Question

Student XXX-XX unknown liquid compound bumed with a sooty flame. The unknown gave an orange precipit with 2,4-dinitrophenylhydrazine, and nega positive iodoform test. The infrared spectrum of the compound revealed a strong absorption near 1700 cm. The mass spectrum of the compound is shown below. What is the name and structure of this unknown compound, and what is the nature of the strong absorption near 1700 em? tive Schiff's and Tollens tests. The uaknown also gave a 100 50 120 43 7 63 90 100 110 120 An uaknown liquid compound gave a positive Jones test and a positive iodoform test. The unkn did not react with 2,4-dinitrophenylhydrazine, but when reacted with the Lucas reagent, a cloud appearance was noted within five minutes. The infrared spectrum revealed a strong and broad absorption near 3333 cm". The mass spectrum of the compound is shown below. What is the na and structure of the unknown, and what is the significance of the strong and broad absorption 3333 cm" 2. 45 100 50 43 27 39 44 46 59 57 : 61 10 15 20 25 30 35 40 45 5055 60 65

Answer 1

"Positive 2, 4 DNP test positive Io do form test} implies Keto group present IR 1700 cm^- 1 carbonyl stretch positive Jones test implies alcohol positive Io do form test implies Lucas test (ppt after 5 min) implies 2 degree alcohol IR: - 3333 cm^- 1 indicates ""OH"" stretch"