2-Chloro-3-fluoropyridin-4-ol
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2-Chloro-3-fluoropyridin-4-ol
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CAS No:
1184172-46-0
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Formula:
C5H3ClFNO
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Chemical Name:
2-Chloro-3-fluoropyridin-4-ol
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Synonyms:
2-Chloro-3-fluoro-4-hydroxypyridine;2-Chloro-3-fluoropyridin-4-ol;2-Chloro-3-fluoro-4-pyridinol
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CAS No:
Characteristics
29.1
1.3
1.517±0.06 g/cm3 (20 ºC 760 Torr)
351.2±37.0 °C(Predicted)
H2O: Slightly soluble (6 g/L) (25 ºC)
Safety Information
P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P340, P305+P351+P338, P312, P321, P330, P332+P313, P337+P313, P362, P403+P233, P405, P501
H302
|Warning|H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]|P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P340, P305+P351+P338, P312, P321, P330, P332+P313, P337+P313, P362, P403+P233, P405, and P501|Aggregated GHS information provided by 20 companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
2-Chloro-3-fluoropyridin-4-ol Use and Manufacturing
A solution of 2-chloro-3-fluoropyridine (2 mmol) in anhydrous THF (10ml) was cooled to -782-Chloro-3-fluoro-4-hydroxypyridine (10): A solution of 2-chloro-3-fluoropyridine (2 mmol) in anhydrous THF (10 ml) wascooled to 78 8C. To this solution was added a solution of lithiumdiisopropylamide (LDA; 2.2 mmol) in hexane slowly at sametemperature. After 2 h at 78 8C, to the mixture was addedtrimethoxyborane (0.48 ml) and stirred for 2 h, followed by anaddition of peracetic acid (0.72 ml; 32percent in dilute acetic acid). Themixture was allowed to warm to 0 8C under stirring for 1 h. Afterthe mixture was cooled to 20 8C, sodium dithionite (0.8 g in 2 mlwater) was added dropwise. The mixture was extracted with ethylacetate and the extract was dried and concentrated. The residuewas purified by chromatography, eluting with 1:19 MeOH:DCM togive the expected product as a white solid [19] (80percent). 1H NMR (d6-DMSO): d 11.86 (brs, 1H, OH), 7.89 (d, J = 5.3 Hz, 1H, C6–H), 6.95 (t, J = 5.8 Hz, 1H, C5–H). 19F NMR (d6-DMSO): d 141.29 (s). ESI-MS:148 (M+1)+.
Computed Properties
Molecular Weight:147.53
XLogP3:1.3
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:3
Exact Mass:146.9887196
Monoisotopic Mass:146.9887196
Topological Polar Surface Area:29.1
Heavy Atom Count:9
Complexity:209
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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