5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)picolinonitrile
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5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)picolinonitrile
structure -
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CAS No:
741709-63-7
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Formula:
C12H15BN2O2
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Chemical Name:
5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)picolinonitrile
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Synonyms:
2-Pyridinecarbonitrile,5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-;5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-2-pyridinecarbonitrile;2-Cyano-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine;(2-Cyanopyridin-5-yl)boronic acid pinacol ester;5-(4,4,5,5-Tetramethyl-[1,3,2]dioxaborolan-2-yl)pyridine-2-carbonitrile;6-Cyano-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine;2-(2-Cyanopyridin-5-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane;5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)picolinonitrile;2-Cyanopyridine-5-boronic acid pinacol ester
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CAS No:
5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)picolinonitrile Basic Attributes
230.07
230.07
DTXSID00585943
2934999090
Characteristics
55.1
1.25248
1.1±0.1 g/cm3
105-106℃
370.7°C at 760 mmHg
178.0±23.7 °C
1.507
Slightly soluble in water.
Safety Information
37/38-41
26-39
Xi
|Danger|H302 (75%): Harmful if swallowed [Warning Acute toxicity, oral]|P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P312, P304+P340, P305+P351+P338, P310, P312, P321, P322, P330, P332+P313, P337+P313, P362, P363, P403+P233, P405, and P501|Aggregated GHS information provided by 4 companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)picolinonitrile Use and Manufacturing
5-(4, 4, 5, 5-Tetramethyl-[1, 3, 2]dioxaborolan-2-yl)-pyridine-2-carbonitrile [0450] To a solution of5-bromopicolinonitrile (1.00 g, 5.46mmol) in DMF (10 mL) was added 4, 4, 4', 4', 5, 5, 5', 5'-octamethyl-2, 2'-bi(l, 3, 2-dioxaborolane) (2.77 g, 10.9 mmol), Pd(OAc)2 (61.0mg, 0.273 mmol), PPh3 (285 mg, 1.09 mmol)and KOAc (1.61 g, 16.4 mol) under a nitrogen atmosphere.The resulting mixture was stirred at 80° C. overnight. Thereaction mixture was cooled tort and the solids were removedby filtration. The filtrate was concentrated under reducedpressure to obtain a residue, which was purified by flashcolunm chromatography on silica gel with EtOAc/petroleumether (1 :50 v/v) to obtain compound 1f as a white solid (300mg, 24percent yield). Mass Spectrum (LCMS, ESI pos.): Calcd.for C12H15BN20 2 : 231.1 (M+H). found: 231.1.
suzuki reaction
Computed Properties
Molecular Weight:230.07
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:1
Exact Mass:230.1226579
Monoisotopic Mass:230.1226579
Topological Polar Surface Area:55.1
Heavy Atom Count:17
Complexity:332
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)picolinonitrile
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