Alcohols and ether
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| naming alcohol | C attached to OH should have lowest number, suffix "ol"
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| bp and mp are ______ than norm hydrocarbons | Higher
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| strong acid _____ ka but ______pkas | high, small
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| _______ substitutes increase acidity on phenol | electron withdrawing
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| Water + alkene | H add to least sub C and OH to more sub C
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| CH3MgBr + aldehyde | =O turns to OH and CH3 added to the C which had the carbonyl
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| oxidize prim alcol is ______ | aldehyde
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| oxidize sec alco is | ketone
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| LAH ( LiAlH) + carboxylic acid R-C=O \OH | removes the carbonyl to form alcohol
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| NaBH4 + aldehydes | adds H to C=O to form C-OH
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| alcohol + H2SO4 + heat | minor(= less sub C) and major alkene ( = more sub C)--> E1
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| when can alcohol undergo substitution | 1.Protonated
2.converted to Tosylate
3.Form ester
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| Bulky alchol + HBr | SN1- substitutes OH with Br
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| Alcohol + SOCl2 | forms alkyl chloride
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| primary alcohol + PCC | c-OH to C=O
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| sec alcohol + Na2Cr2O7 | C-OH to C=O
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| primary alcohol + CrO3 | C-OH to C=O
\OH
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| phenols + Na2Cr2O7 | OH to =O and the double bonds rearranged in the ring
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| gen formula for ether | ROR
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| naming ethers | prefix- smaller chain, suffix- larger chain "alkoxy " "alkane"
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| Williamso ether synthesis | metal alkoxides + primary alkyl halides/ tosylates
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| alkoxides attack only _____ halides | non hindered
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| ____ + mcpba = oxirane | alkene
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| Ether + O2 | ROOR (peroxides)
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| non hindered ether + Hbr | alkyly halide + alcohol (Sn2)
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| bulky ether + Hbr | alkyl halide, (Sn1)
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| epoxide + HBr | most subst C gets Br/ halide
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| epoxide + Base (Br-) | least subst C gets halide
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| grignard (chrMgBr) reacts with alcohols only in | acidid conditions
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| HBr + _______ alcohols form low yield substitution but high yield alkene | secondary and tertiary alcohols
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| KMno4 will not react with ___ alcohol | tertiary
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Created by:
smuttz
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