLUOROMETHYL)-5-PYRIMIDINECARBOXYLIC ACID–>3-AMINOMETHYL-PYRIDINE-2-CARBOXYLIC ACID–>3-AMIDINOPYRIDINIUM CHLORIDE–>ETHYL 4-(TRIFLUOROMETHYL)-2-(PYRIDIN-2-YL)PYRIMIDINE-5-CARBOXYLATE–>3-(TERT-BUTOXYCARBONYLAMINO-METHYL)-PYRIDINE-2-CARBOXYLIC ACID–>3,3′-DIPICOLYLAMINE–>3-PYRIDINECARBOXAMIDINE–>3-CYANOPYRIDIN-4-YLBORONIC ACID–>3-[(N-(TERT-BUTYLOXYCARBONYL)AMINO)METHYL]PYRIDINE–>3-(Aminomethyl)pyridine–>3-PYRIDYLAMIDOXIME–>Methyl 2-(3-cyanopyridin-4-yl)acetate–>3-Pyridinemethanol–>Benzyltriphenylphosphonium chloride

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