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Using the reagent list, determine the sequence of reagents needed to complete the synt HO3S. Br Step 1 :Step 2

Using the reagent list, determine the sequence of reagents needed to complete the synt HO3S. Br Step 1 :Step 2

Organic Chemistry: A Guided Inquiry
Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Andrei Straumanis
Chapter24: Carboxylic Acids & Derivatives
Section: Chapter Questions
Problem 8CTQ
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Using the reagent list, determine the sequence of reagents needed to complete the synthesis below. HO;S. Br Step 1 ; Step 2 A Moving to another question will save this response.
Transcribed Image Text:Using the reagent list, determine the sequence of reagents needed to complete the synthesis below. HO;S. Br Step 1 ; Step 2 A Moving to another question will save this response.
Alkyl Halides (X = CI, Br or I): Assume AICI, is present if needed CHX A B D Alcohols CHOH AA BB DD EE FF G Ketones, Aldehydes and Epoxides: Assume "then H,O" is included if a protonation step is needed A A J K L M N P R Acid Chlorides: Assume AICI, is present if needed Grignard and Wittig Reagents: Assume "then H,0" is included if a protonation step is needed MeMgBr EIMgBr PhMgBr PHCH,MgBr PhyP=CH, PhyP=CHCH, PhyP=CHCO,E Ph,PCH,Ph G1 G2 G3 G4 W1 w2 W3 W4 Other Reagents: 1H,O' (dilute H,sO) 11 PCC in CH,C 12 Na,CryOr, H,SO, H0 13 BH, THF or 9-BBN, then HO. NaOH 21 Brz. FeBr, 22 Mg. Et,0 23 Cl,. AICI, 24 SOCI, pyridine 25 HNO,, HSO. 26 fuming H,SO, 27 Fe, HCI; then NaOH 2 conc. H,SO., heat 3 NaOEt 4 -BUOK 14 Hg(OAc). H0, then NaBH, 15 O, then Zn, HCI or DMS 16 МСРВА or CH,со,н 17 Brz. light or NBS, heat 5 H. Pt 6 H. Lindlar's catalyst 7 Na, NH, 8 LAH or xs LAH, then H0 9 NaBH, CH,он 10 NaBH,CN, pH 5 18 HBr 28 Zn(Hg), HCI 29 KCN, or KCN + HCN 19 HBr, ROOR 20 PBr, 30 Co, then HO 31 (H*), Ho OH (H,0)
Transcribed Image Text:Alkyl Halides (X = CI, Br or I): Assume AICI, is present if needed CHX A B D Alcohols CHOH AA BB DD EE FF G Ketones, Aldehydes and Epoxides: Assume "then H,O" is included if a protonation step is needed A A J K L M N P R Acid Chlorides: Assume AICI, is present if needed Grignard and Wittig Reagents: Assume "then H,0" is included if a protonation step is needed MeMgBr EIMgBr PhMgBr PHCH,MgBr PhyP=CH, PhyP=CHCH, PhyP=CHCO,E Ph,PCH,Ph G1 G2 G3 G4 W1 w2 W3 W4 Other Reagents: 1H,O' (dilute H,sO) 11 PCC in CH,C 12 Na,CryOr, H,SO, H0 13 BH, THF or 9-BBN, then HO. NaOH 21 Brz. FeBr, 22 Mg. Et,0 23 Cl,. AICI, 24 SOCI, pyridine 25 HNO,, HSO. 26 fuming H,SO, 27 Fe, HCI; then NaOH 2 conc. H,SO., heat 3 NaOEt 4 -BUOK 14 Hg(OAc). H0, then NaBH, 15 O, then Zn, HCI or DMS 16 МСРВА or CH,со,н 17 Brz. light or NBS, heat 5 H. Pt 6 H. Lindlar's catalyst 7 Na, NH, 8 LAH or xs LAH, then H0 9 NaBH, CH,он 10 NaBH,CN, pH 5 18 HBr 28 Zn(Hg), HCI 29 KCN, or KCN + HCN 19 HBr, ROOR 20 PBr, 30 Co, then HO 31 (H*), Ho OH (H,0)
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