19.54 Draw the product formed when phenylacetonitrile (C6H5CH2CN) is treated with each reagent. a. H3O+ b. H₂O, TOH c. [1] CH3MgBr; [2] H₂O d. [1] CH3CH₂Li; [2] H₂O e. [1] DIBAL-H; [2] H₂O f. [1] [1] LiAlH4; [2] H₂O
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![19.54 Draw the product formed when phenylacetonitrile (C6H5CH2CN) is
treated with each reagent.
a. H3O+
b. H₂O, TOH
c. [1] CH3MgBr; [2] H₂O
d. [1] CH3CH₂Li; [2] H₂O
e. [1] DIBAL-H; [2] H₂O
f. [1] [1] LiAlH4; [2] H₂O](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2F39f6380b-55e3-47ff-8091-2f92e2b304db%2Fb1c0a4a6-a4da-4261-b94f-600f52232d9e%2Fo8pub4vh_processed.jpeg&w=3840&q=75)
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- Draw the product formed when phenylacetonitrile (C6H5CH2CN) is treated with each reagent. a. H3O+ b. H2O, −OH c. [1] CH3MgBr; [2] H2O d. [1] CH3CH2Li; [2] H2O e. [1] DIBAL-H; [2] H2O f. [1] LiAlH4; [2] H2ODraw the product formed when each starting material is treated with LDA in THF solution at −78 °C.Draw the products formed when D-altrose is treated with each reagent. a. (CH3)2CHOH, HCl b. NaBH4, CH3OH c. Br2, H2O d. HNO3, H2O e. [1] NH2OH; [2] (CH3CO)2O, NaOCOCH3; [3] NaOCH3 f. [1] NaCN, HCl; [2] H2, Pd-BaSO4; [3] H3O+ g. CH3I, Ag2O h. C6H5CH2NH2, mild H+
- Draw the organic product(s) formed when CH3CH₂CH₂OH is treated with each reagent. a. H₂SO4 d. HBr g. TsCl, pyridine b. NaH h. [1] NaH; [2] CH₂CH₂Br e. SOCI₂, pyridine f. PBr3 c. HCI + ZnCl₂ Hint: NaH deprotonates the alcohol forming an alkoxideWhat product is formed when each compound is treated with either Ag2O, NH4OH or Na2Cr2O7, H2SO4, H2O?Draw the products formed when (CH3)2C=CH2 is treated with each reagent. a.HBr b. H2O, H2SO4 c. CH3CH2OH, H2SO4 d. Cl2 e.Br2, H2O f.NBS (aqueous DMSO) g.[1] BH3; [2] H2O2, HO−
- Draw the products formed when hex-1-yne is treated with each reagent. a. HCl (2 equiv) b. HBr (2 equiv) c. Cl2 (2 equiv) d.H2O + H2SO4 + HgSO4 e. [1] R2BH; [2] H2O2, HO− f. NaH g. [1] −NH2; [2] CH3CH2BrDraw the product formed when phenylacetic acid (C6H5CH2COOH) is treated with each reagent. With some reagents, no reaction occurs. a. NaHCO3 b. NaOH c. SOCl2 d. NaCl e. NH3(1equiv) f. NH3, ∆ g. CH3OH, H2SO4 h. CH3OH, −OH i. [1] NaOH; [2] CH3COCl j. CH3NH2, DCC k. [1] SOCl2; [2] CH3CH2CH2NH2 (excess) l. [1] SOCl2; [2] (CH3)2; [2] (CHDraw the products formed when A or B is treated with each reagent. In some cases, no reaction occurs.a. NaBH4, CH3OHb. [1] LiAlH4; [2] H2Oc. [1] CH3MgBr (excess); [2] H2Od. [1] C6H5Li (excess); [2] H2Oe. Na2Cr2O7, H2SO4, H2O