Name
|
|
EINECS
|
202-863-0
|
CAS No.
|
100-54-9
|
Density
|
1.159 g/cm3
|
PSA
|
36.68000
|
LogP
|
0.95328
|
Solubility
|
140 g/L (20 °C) in water
|
Melting Point
|
48-52 °C(lit.)
|
Formula
|
C6H4N2
|
Boiling Point
|
202.985 °C at 760 mmHg
|
Molecular Weight
|
104.111
|
Flash Point
|
84.444 °C
|
Transport Information
|
N/A
|
Appearance
|
white to beige solid
|
Safety
|
22-24/25-36/37/39-26
|
Risk Codes
|
22-36/37/38
|
Molecular Structure
|
|
Hazard Symbols
|
Xn
|
Synonyms
|
Nicotinonitrile(8CI);3-Azabenzonitrile;3-Pyridinenitrile;3-Pyridylcyanide;3-Pyridylcarbonitrile;NSC 17558;Nicotinic acid nitrile;b-Cyanopyridine;3-Pyridinecarbonitrile;
|
Article Data |
362
|
3-Cyanopyridine Synthetic route
ConditionsConditions | Yield |
---|
With N-methyl-N-trimethylsilyl-2,2,2-trifluoroacetamide; copper(l) chloride In toluene at 100℃; for 24h; | 99% |
With 3 A molecular sieve at 150 - 500℃; under 0.001 Torr; for 0.666667h; Pyrolysis; | 98% |
With oxalyl dichloride; triethylamine; Triphenylphosphine oxide In acetonitrile at 20℃; for 0.166667h; | 96% |
ConditionsConditions | Yield |
---|
With ammonium sulfate; sodium carbonate; sulfur In dimethyl sulfoxide at 120℃; for 10h; Sealed tube; | 99% |
With ammonia; oxygen In ethanol; water for 1.5h; Reflux; | 94% |
With hydroxylamine hydrochloride; pyrographite; methanesulfonyl chloride at 100℃; for 1h; | 92% |
ConditionsConditions | Yield |
---|
Stage #1: 3-hydroxymethylpyridin With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; tert-butylhypochlorite In dichloromethane at 20℃; for 1h; Inert atmosphere; Stage #2: With ammonia; iodine In dichloromethane; water at 20℃; for 2h; Inert atmosphere; | 99% |
With ammonia; oxygen In tert-Amyl alcohol; water at 100℃; under 3750.38 Torr; for 4h; Autoclave; High pressure; | 99% |
With potassium phosphate; ammonium formate In acetonitrile at 115℃; for 16h; Sealed tube; Green chemistry; | 91% |
ConditionsConditions | Yield |
---|
With C18H14CuIN4 In acetonitrile at 20℃; for 24h; Inert atmosphere; Sealed tube; UV-irradiation; | 99% |
ConditionsConditions | Yield |
---|
With manganese; ammonia; oxygen; pyrographite at 335℃; Temperature; | 98.7% |
With ammonia In water at 200 - 300℃; Concentration; | 97% |
With aluminum oxide; ammonia; oxygen at 300℃; Concentration; Temperature; | 93.1% |
potassium hexacyanoferrate(II) trihydrate
ConditionsConditions | Yield |
---|
With Palladium Nanoparticles with two shape-persistent covalent cages CC1' In N,N-dimethyl-formamide at 140℃; for 15h; Reagent/catalyst; Inert atmosphere; | 98% |
ConditionsConditions | Yield |
---|
With tellurium tetrachloride; triethylamine In chloroform for 3h; Ambient temperature; | 96% |
With methylene blue; 1,8-diazabicyclo[5.4.0]undec-7-ene In acetonitrile at 25℃; Sealed tube; Irradiation; | 95% |
With bis(tri-n-butyltin)oxide In benzene for 0.5h; Heating; | 92% |
ConditionsConditions | Yield |
---|
With thionyl chloride; polyvinylpyrrolidone In dichloromethane at 20℃; for 0.25h; Dehydration; | 95% |
With 1,4-diaza-bicyclo[2.2.2]octane; trichlorophosphate In dichloromethane at 20℃; for 0.0833333h; | 94% |
With aluminium trichloride; sodium iodide In acetonitrile for 2.5h; Heating; | 92% |
ConditionsConditions | Yield |
---|
With tributyltin chloride; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; tris(dibenzylideneacetone)dipalladium (0) In acetonitrile at 22℃; for 3h; | 95% |
potassium ferrocyanide
ConditionsConditions | Yield |
---|
With sodium carbonate; palladium diacetate In 1-methyl-pyrrolidin-2-one; Hexadecane at 160℃; for 16h; | 95% |
With sodium carbonate; cyclopalladated ferrocenylimine tricyclohexylphosphine In 1-methyl-pyrrolidin-2-one at 140℃; for 18h; | 82% |
With sodium carbonate In N,N-dimethyl-formamide at 120℃; for 16h; | 57% |
With tetra(adamantyl)biphosphine; palladium diacetate; sodium carbonate In 1-methyl-pyrrolidin-2-one at 140℃; for 16h; Inert atmosphere; | 66 %Chromat. |
3-Cyanopyridine Chemical Properties
Nicotinonitrile(100-54-9) exists as white to off-white crystalline powder, insoluble in water, soluble in ethanol, benzene and other organic solvents.
Molecular Structure:
Molecular Formula: C
6H
4N
2.
Molecular Weight: 104.11.
Density: 1.159.
Melting Point: 49 - 50 ℃.
Boiling Point: 202 ℃.
Flash Point: 85 ℃.
Solubility: 140 g/L (20℃).
3-Cyanopyridine Uses
Nicotinonitrile(100-54-9) is used as the intermediates of rodenticides in organic synthesis. Besides, Nicotinonitrile(100-54-9) is the intermediates of medicines, dyes, fodders, resins and so on.
3-Cyanopyridine Toxicity Data With Reference
1. | | orl-rat LD50:1185 mg/kg | | MEPAAX Medycyna Pracy. Industrial Medicine. 30 (1979),109. |
2. | | ipr-mus LD25:810 mg/kg | | JPMSAE Journal of Pharmaceutical Sciences. 64 (1975),528. |
3. | | skn-rbt LDLo:4000 mg/kg | | MEPAAX Medycyna Pracy. Industrial Medicine. 30 (1979),109. |
3-Cyanopyridine Consensus Reports
Reported in EPA TSCA Inventory.
3-Cyanopyridine Safety Profile
Moderately toxic by ingestion, intraperitoneal, and skin contact routes. When heated to decomposition it emits toxic vapors of NO
x.
Hazard Codes:
Xn
Risk Statements: 22-36/37/38
22: Harmful if swallowed
36/37/38: Irritating to eyes, respiratory system and skin
Safety Statements: 22-24/25-36/37/39-26
22: Do not breathe dust
24/25: Avoid contact with skin and eyes
36/37/39: Wear suitable protective clothing, gloves and eye/face protection
26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
WGK Germany: 3
RTECS: QT3030000
HS Code: 29333999