Question

Organic Chemistry I Worksheet Due 10/28/19 Predict the alkene product or products formed by sodium methoxide [NaOCHs] promoted dehydrohalogenation (- HX) of the following compounds. In each case, predict which product will be the major product. 1. 2-bromobutane A. 3-chloropentane В. Predict the product or products formed by potassium tert-butoxide [KOC(CH3)s] promoted dehydrohalogenation of the following compounds. In each case, predict which product will be the major product 2. 2-bromo-3-methylpentane A. 3-chloro-3-methylpentane В.
i am done with mine but i do need an answer key to check my work. can you help? thank you

Answer 1

Answer 1A Minor product (less substtituted Hofman product) but-1-ene Br OMe Small base like NaOMe affords SaytZeff product as major one NaOMe E2 elemination reaction Two beta H atoms afford Н two product. OMe 2-bromobutane Major product (more substtituted SaytZeff product) (E)-but-2-ene Answer 1B One beta H atoms afford only one product OMe Н NaOMe (E)-pent-2-ene E2 elemination reaction 3-chloropentane Two beta H atoms afford two products Major product (less substtituted Answer 2A H L OtBu Hofman product) 3-methylpent-1-ene Br КОBu E2 elemination reaction 2-bromo-3-methylpentane Minor OtBu product (more substtituted SaytZeff product) In presence of bulky base KOtBu Hofman product is the major product (E)-3-methylpent-2-ene Two beta H atoms afford two products Answer 2B Major product (less substtituted Н OtBu Hofman 3-methylenepentane product) КОBu E2 elemination reaction Minor product (more substtituted SaytZeff product) 3-chloro-3-methylpentane OtBu In presence of bulky base KOtBu Hofman product is the major product 3-methylpent-2-ene