เอกสารประกอบการเรียน วิชา เคมี
เคมีอินทรีย์
วิชาเคมี ว33225 ภาคเรียนที่ 1 ปีการศึกษา 2565
ครูผู้สอน นางสาวศยามล เมฆวงค์
กลุ่มสาระการเรียนรู้วิทยาศาสตร์และเทคโนโลยี
โรงเรียนจอมทอง สำนักงานเขตพื้นที่การศึกษามัธยมศึกษาเชียงใหม่
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ความรู้พ้ืนฐานเกี่ยวกับสารประกอบอินทรีย์
à¤ÁÕÍÔ¹·ÃÕÂì (Organic Chemistry)
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ËÅÑ¡ ¤ÓÇèÒ ÍÔ¹·ÃÕÂì (Organic) ËÁÒ¶֧ ÃèÒ§¡ÒÂËÃ×ÍÊÔè§ÁÕªÕÇÔµ·Õèà¡ÕèÂÇ¢éͧ¡ÑºÊÔè§ÁÕªÕÇÔµ »Ñ¨¨ØºÑ¹¹Ñ¡
à¤ÁÕä´éÊѧà¤ÃÒÐËìÊÒÃÍÔ¹·ÃÕÂì¨Ó¹Ç¹ÁÒ¡ áÅÐÂѧ¡èÍãËéà¡Ô´ÍصÊÒË¡ÃÃÁ·Ò§´éÒ¹à¤ÁÕ·Õè¨Óà»ç¹µèÍ¡ÒÃ
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ÊÒûÃСͺ·ÕèÁոҵؤÒÃìºÍ¹à»ç¹Í§¤ì»ÃСͺ ÊèǹãË辺ã¹ÊÔè§ÁÕªÕÇÔµ«Öè§ÁըӹǹÁÒ¡ÁÒÂ
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1. ÊÒ÷Õèà»ç¹ÍÑÃÙ»¢Í§¸ÒµØ¤ÒÃìºÍ¹ àªè¹ ྪà á¡Ã俵ì áÅпÙÅàÅÍÃÕ¹
2. Í͡䫴¢ì ͧ¤ÒÃìºÍ¹ àª¹è ¤ÒÃìºÍ¹Á͹͡䫴ì (CO) áÅФÒúì ͹ä´Í͡䫴ì (CO2)
3. ¡Ã´¤ÒÃìºÍ¹Ô¡ (H2CO3)
4. à¡ÅÍ× ¤ÒÃìºÍ๵áÅÐäÎâ´Ãਹ¤Òúì Í๵ હè â«à´ÕÂÁ¤ÒÃìºÍ๵ (Na2CO3) áÅÐâ«à´ÂÕ ÁäÎâ´Ãਹ¤ÒÃìºÍ๵ (NaHCO3)
5. à¡Å×ÍÍÍ¡«Òàŵ àªè¹ â«à´ÕÂÁÍÍ¡«Òàŵ (Na2C2O4)
6. à¡Å×Íä«ÂÒä¹´ì àªè¹ â¾á·Êà«ÕÂÁä«ÂÒä¹´ì (KCN)
7. à¡Å×Íä«ÂÒ๵ àªè¹ áÍÁâÁà¹ÕÂÁä«ÂÒ๵ (NH4OCN)
8. à¡Å×Íä·âÍä«ÂÒ๵ àªè¹ â¾á·Êà«ÕÂÁä·âÍä«ÂÒ๵ (KSCN)
9. à¡Å×ͤÒÃì亴ì àªè¹ á¤Åà«ÕÂÁ¤ÒÃì亴ì (CaC2)
10. ÊÒûÃСͺÍè×¹ æ ¢Í§¤ÒÃìºÍ¹ àªè¹ ¤ÒÃìºÍ¹ä´«ÑÅä¿´ì (CS2) ¤ÒÃìºÍ¹àµµÃФÅÍäôì (CCl4)
ÊÒûÃСͺ͹Թ·ÃÕÂì (inorganic compound)
ÊÒûÃСͺ͹Թ·ÃÕÂì ËÁÒ¶֧ ÊÒûÃСͺÍ×è¹ æ ·ÕèäÁèãªèÊÒûÃСͺÍÔ¹·ÃÕÂì
«Öè§ÊÒûÃСͺ͹Թ·ÃÕÂì»ÃСͺ´éǸҵصèÒ§ æ ¨Ó¹Ç¹ÁÒ¡ àªè¹ â«à´ÕÂÁ¤ÅÍäôì (NaCl) á¤Åà«ÕÂÁ
