Science Quiz / Synthesis and Reactions of Alcohols - True of False

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Are the following statements regarding alcohol reactions and synthesis true or false?

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A primary alcohol may be oxidized to a carboxylic acid using PCC in dichloromethane.
Reaction of a tertiary alcohol with phosphorus tribromide yields a tertiary alkyl halide.
Reaction of ethylene oxide with a Grignard reagent followed by a dilute acid work-up yields a primary alcohol two carbons longer than the original Grignard reagent.
SOCl2 (thionyl chloride) is used to convert a primary or secondary alcohol to the corresponding alkyl chloride.
HBr is commonly used to convert a primary alcohol to the corresponding alkyl halide.
A tertiary alcohol may not be oxidized using sodium dichromate.
A syn diol may be synthesized from an alkene and osmium tetraoxide.
A secondary alcohol may be synthesized by reduction of a ketone with potassium permanganate (KMnO4).
An unsymmetrically substituted ether may be formed by reaction of the more substituted alcohol with sodium hydride followed by an SN2 reaction of a less substituted alkyl halide.
Dehydration of an alcohol with phosphoric acid and heat yields an alkene.
A carboxylic acid can be reduced to a primary alcohol using sodium borohydride (NaBH4).

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