- 2-Chloropyridine
- 2-Chloropyridine-3-boronic acid pinacol ester
- 2-Chloropyridine-3-carboxaldehyde
- 2-Chloropyridine-3-sulfonyl chloride
- 2-Chloropyridine-4-boronic acid pinacol ester
- 2-Chloropyridine-4-carbonyl chloride
- 2-Chloropyridine-4-carboxylic acid tert-butyl ester
- 2-Chloropyridine-5-acetic acid
- 2-Chloropyridine-5-boronic acid
- 2-Chloropyridine-5-boronic acid pinacol ester
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Cas Database |
| Name |
2-Chloropyridine |
EINECS | 203-646-3 |
| CAS No. | 109-09-1 | Density | 1.2 g/cm3 |
| PSA | 12.89000 | LogP | 1.73500 |
| Solubility | 27 g/L (20 °C) in water | Melting Point |
-46 °C |
| Formula | C5H4ClN | Boiling Point | 170 °C at 760 mmHg |
| Molecular Weight | 113.546 | Flash Point | 65 °C |
| Transport Information | UN 2822 6.1/PG 2 | Appearance | clear colourless to light yellow liquid |
| Safety | 26-36/37/39-45-28A-27 | Risk Codes | 23/24/25-36/37/38 |
| Molecular Structure |
|
Hazard Symbols |
 T
|
| Synonyms |
AI3-19231;Pyridine, 2-chloro-;2-Chloropyridine [UN2822] [Poison];alpha-Chloropyridine;NSC 4649;CCRIS 1724;o-Chloropyridine;UN2822; |
Article Data | 114 |
2-Chloropyridine Synthetic route
| Conditions | Yield |
|---|---|
| With P,P-dichlorophenylphosphine oxide; phosphorus pentachloride at 160℃; for 5h; | 96.5% |
| With pyridine; trichlorophosphate at 180℃; under 150.015 - 900.09 Torr; for 2h; Neat (no solvent); | 90% |
| With dmap; thionyl chloride; bis(trichloromethyl) carbonate for 4h; Reflux; Green chemistry; | 89% |
| With N-chloro-succinimide; triphenylphosphine In 1,4-dioxane for 4h; Chlorination; substitution; Heating; | 43% |
| With trichloroacetonitrile; triphenylphosphine In toluene for 4h; Reflux; | 100 %Chromat. |
- 20295-64-1
2-chloropyridine N-oxide hydrochloride
- 109-09-1
2-chloropyridine
| Conditions | Yield |
|---|---|
| With titanium In tetrahydrofuran for 0.25h; Ambient temperature; | 96% |
| Conditions | Yield |
|---|---|
| With hydrogenchloride; dinitrogen trioxide; tetrabutyl-ammonium chloride In dichloromethane for 2h; Ambient temperature; | 95% |
| With tert-Butyl thionitrate; copper dichloride In acetonitrile at 25℃; for 0.025h; Product distribution; Mechanism; other copper(II) halide, other reagent; | 64 % Chromat. |
| With hydrogenchloride; sodium nitrite | |
| With tert-Butyl thionitrate; copper dichloride In acetonitrile at 25℃; for 0.025h; | 64 % Chromat. |
| Conditions | Yield |
|---|---|
| With cerium(III) chloride heptahydrate; zinc In methanol at 20℃; for 0.5h; | 95% |
| With hydrogen; triethyl phosphite In isopropyl alcohol at 100℃; under 4500.45 Torr; for 18h; Glovebox; chemoselective reaction; | 90% |
| With polymethylhydrosiloxane; palladium on activated charcoal In ethanol at 20℃; | 87% |
| Conditions | Yield |
|---|---|
| With trans-bis(glycinato)copper(II) monohydrate; tetramethlyammonium chloride In ethanol at 100℃; for 12h; Finkelstein Reaction; Schlenk technique; Inert atmosphere; | 92% |
| With copper(I) oxide; tetramethlyammonium chloride; L-proline In ethanol at 110℃; for 20h; Inert atmosphere; | 93 %Chromat. |
| Conditions | Yield |
|---|---|
| With oxalyl dichloride; triethylamine In dichloromethane at 5℃; for 1h; Temperature; | 91.2% |
| With triethylamine; trichlorophosphate In dichloromethane at 40℃; for 1h; | 90% |
| With diisopropylamine; trichloromethyl chloroformate In dichloromethane at -40 - 20℃; |
- 109-09-1
2-chloropyridine
| Conditions | Yield |
|---|---|
| With chlorine In pyridine at 0 - 5℃; for 1h; | 90% |
| Conditions | Yield |
|---|---|
| With Fluoroacetic acid In dichloromethane at 25 - 60℃; under 675.068 Torr; for 5.5h; Temperature; Pressure; | 82.1% |
| With chlorine at 220℃; Product distribution / selectivity; UV-irradiation; | 29.7% |
| With sulfuryl dichloride at 350℃; Leiten durch Glasrohr; | |
| With hydrogenchloride; sodium hypochlorite In water at 20 - 60℃; for 2h; Temperature; Reagent/catalyst; |
| Conditions | Yield |
|---|---|
| With chlorine In chloroform; water; acetic acid at 15 - 17℃; for 0.5h; | 82% |
- 93845-11-5
