| | Identification | Back Directory |  | [Name] 
 Cyclohexanecarbonitrile, 4-hydroxy-
 |  | [CAS] 
 24056-34-6
 |  | [Synonyms] 
 4-hydroxycyclohexanecarbonitrile
 4-hydroxycyclohexane-1-carbonitrile
 Cyclohexanecarbonitrile, 4-hydroxy-
 |  | [Molecular Formula] 
 C7H11NO
 |  | [MDL Number] 
 MFCD13688990
 |  | [MOL File] 
 24056-34-6.mol
 |  | [Molecular Weight] 
 125.17
 | 
 | Chemical Properties | Back Directory |  | [Boiling point ] 
 153-154 °C(Press: 12 Torr)
 |  | [density ] 
 1.05±0.1 g/cm3(Predicted)
 |  | [storage temp. ] 
 Sealed in dry,Room Temperature
 |  | [pka] 
 14.69±0.40(Predicted)
 |  | [Appearance] 
 Colorless to light yellow Oil
 | 
 | Hazard Information | Back Directory |  | [Synthesis] 
 
 The general procedure for the synthesis of 4-hydroxycyclohexanecarbonitrile from 4-oxocyclohexanecarbonitrile was as follows: 4-oxocyclohexanecarbonitrile (10 g, 81.20 mmol, 1.00 eq.) and methanol (100 mL) were added to a 250 mL four-necked round-bottomed flask under inert nitrogen protection. Subsequently, sodium borohydride (1.52 g, 40.18 mmol, 0.50 eq.) was slowly added in an ice-water bath at 0 °C. The reaction mixture was stirred at room temperature for 1 hour. Upon completion of the reaction, the reaction was quenched by the addition of 20 mL of aqueous ammonium chloride. The reaction mixture was extracted with ethyl acetate (2 x 100 mL), the organic layers were combined and dried with anhydrous sodium sulfate. Finally, the organic layer was concentrated under reduced pressure to afford 4-hydroxycyclohexanecarbonitrile (10.02 g, 99% yield) as a colorless oil. |  | [References] 
 [1] Patent: US2017/166584,  2017,  A1. Location in patent: Paragraph 0887-0889
 [2] Annales de Chimie (Cachan, France),  1955,  vol. <12> 10,  p. 497,531
 [3] Bulletin de la Societe Chimique de France,  1954,  p. 610,612
 [4] Patent: WO2009/156100,  2009,  A1. Location in patent: Page/Page column 156
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