¤Òúì Í๵ (CaCO3) â¾á·Êà«ÂÕ Áà»ÍÃáì Á§¡Ò๵ (KMnO4) ¤Í»à»ÍÃì (II) «ÅÑ à¿µ (CuSO4)
à»ÃÕºà·ÕºÊÁºÑµÔºÒ§»ÃСÒâͧÊÒûÃСͺÍÔ¹·ÃÕÂì¡ÑºÊÒûÃСͺ͹Թ·ÃÕÂìä´é
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ÊÒûÃСͺÍÔ¹·ÃÕÂì ÊÒûÃСͺ͹Թ·ÃÕÂì
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1. »ÃСͺ´éǸҵؤÒÃìºÍ¹à»ç¹¸ÒµØËÅÑ¡ áÅÐÁÕ¸ÒµØÍè×¹ æ
àªè¹ H , O , N , S , Cl áÅÐ Br 2. ÁÕ·éѧÊÒûÃСͺäÍÍ͹ԡáÅÐÊÒÃâ¤àÇàŹµì
2. ÊèǹãËèà»ç¹ÊÒÃâ¤àÇàŹµì
àÍ¡ÊÒûÃСͺ¡ÒÃàÃÂÕ ¹ÇÔªÒ à¤ÁÕ ªé¹Ñ ÁѸÂÁÈ¡Ö ÉÒ»·Õ Õè 6 l ¤Ã¼Ù éÙÊ͹ ¹Ò§ÊÒÇÈÂÒÁÅ àÁ¦Ç§¤ì
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3. ¨Ø´ËÅÍÁàËÅÇáÅШشà´×Í´µèÓ Â¡àÇé¹ ÊÒûÃСͺÍÔ¹·ÃÕÂì 3. ËÒ¡à»ç¹ÊÒûÃСͺäÍÍ͹ԡËÃ×ÍÊÒÃâ¤àÇàŹµìâ¤Ã§¼ÅÖ¡
·èÕà»ç¹¾ÍÅÔàÁÍÃìºÒ§ª¹Ô´ ÃèÒ§µÒ¢èÒ¨ÐÁըشËÅÍÁàËÅÇÊÙ§ áµèËÒ¡à»ç¹ÊÒÃâ¤àÇàŹµì¨ÐÁÕ
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4. àÁ×è͵Դ俨Ðä´éá¡êʤÒÃìºÍ¹ä´Í͡䫴ìËÃ×Íà¢ÁèÒÊմӢͧ¸ÒµØ 4. àÁ×è͵Դä¿ËÃ×Íà¡Ô´»¯Ô¡ÔÃÔÂҡѺá¡êÊÍÍ¡«Ôਹ¨Ðä´é¼ÅÔµÀѳ±ì
¤ÒÃìºÍ¹ ª¹Ô´Íè×¹·ÕèäÁèãªèà¢ÁèҢͧ¸ÒµØ¤ÒÃìºÍ¹
5. ÁÕ·Ñé§ÅÐÅÒÂã¹¹Óéä´éáÅÐäÁèÅÐÅÒÂã¹¹Óé 5. ÁÕ·éѧÅÐÅÒÂã¹¹Óéä´éáÅÐäÁèÅÐÅÒÂã¹¹Óé
6. à¡Ô´»ÃÒ¡¯¡ÒóìäÍâ«àÁÍÃÔ«ÖÁ (isomerism) ¤×Í ÊÒà 6. äÁèà¡Ô´»ÃÒ¡¯¡ÒóìäÍâ«àÁÍÃÔ«ÖÁ
ÁÕÊÙµÃâÁàÅ¡ØÅàËÁ×͹¡Ñ¹áµèÁÕÊÁºÑµÔᵡµèÒ§¡Ñ¹·ÓãËé
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ÊèǹÍ×è¹ æ ¤×Í ÊÒûÃСͺ͹Թ·ÃÕÂì ÍÂèÒ§äáç´Õ¹éÓ«Öè§à»ç¹Í§¤ì»ÃСͺËÅÑ¡¢Í§ÊÔè§ÁÕªÕÇÔµ¡ÅѺà»ç¹ÊÒûÃСͺ͹Թ·ÃÕÂìáÅÐÊÒÃÍ×è¹ æ
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à·èÒ¹Ñé¹ áµèÂѧÊÒÁÒöÊѧà¤ÃÒÐËì¢Öé¹ä´é¤ÃÑé§áá ¤×Í ¡ÒÃÊѧà¤ÃÒÐËìÂÙàÃÕ ¾ºä´éã¹»ÑÊÊÒÇТͧÊÔè§ÁÕªÕÇÔµ ¿ÃÕ´ÃÔª àÇÍàÅÍÃì (Fridrich
