Chapter 18 Reagents Quiz Flashcards
Reaction of formaldehyde with a Grignard Reagent forms what type of alcohol?
Primary Alcohol
Reaction of Aldehyde(except formaldehyde) with a grignard reagent forms what type of alcohol?
Secondary Alcohol
Reaction of Ketone with a grignard reagent forms what type of alcohol?
Tertiary Alcohol
Reaction of CO2 with Grignard reagent forms what type of compound?
Carboxylic Acid
Reaction of an Ester with excess grignard reagent forms what?
It forms a tertiary alcohol with 2 same substituents.
Reaction of an acyl chloride with a grignard reagent forms what?
It forms a tertiary alcohol with 2 same substituents.
What does the carbonyl compounds with acetylide ions form?
It forms a tertiary alochol plus the acetylide ion attached as a substituent on the tetrahedral carbon.
Reaction of an aldehyde with NaBH4 forms what type of alcohol?
Primary Alcohol
Reaction of a ketone with NaBH4 forms what type of alcohol?
Secondary Alcohol
Reaction of an acyl chloride with NaBH4 forms what type of alcohol?
Primary alcohol
Reaction of an ester with LiAlH4 forms what?
It forms 2 primary alcohol
Reaction of an ester with DIBAL-H will form what?
DIBAL-H on Ester will form an ALDEHYDE.
Reaction of carboxylic acid with LiAlH4 forms what?
It forms a primary alcohol
Reaction of an amide with LiAlH4 forms what?
It forms an amine. The double bond O gets cleaved off but the amine stays.
Reaction of an aldehyde or ketone with -CN forms what?
Cyanohydrin. A tetrahedral compound with alcohol and CN attached.
Reaction of an aldehyde and ketones with a primary amine forms what?
It will form an imine. Double oxygen is replaced with Double bond to Nitrogen.
Reaction of an aldehyde and ketones with wolf kishner reduction converts a carbonyl group to what?
It converts to a methyline group. The double bond O is cleaved off and just becomes a carbon attached to the two substituents.
Reaction of aldehyde and ketones with secondary amine forms what?
It forms an enamine. The double bond Oxygen is replaced with single bond nitrogen and the substituent connected to it.
Reaction of an aldehyde and ketone with H20 forms what?
It forms hydrate. A tetrahedral with 2 alcohol substituents.
reaction of an aldehyde and ketone with excess alcohol forms what?
It forms Acetal or Ketal. A tetrahedral with double bond O is replaced with 2x substituent attached to 2x alcohol on the alpha carbon.
Aldehydes and ketones can be protected by what?
By converting it to acetals.
The OH group of an alcohol can be protected by what?
By converting it to a TMS ether. R-OH + (CH3)3SiCl => R-OSi(CH3)3
The OH group of a carboxylic acid can be protected by what?
By converting to an ester. RCOOH + Excess CH3OH Hcl RCOOR
The amino group can be protected by what?
By being converted to an amide. ex. 2 R’NH2 + RCOCl => RCO-NHR’
Reaction of an aldehyde or ketone w thiol forms what?
It forms thioacetal or thioketal. A tetrahedral with Double bond O replaced by 2 Sulfur with substituents.
Desulfurization of thioacetal or a thioketal will end with what?
It will end with an alkane. R-CH2-R’
Reaction of an ald or ketone w phosphonium YLIDE forms what?
It forms an alkene. The double bond O is replaced with what ever the substituent attached to P. Ex. RCOOR’ + XXXP=CR2 => RCRCRR
Reaction of an alpha,beta unsaturated aldehyde /ketone with nucleophile will do what?
It will create 2 products. First product will be that it creates a tetrahedral on double bond O replaced by oxygen and nuc attached to that primary carbon. Second product will be the ald/ketone attached to the other substituent with the double bond and making it a single bond.
Reaction of an alpha, beta carboxylic acid with nuc will do what?
For a Cl substituent, Cl will be a leaving group and replaced by Nuc. For an amide substituent, Nuc will be attached to the other double bond not on the alpha carbon.
