Question
A reagent containing this metal is transmetalated to a halogen by a palladium catalyst during Stille (“STILL-lee”) cross-coupling. For 10 points each:
[10e] Name this metal found in organostannane (“OR-gan-noe-STAY-nane”) compounds. This metal is alloyed with copper to produce bronze.
ANSWER: tin [or Sn]
[10h] Two organotins cleave a carbonothioyl (“KAR-boh-noe-THY-oil”) in the second step of a deoxygenation reaction named for this chemist and McCombie. He names a reaction in which a delta-nitroso alcohol is formed from the photolysis of a nitrite ester.
ANSWER: Derek Barton [or Sir Derek Harold Richard Barton; accept Barton-McCombie deoxygenation; accept Barton reaction or Barton nitrite ester reaction]
[10m] In another Barton-named reaction, this functional group is converted into a Barton ester before being removed by AIBN (“A-I-B-N”) and tributylstannane. Acyl chlorides are formed by reacting this functional group with hydrogen chloride.
ANSWER: carboxyl group [accept carboxylic acids; accept carboxylates; accept COOH; accept Barton decarboxylation]
<Kane Nguyen, Chemistry>
Summary
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