Wohler) ¹Ñ¡à¤ÁÕªÒÇàÂÍÃÁѹÊÒÁÒöÊѧà¤ÃÒÐËì¢Öé¹ä´éã¹ ¤.È. 1828 â´Â¹ÓáÍÁâÁà¹ÕÂÁä«ÂÒ๵ (NH4CNO) «Öè§à»ç¹ÊÒûÃСͺ
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แบบฝึกหัดที่ 1
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C2Cl2F4 C12H22O11 CH2O MgC2
C2H6O HCOOH
KHCO3 NaOCN CH3NH2
CO CCl4
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â¤Ã§ÊÃÒé §áºº¨´Ø â¤Ã§ÊÃÒé §áººàʹé
2. ÊÙµÃâ¤Ã§ÊÃéҧẺÂèÍ (condensed structure formula) áÊ´§à©¾Òоѹ¸Ð¤ÙèËÃ×;ѹ¸ÐÊÒÁÃÐËÇèÒ§ÍеÍÁ¢Í§
¤ÒÃìºÍ¹ ÊèǹÍеÍÁ¢Í§¸ÒµØÍ×è¹·ÕèÊÃéÒ§¾Ñ¹¸Ð¡ÑºÍеÍÁ¢Í§¤ÒÃìºÍ¹ ãËéà¢Õ¹äÇé¢éÒ§ÍеÍÁ¢Í§¤ÒÃìºÍ¹â´ÂäÁèµéͧáÊ´§¾Ñ¹¸Ð áÅéÇà¢Õ¹
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แบบฝึกหัดท่ี 3 การเขียนสูตรโครงสร้างของสารประกอบอินทรีย์
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1. (CH3)3C(CH2)3CH3
2. (CH3)4C
àÍ¡ÊÒûÃСͺ¡ÒÃàÃÕÂ¹ÇªÔ Ò à¤ÁÕ ªÑé¹Á¸Ñ ÂÁÈÖ¡ÉÒ»·Õ èÕ 6 l ¤ÃÙ¼ÙÊé ͹ ¹Ò§ÊÒÇÈÂÒÁÅ àÁ¦Ç§¤ì
ÊÙµÃâ¤Ã§ÊÃÒé §áººÂèÍ ÊµÙ Ãâ¤Ã§ÊÃÒé §áºº¼ÊÁ à¤ÁÍÕ ¹Ô ·ÃÂÕ ì ˹éÒ 7
3. CH3(CH2)2COCH2CH3
ÊÙµÃâ¤Ã§ÊÃéҧẺàʹé áÅÐÁØÁ
4. (CH3)3C CH2C≡C(CH2)2 CH3
5. CH3CH=C(CH2CH3)CH(OH)CH2Br
µÍ¹·Õè 3 ¨§à¢Õ¹ʵ٠Ãâ¤Ã§ÊÃÒé §áººÅÔÇÍÊÔ áÅÐẺ¼ÊÁ¨Ò¡ÊµÙ Ãâ¤Ã§ÊÃÒé §µÍè 仹ÕéµÍè 仹Õé
ÊÙµÃâ¤Ã§ÊÃéÒ§ ÊÙµÃâ¤Ã§ÊÃéҧẺ¼ÊÁ ʵ٠Ãâ¤Ã§ÊÃéҧẺÅÔÇÍÔÊ
1. (CH3)3C(CH2)3 CH3
2. (CH3)4C
àÍ¡ÊÒûÃСͺ¡ÒÃàÃÂÕ ¹ÇªÔ Ò à¤ÁÕ ªÑé¹ÁѸÂÁÈ¡Ö ÉÒ»·Õ Õè 6 l ¤ÃÙ¼éÊ٠͹ ¹Ò§ÊÒÇÈÂÒÁÅ àÁ¦Ç§¤ì
ʵ٠Ãâ¤Ã§ÊÃÒé § ʵ٠Ãâ¤Ã§ÊÃéҧẺ¼ÊÁ à¤ÁÕÍÔ¹·ÃÂÕ ì ˹éÒ 8
3. CH3(CH2)2COCH2CH3
ʵ٠Ãâ¤Ã§ÊÃéҧẺÅÇÔ ÍÔÊ
4. (CH3)3CCH2C≡C(CH2)2CH3
5.
