化學工程 93 年有機化學概要考古題

ࠉᖕ෗ګΰhybridizationαऱᄗ࢚ΔՀ٨ٺ֏ٽढխ྽ᒵ଺՗Δ۶ृ᥆sp ෗ګΛ CH3CH2CN CH3CH2CO2H CH3CH2CH2NO2 CH3CH2CH=NOH

Հ٨۶ृ੡໢ᝰΛ ᓇᗷ ࠂᗷ ຽॕᗷ ᆿရᗷ

ڇසு጖٥஡٠ᢜΰ1HNMRαቹխΔ֏ٽढC6H5OCH3 հظഗΰCH3ЁαܮگۯᆜՕપڇΚ 0Д1.5 ppm 1.5Д3.0 ppm 3.0Д4.5 ppm 4.5~6.0 ppm

Հ٨֏ٽढխ۶ृլਢᠧᛩ֏ٽढΛ

ுᎨऱ໢᧯໢ۯਢΚ ுᗷࢨװ௜ுᗷΰD-ribose or 2-deoxy-D-riboseα ⤅ᰋΰpurinesα ு Ꭸΰnucleotidesα ு ΰnucleosidesα

Հ٨Բᄽ૖խΔ۶ृ෻ᓵՂױאขسԿጟ໢࿎֏ऱ૜سढΛ ᔣԲᄽ૖ ၴԲᄽ૖ ኙԲᄽ૖ אՂԿጟԲᄽ૖ઃױ

Հ٨ٺ₏ഗ֏ٽढխΔ۶ृऱआរ່೏Λ CH3CH2CH2CH2NH2 (CH3)2CHCH2NH2 CH3CH2CHNH2 (CH3)3CNH2 CH3

Հ٨۶ृለլᔞ࣍೚੡ፋٽढऱ໢᧯Λ O F2C=CF2 H2C=CHOCCH3 H2C=CHCOCH3 HC=CHOH 9 אՀࢬقٺ֏ٽढpKa ऱႉݧ۶ृإᒔΛ Ԭ᳈ЇԬ≇ЇԬ෮ Ԭ≇ЇԬ෮ЇԬ᳈ Ԭ෮ЇԬ᳈ЇԬ≇ Ԭ᳈ЇԬ෮ЇԬ≇ 10 Հ٨߷ԫଡ֏ٽढڇ࿫؆٠ΰUVα٠ᢜՂऱܮگ᙮෷່೏Λ 11 ױࠌՀ٨֘ᚨၞ۩ऱᇢᕪ੡Κ HBr NaOCH2CH3 LiAlH4 KI 12 Հ٨۶ृᙑᎄΛ ጙၺᠦ՗ΰcarbocationsα᡹ࡳ৫Κ ظഗ    o o o 1 2 3 ۞طഗΰfree radicalsα᡹ࡳ৫Κ ظഗ    o o o 1 2 3 ጙອᠦ՗ΰcarbanionsα᡹ࡳ৫Κ ظഗ    o o o 1 2 3 ົ֏≇ΰRXαၞ۩ SN1 հ֘ᚨຒ෷Κ ظഗ    o o o 1 2 3 13 Հ٨۶ृᎨࢤ່ൎΛ CH3CH2C(Cl2)CO2H CH3C(Cl2)CH2CO2H ClCH2CH2CH2CO2H CH3CH2CH(Cl)CO2H 14 Հ٨۶ृ੡ጙᎨ⢪ᣊΛ O O O O CH3OCNH2 CH3OCOCH2CH3 H2NCNH2 ClCCl H H Br Br N N H CH3 CH3 H3C CH3 H N O N H CH3 H3C ȇፅ௎౺Ήज़Ȉ NH2 ·ΓΖӺϝୄΊঠ੔ᅶԬ္فϿሔᛍΊঠԬ္္ᚉ ЭဝDZ51961 ! า! ! ը DZћา ᜡ! ! ࣴDZϦᏙηส ! ࣴ! ! ҕ DZԍᐉϦᏙ཮व 15 ڜॺהࡎΰamphetamineαٲ୭ߪ᧯೜ൈ۟ሰΔࠡ࿨ዌ੡Հ٨۶ृΛ 16 Հ٨֏ٽढ۶ृڇદ؆٠ᢜխࠠڶ 1690 ֗ 2500Д3500cm Ё1 հܮگΛ C6H5OH CH3CH=CHCO2H CH3CH2CH2CO2H CH3CH=CHCHO 17 Հ٨߷ԫิᇢᕪ່ᔞٽݙګՀ٨֘ᚨΛ MnO2 KMnO4 CrO3, H2SO4 PCC 18 Հ٨ิٽ۶ृ੡ٽګظԬㅘ່ړऱֱऄΛ CH3OH + C2H5OH + H2SO4 CH3O ЁNa+ + C2H5Br CH3O ЁNa+ + C2H5OH CH3OH + C2H5OHΔףᑷ 19 Հ٨֏ٽढխ۶ृױၞ۩Ꭼᢴ֘ᚨΰTollen’s testΔڍ଩ᇢᕪαΛ O O CH3CH2CH2CH2CHO CH3CH2CH2CCH3 CH3CH2ЁCЁCH2CH3 = O 20 Հ٨ढᔆխࠠڶ㋝₏᝶࿨ृ੡Κ Ԭ㋝૖₏ ፋׇ෮ ᚘ܌Ժ ᥳੇᚊ 21 ሒ܌ᚊਢԫጟΚ ףګፋٽढ રፁᣊ ፋ⢪ᣊ ፋ㋝₏ᣊ 22 Հ٨֏ٽढխΔ۶ृਢՀق֏ᖂ֘ᚨऱ׌ขढΛ 23 Հ٨֏ٽढΔ۶ृਢ঳ἩΰimidazoleαΛ 24 Հ٨֏ٽढխΔ۶ृਢՀق֏ᖂ֘ᚨऱ׌ขढΛ 25 ऱጙு጖٥஡٠ᢜΰ13C NMRαխΔڶ༓යլٵጙுᢜᒵΛ 10 ය 6 ය 5 ය 4 ය N H N N H N NH2 O N CONH2 CH2CHNH2CH3 Br2 FeBr3 O C OH SO3H Λ O C OH SO3H Br O C OH SO3H Br O C OH SO3H Br O C OH SO3H Br N N N N CH3CH2CH2 Cl2, hv Λ ClCH2CH2CH2 CH3CH2CH Cl CH3CHCH2 Cl CH3CH2CH2 Cl һΖज़ (౺Ζज़) CH3 H N O OH OH OH O