| Identification | More | [Name]
2-Chloro-3-hydroxypyridine | [CAS]
6636-78-8 | [Synonyms]
2-CHLORO-3-HYDROXYPYRIDINE
2-CHLORO-3-PYRIDINOL
2-CHLOROPYRIDIN-3-OL
2-CHLORO-PYRIDINE-3-OL
2-chloro-3-pyridino
3-Pyridinol, 2-chloro-
2-chloro-3-hdyroxypyridine
2-CHLORO-3-HYDROXYL PYRIDINE
3-Pyridinol,2-chloro-(6CI,8CI,9CI)
2-CHLORO-3-HYDROXYPYRIDINE 2-CHLORO-PYRIDIN-3-OL
2-CHLORO-3-HYDROXYPYRIDINE (2-CHLORO-3-PYRIDINOL)
2-Chloro-3-pyridinol 2-Chloro-3-hydroxypyridine
3-Hydroxy-2-chloropyridine | [EINECS(EC#)]
229-635-3 | [Molecular Formula]
C5H4ClNO | [MDL Number]
MFCD00006235 | [Molecular Weight]
129.54 | [MOL File]
6636-78-8.mol |
| Chemical Properties | Back Directory | [Appearance]
light beige powder | [Melting point ]
170-172 °C (lit.) | [Boiling point ]
316.2±22.0 °C(Predicted) | [density ]
1.2309 (rough estimate) | [refractive index ]
1.4510 (estimate) | [storage temp. ]
Inert atmosphere,2-8°C | [form ]
Powder | [pka]
4.32±0.10(Predicted) | [color ]
Light beige | [BRN ]
2216 | [InChI]
InChI=1S/C5H4ClNO/c6-5-4(8)2-1-3-7-5/h1-3,8H | [InChIKey]
RSOPTYAZDFSMTN-UHFFFAOYSA-N | [SMILES]
C1(Cl)=NC=CC=C1O | [CAS DataBase Reference]
6636-78-8(CAS DataBase Reference) | [NIST Chemistry Reference]
2-Chloro-3-pyridinol(6636-78-8) |
| Safety Data | Back Directory | [Symbol(GHS) ]
GHS07 | [Signal word ]
Warning | [Hazard statements ]
H315-H319-H335 | [Precautionary statements ]
P261-P264-P271-P280-P302+P352-P305+P351+P338 | [Hazard Codes ]
Xi,Xn | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin .
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S37/39:Wear suitable gloves and eye/face protection .
S24/25:Avoid contact with skin and eyes .
S36:Wear suitable protective clothing . | [WGK Germany ]
3
| [RTECS ]
UU7707000
| [Hazard Note ]
Irritant | [HazardClass ]
IRRITANT | [HS Code ]
29333990 |
| Hazard Information | Back Directory | [Chemical Properties]
light beige powder | [Uses]
2-Chloro-3-hydroxypyridine has been used in the preparation of 3-hydroxypyridine-2( 1 H)-selone. It has also been used in the synthesis of all four possible benzo[4,5]furopyridine tricyclic heterocycles: benzo[4,5]furo[2,3-b]pyridine, benzo[4,5]furo[2,3-c]pyridine, benzo[4,5]furo[3,2-c]pyridine, and benzo[4,5]furo[3,2-b]pyridine. the synthesis involves α and γ-activation of chloropyridines, as well as palladium-mediated reactions. | [Synthesis]
GENERAL METHOD: To a solution of 2-chloro-3-pyridyl trifluoromethanesulfonate (0.3 mmol) in anhydrous toluene (5 mL) was added Cs2CO3 (3 equiv). The reaction suspension was heated at 80 °C (oil bath temperature) with stirring for 15 hours. Upon completion of the reaction, the crude reaction mixture was quenched with ethyl acetate (~5 mL) and saturated aqueous ammonium chloride solution (~10 mL). The aqueous layer was separated and extracted with ethyl acetate (2 x 10 mL). The organic layers were combined, dried with anhydrous MgSO4 and concentrated under reduced pressure to give the crude product 2-chloro-3-hydroxypyridine. Finally, the product was purified by fast column chromatography on silica gel. | [References]
[1] Tetrahedron Letters, 2013, vol. 54, # 51, p. 7078 - 7079 |
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