9.
6.
7.
àÍ¡ÊÒûÃСͺ¡ÒÃàÃÂÕ ¹ÇªÔ Ò à¤ÁÕ ª¹Ñé ÁѸÂÁÈÖ¡ÉÒ»Õ·Õè 6 l ¤ÃÙ¼éÊ٠͹ ¹Ò§ÊÒÇÈÂÒÁÅ àÁ¦Ç§¤ì
ÊÙµÃâ¤Ã§ÊÃéÒ§ ÊÙµÃâ¤Ã§ÊÃéҧẺ¼ÊÁ à¤ÁÍÕ Ô¹·ÃÕÂì ˹Òé 9
8.
ʵ٠Ãâ¤Ã§ÊÃéҧẺÅÇÔ ÍÊÔ
9.
àÍ¡ÊÒûÃСͺ¡ÒÃàÃÕ¹ÇÔªÒ à¤ÁÕ ªé¹Ñ ÁѸÂÁÈÖ¡ÉÒ»·Õ Õè 6 l ¤ÃÙ¼éÊ٠͹ ¹Ò§ÊÒÇÈÂÒÁÅ àÁ¦Ç§¤ì
à¤ÁÍÕ ¹Ô ·ÃÂÕ ì ˹Òé 10
äÍâ«àÁÍÃÔ«ÖÁ
»ÃÒ¡¯¡Òóì·ÕèÊÒûÃСͺÍÔ¹·ÃÕÂìÁÕÊÙµÃâÁàÅ¡ØÅàËÁ×͹¡Ñ¹áµèÁÕÊÁºÑµÔµèÒ§¡Ñ¹ àÃÕ¡ÇèÒ äÍâ«àÁÍÃÔ«ÖÁ(isomerism) áÅÐ
àÃÕ¡ÊÒÃáµèÅЪ¹Ô´ÇèÒ äÍâ«àÁÍÃì (isomer) äÍâ«àÁÍÃì·ÕèÁÕÊÙµÃâÁàÅ¡ØÅàËÁ×͹¡Ñ¹áµèÁÕÊÙµÃâ¤Ã§ÊÃéÒ§µèÒ§¡Ñ¹ àÃÕ¡ÇèÒ äÍâ«àÁÍÃìâ¤Ã§ÊÃéÒ§
(structural isomer) ÈÖ¡ÉÒä´é´Ñ§µÑÇÍÂèÒ§
µÇÑ ÍÂèÒ§·Õè 1 ÊÒûÃСͺ·ÕèÁÕʵ٠ÃâÁàÅ¡ØÅ C4H8 Á¡Õ ÕèäÍâ«àÁÍÃì
C4H8 à¡Ô´äÍâ«àÁÍÃäì ´é 5 äÍâ«àÁÍÃì à¢Õ¹ʵ٠Ãâ¤Ã§ÊÃÒé §ä´´é §Ñ ¹éÕ
µÇÑ ÍÂÒè §·èÕ 2 ÊÒûÃСͺ·ÕÁè Õʵ٠ÃâÁàÅ¡ØÅ C5H12 Á¡Õ Õäè Íâ«àÁÍÃì
C5H12 à¡Ô´äÍâ«àÁÍÃìä´é 3 äÍâ«àÁÍÃì à¢ÂÕ ¹ÊµÙ Ãâ¤Ã§ÊÃÒé §ä´´é §Ñ ¹Õé
µÑÇÍÂèÒ§·Õè 3 ÊÒûÃСͺ·èÁÕ Õʵ٠ÃâÁàšŨ C2H6O Á¡Õ ÕèäÍâ«àÁÍÃì
C2H6O à¡´Ô äÍâ«àÁÍÃäì ´é 2 äÍâ«àÁÍÃì à¢ÂÕ ¹ÊµÙ Ãâ¤Ã§ÊÃéÒ§ä´´é ѧ¹Õé
¨Ò¡µÇÑ ÍÂèÒ§ ÊÃ»Ø ËÅÑ¡¡ÒþԨÒóÒÇèÒÊÒÃ໹ç äÍâ«àÁÍÃì¡Ñ¹ ¤×Í ÊÒõéͧÁÕʵ٠ÃâÁàšŨ àËÁÍ× ¹¡¹Ñ áµÁè ÊÕ ÙµÃâ¤Ã§ÊÃÒé §µèÒ§¡Ñ¹ ËÒ¡ÁÊÕ µÙ Ã
