Chapter 9

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Total cards: 24•Content version: v4•Public deck•Updated: 8/1/2026

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Front (Question)

dehydrogenation

Back (Answer)

name given to an E2 reaction of an alkyl halide. A strong base removes a hydrogen and halogen to get a pi bond.

Front (Question)

vicinal

Back (Answer)

on the same side of the molecule (1,2) (in the vicinity of each other)

Front (Question)

geminal

Back (Answer)

on the same carbon (1,1) (gemini - twins)

Front (Question)

double dehydrohalogenation

Back (Answer)

two reactions occur to make an alkyne

Front (Question)

when you have a geminial dihalide what do you need to ensure during a double dehydrohalogenation?

Back (Answer)

that there are 2 hydrogens to move

Front (Question)

terminal alkynes can be deprotonated with a strong base usually ________ or ________ to create strong nucleophiles called sodium alkynide

Back (Answer)

NaH or NaNH2

Front (Question)

terminal alkyne

Back (Answer)

a triple bond with a hydrogen on the end, they are uniquely acidic due to the hybridization effect

Front (Question)

is a carbonyl carbon an electrophile?

Back (Answer)

yes! the carbon is positive and the oxygen is negative

Front (Question)

nucleophilic addition

Back (Answer)

a carbonyl carbon reacts to make a substituted alcohol

#10

Front (Question)

hydrogenation of alkynes

Back (Answer)

there are three methods commonly used to saturate double and triple bonds

#11

Front (Question)

hydrogenation of alkynes: full saturation

Back (Answer)

• hydrogenation (H2 / Ni, Pd, or Pd-C) • Wilkonson’s catalyst (H2 / Rh(PPh3)3Cl)

#12

Front (Question)

hydrogenation of alkynes: partial saturation

Back (Answer)

• dissolving metal reduction • lindlar’s catalyst

#13

Front (Question)

in the hydrogenation of alkynes, in partial summation, what type of stereochemistry does a dissolving metal reduction product have?

Back (Answer)

anti addition (trans product)

#14

Front (Question)

in the hydrogenation of alkynes, in partial summation, what type of stereochemistry does a lindlar’s catalyst product have?

Back (Answer)

syn addition (cis products)

#15

Front (Question)

alkyne halogenation: product

Back (Answer)

tetrahalide

#16

Front (Question)

alkyne hydrohalogenation

Back (Answer)

alkynes react with some addition reagents IN EXCESS to produce double addition products

#17

Front (Question)

vinyl carbocations

Back (Answer)

the + is directly on the double bond and cannot easily rearrange

#18

Front (Question)

alkyne hydrohalogenation: product

Back (Answer)

markovnikov gem-dihalide

#19

Front (Question)

vinyl alcohols are uniquely reactive due to a phenomenon called _____________________

Back (Answer)

tautomerization

#20

Front (Question)

another name for the intermediate of a vinyl alcohol

Back (Answer)

enol

#21

Front (Question)

tautomerization

Back (Answer)

they reversibly swap the positions of a hydrogen and a pi bond

#22

Front (Question)

another name for the product of alkyne hydration

Back (Answer)

keto

#23

Front (Question)

alkyne hydroboration: product

Back (Answer)

aldehyde

#24

Front (Question)

alkyne hydroboration: mark or anti-mark OH

Back (Answer)

anti-mark OH