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Orgoland map, RX (Alkyl halides), 1* Alkyl halides, 2* Alkyl halides, R…
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RX (Alkyl halides)
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B- (E2)
Alkenes (C=C)
mCPBA
Epoxides
1) Basic conditions, strong nucleophile (Sn2), 2)H+ (acid) added to protonate
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1) Acid opens ring, 2) Nucleophile attacks
Sn1 (carbocation forms), but inversion happens like in Sn2
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HI, HBr, HCl, HF (adds H and X) (Sn1 so X attaches to carbocation) (Markov.)
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Cl2, Br2 (adds 2 atoms) + inert solvent (CCl4)
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1) BH3 (H+), THF, 2)H2O2 (-OH), NaOH (anti-Markov.)
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1) Mg/diethyl ether, 2) C=O (carbonyl) or RX, 3) H3O+ (for C=O)
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1) RMgX, 2) H2O or acidic H
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1* Alkyl halides
-OH/DMF
1* alcohols
Na2Cr2O7, H2SO4, H2O = H2CrO4
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1) TsCl or MsCl/pyridine, 2)X-/DMSO (Sn2)
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1) KOH, 2)Phthalimide, 3) KOH/H2O
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2* Alkyl halides
1) CH3COO-/DMF (Sn2), 2) -OH/H2O (attaches to prev. nucleophile)
2* alcohols
Na2Cr2O7, K2Cr2O7, or CrO3/H2SO4/H2O = H2CrO4
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1) TsCl or MsCl/pyridine, 2)X-/DMSO (Sn2)
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R-OH (solvent and nucleophile, Sn1)
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3* Alkyl halides
H2O (Sn1)
3* alcohols
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1) TsCl or MsCl/pyridine, 2)X-/DMSO (Sn1)
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