âÁàÅ¡ØÅáÅÐÊÙµÃâ¤Ã§ÊÃéÒ§àËÁ×͹¡Ñ¹¨ÐáÊ´§ÇèÒà»ç¹ÊÒÃà´ÕÂǡѹ ¡ÒÃà»ÅÕè¹â¤Ã§ÊÃéÒ§¢Í§ÊÒûÃСͺÍÔ¹·ÃÕÂì·ÕèÁÕÊÙµÃâÁàÅ¡ØÅ¨Ò¡â«èµÃ§à»ç¹â«è¡èÔ§
áÅШҡâ«è¡Ôè§à»ç¹áººÇ§ ÃÇÁ·Ñé§¡ÒÃà»ÅÕè¹µÓá˹觢ͧ¾Ñ¹¸Ð¤Ùè ËÃ×;ѹ¸ÐÊÒÁÃÐËÇèÒ§ÍеÍÁ¢Í§¤ÒÃìºÍ¹ ¨Ð·ÓãËéà¡Ô´â¤Ã§ÊÃéÒ§ãËÁè«Öè§µèÒ§¡ç
à»ç¹äÍâ«àÁÍÃì¡Ñ¹ ´Ñ§¹éѹ ¡ÒÃà¡´Ô äÍâ«àÁÍèì Ö§¹ÑºÇÒè ໹ç ÊÒà˵ØË¹§èÖ ·Õ·è ÓãËéÁÊÕ ÒûÃСͺÍÔ¹·ÃÂÕ àì ¡Ô´¢¹Öé à»¹ç ¨Ó¹Ç¹ÁÒ¡
ËÅ¡Ñ ¡ÒÃà¢ÂÕ ¹äÍâ«àÁÍÃì
ËÅÑ¡¡ÒÃà¢Õ¹äÍâ«àÁÍÃì ãËé¾Ô¨ÒóҨҡÊÙµÃâÁàÅ¡ØÅ¡è͹ÇèÒà»ç¹ÊÒûÃÐàÀ·ã´ áÅéǨ֧¹ÓÁÒà¢Õ¹äÍâ«àÁÍÃì ¡Ã³Õ·Õèà»ç¹â«èà»Ô´¨Ð
àÃÔèÁà¢Õ¹äÍâ«àÁÍÃì¨Ò¡µÑÇ·ÕèÁÕ¤ÒÃìºÍ¹µè͡ѹà»ç¹ÊÒÂÂÒÇ·ÕèÊØ´¡è͹ËÅѧ¨Ò¡¹Ñ鹨֧Ŵ¤ÇÒÁÂÒǢͧ¤ÒÃìºÍ¹ Ẻǧ¨ÐàÃÔèÁ¨Ò¡Ç§¢¹Ò´àÅç¡¡è͹
¤×Í àÃÁèÔ ¨Ò¡¤Òúì ͹ 3 ÍеÍÁ áÅÇé ¨Ö§à¾èÔÁ¨Ó¹Ç¹¤Òúì ͹¤Ã§Ñé ÅÐÍеÍÁµÒÁÅӴѺ
µÇÑ ÍÂÒè §·èÕ 4 ÊÒûÃСͺ·èÁÕ ÊÕ ÙµÃâ¤Ã§ÊÃÒé § ¡ ¢ áÅÐ ¤ µèÍ仹Õé ໹ç äÍâ«àÁÍÃì¡¹Ñ ËÃ×ÍäÁè
àÍ¡ÊÒûÃСͺ¡ÒÃàÃÕ¹ÇÔªÒ à¤ÁÕ ªéѹÁ¸Ñ ÂÁÈÖ¡ÉÒ»·Õ èÕ 6 l ¤Ã¼Ù éÙÊ͹ ¹Ò§ÊÒÇÈÂÒÁÅ àÁ¦Ç§¤ì
à¤ÁÍÕ Ô¹·ÃÕÂì ˹éÒ 11
¨Ò¡â¨·Â쾺ÇèÒ ÊÒûÃСͺ·ÕèÁÕÊÙµÃâ¤Ã§ÊÃéÒ§ ¡ ¢ áÅÐ ¤ ÁÕÊÙµÃâÁàÅ¡ØÅàËÁ×͹¡Ñ¹ ¤×Í C8H18 â´ÂÊÒà ¢ ÁÕÊÙµÃâ¤Ã§ÊÃéÒ§
àËÁ×͹¡ÑºÊÒà ¡ (ÁÕ CH3 à¡ÒзÕèµÓáË¹è§ 2 áÅÐ 4 ¢Í§â«èÂÒÇàËÁ×͹¡Ñ¹) ¨Ö§à»ç¹ÊÒÃà´ÕÂǡѹ ÊèǹÊÒà ¤ ÁÕÊÙµÃâ¤Ã§ÊÃéÒ§µèÒ§¨Ò¡
ÊÒà ¡ áÅÐ ¢ ¨Ö§à»ç¹äÍâ«àÁÍâì ͧÊÒà ¡ áÅÐ ¢