C19H14N2O2
A
- 109-09-1
2-chloropyridine
B
- 119-61-9
benzophenone
C
- 67-72-1
hexachloroethane
D
- 983-79-9
benzophenone azine
| Conditions | Yield |
|---|---|
| With tetrachloromethane Ambient temperature; Irradiation; Yields of byproduct given; | A 80% B n/a C n/a D n/a |
2-Chloropyridine Chemical Properties
Molecular structure of 2-Chloropyridine (CAS NO.109-09-1) is:
Product Name: 2-Chloropyridine
CAS Registry Number: 109-09-1
IUPAC Name: 2-Chloropyridine
Molecular Weight: 113.54496 [g/mol]
Molecular Formula: C5H4ClN
XLogP3: 1.2
H-Bond Donor: 0
H-Bond Acceptor: 1
EINECS: 203-646-3
Melting Point: -46 °C
Water Solubility: 27 g/L (20 °C)
Surface Tension: 39.5 dyne/cm
Density: 1.2 g/cm3
Flash Point: 65 °C
Enthalpy of Vaporization: 38.97 kJ/mol
Boiling Point: 170 °C at 760 mmHg
Vapour Pressure: 1.99 mmHg at 25°C
Product Categories: Pyridines, Pyrimidines, Purines and Pteredines; Pyridines derivates; Chloropyridines; Halopyridines; C5Heterocyclic Building Blocks; Halogenated Heterocycles; Heterocyclic Building Blocks; Pyridines
2-Chloropyridine Uses
2-Chloropyridine (CAS NO.109-09-1) can be primarily used to make fungicides and insecticides in industry. It also serves to make antihistamines and antiarrythymics for pharmaceutical purposes.
2-Chloropyridine Toxicity Data With Reference
| Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
|---|---|---|---|---|---|
| bird - wild | LD50 | oral | 1gm/kg (1000mg/kg) | Archives of Environmental Contamination and Toxicology. Vol. 12, Pg. 355, 1983. | |
| mouse | LD50 | intraperitoneal | 130mg/kg (130mg/kg) | BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) BEHAVIORAL: ANTIPSYCHOTIC LIVER: FATTY LIVER DEGERATION | Toxicology and Applied Pharmacology. Vol. 11, Pg. 361, 1967. |
| mouse | LD50 | oral | 110mg/kg (110mg/kg) | BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) BEHAVIORAL: ANTIPSYCHOTIC LIVER: OTHER CHANGES | Toxicology and Applied Pharmacology. Vol. 11, Pg. 361, 1967. |
| rabbit | LD50 | intraperitoneal | 48mg/kg (48mg/kg) | BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) LIVER: FATTY LIVER DEGERATION BEHAVIORAL: ANTIPSYCHOTIC | Toxicology and Applied Pharmacology. Vol. 11, Pg. 361, 1967. |
| rabbit | LD50 | skin | 64mg/kg (64mg/kg) | LIVER: OTHER CHANGES | Toxicology and Applied Pharmacology. Vol. 11, Pg. 361, 1967. |
| rat | LCLo | inhalation | 100ppm/4H (100ppm) | BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) BEHAVIORAL: ANTIPSYCHOTIC LIVER: OTHER CHANGES | Toxicology and Applied Pharmacology. Vol. 11, Pg. 361, 1967. |
2-Chloropyridine Consensus Reports
Reported in EPA TSCA Inventory.
2-Chloropyridine Safety Profile
Safty information about 2-Chloropyridine (CAS NO.109-09-1) is:
Poison by ingestion, inhalation, skin contact, and intraperitoneal routes. Combustible when exposed to heat or flame. Can react with oxidizing materials. When heated to decomposition it emits very toxic fumes of Cl−, NOx, and phosgene.
Hazard Codes: 
T
Risk Statements: 23/24/25-36/37/38
R23/24/25:Toxic by inhalation, in contact with skin and if swallowed.
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26-36/37/39-45-28A-27
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection.
S45:In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
S28:After contact with skin, wash immediately with plenty of soap-suds.
S27:Take off immediately all contaminated clothing.
RIDADR: UN 2822 6.1/PG 2
WGK Germany: 3
RTECS: US5950000
Hazard Note: Toxic
HazardClass: 6.1
PackingGroup: II
HS Code: 29333999
2-Chloropyridine Specification
2-Chloropyridine , its cas register number is 109-09-1. It also can be called AI3-19231 ; CCRIS 1724 ; NSC 4649 ; alpha-Chloropyridine ; o-Chloropyridine ; Pyridine, 2-chloro- ; 2-Chloropyridine [UN2822] [Poison] ; UN2822 . It is a clear colourless to light yellow liquid. It slightly soluble in water and denser than water. And it reacts with nucleophiles to generate pyridine derivatives substituted at the second and fourth carbons on the heterocycle.
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