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