µÇÑ ÍÂèÒ§·Õè 5 ÊÒûÃСͺ·ÕèÁÊÕ µÙ Ãâ¤Ã§ÊÃÒé § ¡ ¢ ¤ § áÅÐ ¨ µÍè 仹éÕ à»¹ç äÍâ«àÁÍÃ¡ì ¹Ñ ËÃÍ× äÁè
¨Ò¡â¨·Â쾺ÇèÒ ÊÒûÃСͺ·ÕèÁÕÊÙµÃâ¤Ã§ÊÃéÒ§ ¡ ¢ ¤ § áÅÐ ¨ ÁÕÊÙµÃâÁàÅ¡ØÅàËÁ×͹¡Ñ¹ ¤×Í C5H12 â´Â ÊÒà § áÅÐ ¨ ÁÕÊÙµÃ
â¤Ã§ÊÃéÒ§àËÁ×͹¡ÑºÊÒà ¡ à¹×èͧ¨Ò¡ÁըӹǹÍеÍÁ¤ÒÃìºÍ¹¢Í§â«èÂÒÇ 5 ÍеÍÁ (áµèâÁàÅ¡ØÅÍÒ¨â¤é§§Íä´é) ¨Ö§à»ç¹ÊÒÃà´ÕÂǡѹ
ÊèǹÊÒà ¢ áÅÐ ¤ ÁÊÕ ÙµÃâ¤Ã§ÊÃÒé §µèÒ§¨Ò¡ÊÒà ¡ § áÅÐ ¨ ¨Ö§à»ç¹äÍâ«àÁÍâì ͧÊÒà ¡ § áÅÐ ¨
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1. ÊÒûÃСͺ·ÕèÁÕÊÙµÃâÁàÅ¡ØÅà»ç¹ CH3Cl àÁ×èÍà¢Õ¹ÊÙµÃâ¤Ã§ÊÃéҧẺ
¡ áÅÐ ¢ ÍÒ¨·ÓÒãËéà¢éÒ㨼ԴÇèÒà»ç¹äÍâ«àÁÍÃì¡Ñ¹ áµè¤ÇÒÁเปà»็นç¹สา¨รÃชÔ§นáิดÅéÇà»ç¹ÊÒÃ
à´ÕÂǡѹ«Ö觨ÐàËç¹ÇèÒÍеÍÁ¢Í§¤ÒÃìºÍ¹à¡Ô´¾Ñ¹¸Ð¡ÑºÍеÍÁ¢Í§เดäÎยี âว´กÃนัਹ 3 ÍеÍÁ
ÍеÍÁ¢Í§¤ÅÍÃÕ¹ 1 ÍеÍÁ áÅÐà¡Ô´¾Ñ¹¸Ðà´èÕÂÇ·éѧËÁ´
2. ÊÒûÃСͺ·ÕèÁÕÊÙµÃâÁàÅ¡ØÅà»ç¹ C2H4Cl2 àÁ×èÍà¢Õ¹ÊÙµÃâ¤Ã§ÊÃéҧẺ ¡ áÅÐ ¢ «Ö觤ÒÃìºÍ¹ÍеÍÁ˹Öè§à¡Ô´¾Ñ¹¸Ð¡Ñº
ÍеÍÁ¢Í§¤ÅÍÃչ㹵Óá˹觵èÒ§¡Ñ¹ ¾ºÇèÒ â¤Ã§ÊÃéҧẺ ¡ áÅÐ ¢ à»ç¹ÊÒÃà´ÕÂǡѹ à¹è×ͧ¨Ò¡¾Ñ¹¸Ðà´èÕÂÇÃÐËÇèÒ§ÍеÍÁ¢Í§¤ÒÃìºÍ¹
ËÁعä´éâ´ÂÃͺ ·ÓÒãËéÊÒÁÒöà¢Õ¹µÓá˹觢ͧÍеÍÁ¢Í§¤ÅÍÃÕ¹äÇé´éҹ㴢ͧÍеÍÁ¢Í§¤ÒÃìºÍ¹¡çä´é
àÍ¡ÊÒûÃСͺ¡ÒÃàÃÕÂ¹ÇªÔ Ò à¤ÁÕ ªÑ¹é ÁѸÂÁÈ¡Ö ÉÒ»·Õ èÕ 6 l ¤Ã¼Ù éÙÊ͹ ¹Ò§ÊÒÇÈÂÒÁÅ àÁ¦Ç§¤ì
