5-(Hydroxymethyl)-3-pyridinecarbonitrile
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5-(Hydroxymethyl)-3-pyridinecarbonitrile
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CAS No:
135124-71-9
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Formula:
C7H6N2O
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Chemical Name:
5-(Hydroxymethyl)-3-pyridinecarbonitrile
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Synonyms:
3-Pyridinecarbonitrile,5-(hydroxymethyl)-;5-(Hydroxymethyl)-3-pyridinecarbonitrile;(5-Cyanopyridin-3-yl)methanol;5-Hydroxymethylnicotinonitrile;5-(Hydroxymethyl)pyridine-3-carbonitrile
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CAS No:
Characteristics
56.9
-0.3
1.25±0.1 g/cm3(Predicted)
315.0±27.0 °C(Predicted)
144.3ºC
1.575
0.00019mmHg at 25°C
5-(Hydroxymethyl)-3-pyridinecarbonitrile Use and Manufacturing
19.2To a stirred solution of (5-bromopyridin-3-yl)methanol (3.1 g, 16.57 mmol) in DMF (50 mL) at room temperature were added Zn(CN)Preparation 67; 5-Hydroxymethyl-nicotinonitrile; Add lithium aluminum hydride (l. OM in THF ; 1. 5mL, 1. 5mmol, 0. 5equiv) over a period of 3min to a solution of 5-cyano-nicotinic acid methyl ester (479mg, 2. 95mmol, lequiv) in anhydr THF (15mL) and cool to-78°C. After lh while still at-78°C, quench the reaction with H20 (60, uL), 5M aq NaOH (60pL), and more H20 (180μL). Filter the reaction mixture through paper. Rotary evaporate the filtrate (40°C) to give 369mg of material as a yellow solid. Transfer this material to a column of silica gel (130mm x 25mmdia. ) and elute (2percent MeOH/CH2Cl2) to yield 180mg of a mixture of ester, hemiacetal, and aldehyde as a yellow solid and 45mg (11percent) of 5-hydroxymethyl- nicotinonitrile as a yellow solid. MS (m/e) : 163.07 (M+1).c)
Computed Properties
Molecular Weight:134.14
XLogP3:-0.3
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:1
Exact Mass:134.048012819
Monoisotopic Mass:134.048012819
Topological Polar Surface Area:56.9
Heavy Atom Count:10
Complexity:149
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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