à¤ÁÕÍÔ¹·ÃÂÕ ì ˹Òé 12
3. ÊÒûÃСͺ·ÕèÁÕÊÙµÃâÁàÅ¡ØÅà»ç¹ C2H2Cl2 àÁ×èÍà¢Õ¹ÊÙµÃâ¤Ã§ÊÃéҧẺ ¡ áÅÐ ¢ «Öè§ÍеÍÁ¢Í§¤ÒÃìºÍ¹à¡Ô´¾Ñ¹¸Ð¤Ùè
ÃÐËÇèÒ§¡Ñ¹ áÅФÒÃìºÍ¹ÍеÍÁ˹Öè§à¡Ô´¾Ñ¹¸Ð¡ÑºÍеÍÁ¢Í§¤ÅÍÃչ㹵Óá˹觵èÒ§¡Ñ¹ ¾ºÇèÒâ¤Ã§ÊÃéҧẺ ¡ áÅÐ ¢ à»ç¹äÍâ«àÁÍÃì
¡Ñ¹ à¹×èͧ¨Ò¡¾Ñ¹¸Ð¤ÙèÃÐËÇèÒ§ÍеÍÁ¢Í§¤ÒÃìºÍ¹ËÁعäÁèä´é ·ÓãËéà¡Ô´à»ç¹äÍâ«àÁÍÃìẺ «ÔÊ (cis) ¤×Í ÍеÍÁËÃ×Í¡ÅØèÁÍеÍÁ·Õè
àËÁ×͹¡Ñ¹¨Ñ´ÍÂèÙ´éÒ¹à´ÕÂǡѹ áÅÐäÍâ«àÁÍÃìẺ ·ÃÒ¹Êì (trans) ¤×Í ÍеÍÁËÃ×Í¡ÅèØÁÍеÍÁ·èÕàËÁ×͹¡Ñ¹¨Ñ´ÍÂèÙã¹µÓá˹觵ç¢éÒÁ¡Ñ¹
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แบบฝึกหัดที่ 4
1. ¾Ô¨ÒóÒâ¤Ã§ÊÃéÒ§¢Í§ÊÒûÃСͺäÎâ´Ã¤ÒÃìºÍ¹µèÍ仹Õé ¢éÍã´à»ç¹â¤Ã§ÊÃéÒ§¢Í§ÊÒê¹Ô´à´ÕÂǡѹ
แบบฝึกหัดที่ 5 ไอโซเมอร์
1. ¨§à¢ÂÕ ¹äÍâ«àÁÍ÷ì é§Ñ ËÁ´¢Í§ÊÒÃäÎâ´Ã¤Òúì ͹·ÁèÕ Õ¤Òúì ͹ 6 ÍеÍÁà¡ÒСѹ´éǾѹ¸Ðà´ÂÕè Ç·§Ñé ËÁ´
àÍ¡ÊÒûÃСͺ¡ÒÃàÃÕ¹ÇÔªÒ à¤ÁÕ ª¹éÑ ÁѸÂÁÈÖ¡ÉÒ»·Õ èÕ 6 l ¤ÃÙ¼ÙéÊ͹ ¹Ò§ÊÒÇÈÂÒÁÅ àÁ¦Ç§¤ì
à¤ÁÕÍ¹Ô ·ÃÂÕ ì ˹Òé 13
2. ¨§à¢Õ¹äÍâ«àÁÍÃì·§éÑ ËÁ´¢Í§ÊÒÃäÎâ´Ã¤ÒÃìºÍ¹·èÁÕ Õ¤Òúì ͹ 6 ÍеÍÁà¡ÒСѹ´éǾ¹Ñ ¸Ð¤Ùè 1 µÓá˹§è áÅÐÁÕâ¤Ã§ÊÃéҧ໹ç â«àè »Ô´
3. ÊÒûÃÐ¡ÍºÍ¹Ô ·ÃÂÕ µì Íè 仹éàÕ »¹ç äÍâ«àÁÍÃ¡ì ¹Ñ ËÃ×ÍäÁè
1. (CH3CH2)2CHCH3 CH3CH2C(CH3)3 £ à»ç¹äÍâ«àÁÍáì ѹ £ äÁàè »¹ç äÍâ«àÁÍÃì¡Ñ¹
£ à»ç¹äÍâ«àÁÍÃì¡¹Ñ £ äÁàè »¹ç äÍâ«àÁÍÃì¡Ñ¹
2. CH3COOCH3
£ à»ç¹äÍâ«àÁÍÃ¡ì ¹Ñ £ äÁèà»ç¹äÍâ«àÁÍÃ¡ì ¹Ñ
3. CH3CH2OH £ à»ç¹äÍâ«àÁÍÃ¡ì ¹Ñ £ äÁàè »ç¹äÍâ«àÁÍáì ѹ
4. CH3OCH3 (CH3)2 CHCH=CH2 £ ໹ç äÍâ«àÁÍÃ¡ì ¹Ñ £ äÁàè »ç¹äÍâ«àÁÍÃ¡ì ¹Ñ
5. CH2=CHCH(CH3)2 (CH3CH2)2CO £ ໹ç äÍâ«àÁÍÃ¡ì ¹Ñ £ äÁèà»ç¹äÍâ«àÁÍÃ¡ì ¹Ñ
6. CH3(CH2)3CHO CH3NHCH2CH3 £ à»ç¹äÍâ«àÁÍÃì¡¹Ñ £ äÁàè »¹ç äÍâ«àÁÍáì ѹ
7. (CH3)3N (CH3)2CHCH2Cl £ ໹ç äÍâ«àÁÍáì ѹ £ äÁè໹ç äÍâ«àÁÍáì ѹ
8. (CH3)2CCl2
àÍ¡ÊÒûÃСͺ¡ÒÃàÃÂÕ ¹ÇÔªÒ à¤ÁÕ ªéѹÁѸÂÁÈ¡Ö ÉÒ»Õ·èÕ 6 l ¤Ã¼Ù ÙÊé ͹ ¹Ò§ÊÒÇÈÂÒÁÅ àÁ¦Ç§¤ì
à¤ÁÍÕ ¹Ô ·ÃÕÂì ˹Òé 14
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(functional group) ÊÁºÑµÔµèÒ§ æ ¢Í§ÊÒûÃСͺÍÔ¹·ÃÕÂì¨Ð¢Öé¹ÍÂÙè¡ÑºËÁÙè¿Ñ§¡ìªÑ¹·Õèà»ç¹Í§¤ì»ÃСͺ¢Í§ÊÒùÑé¹ àªè¹ ¡ÒÃà¡Ô´»¯Ô¡ÔÃÔÂÒ
à¤ÁÕ ¤ÇÒÁÊÒÁÒö㹡ÒÃÅÐÅÒ ¨Ø´à´×Í´ ¨Ø´ËÅÍÁàËÅÇ ¨Ö§ÁÑ¡ãªéËÁÙè¿Ñ§¡ìªÑ¹à»ç¹à¡³±ì㹡ÒèÓṡ»ÃÐàÀ·¢Í§ÊÒûÃСͺÍÔ¹·ÃÕÂì
¡ÒÃáºè§»ÃÐàÀ·¢Í§ÊÒûÃСͺÍÔ¹·ÃÕÂì ¹Í¡¨Ò¡¨Ðáºè§µÒÁª¹Ô´¢Í§ËÁÙè¿Ñ§¡ìªÑ¹áÅéÇ ÍÒ¨áºè§à»ç¹¡ÅØèÁãËè æ µÒÁª¹Ô´¢Í§¸ÒµØ·Õèà»ç¹
ͧ¤ì»ÃСͺÍÍ¡à»ç¹ 2 »ÃÐàÀ· ä´éá¡è ÊÒûÃСͺäÎâ´Ã¤ÒÃìºÍ¹·ÕÁè àÕ ©¾ÒÐ¸ÒµäØ Îâ´ÃਹáÅФÒúì ͹¡ÑºÊÒûÃСͺ·ÁÕè ËÕ Áèٿѧ¡ìª¹Ñ
µÒÃÒ§·èÕ 1.2 »ÃÐàÀ·¢Í§ÊÒûÃÐ¡ÍºÍ¹Ô ·ÃÂÕ ·ì ÁèÕ ËÕ ÁÙ¿è §Ñ ¡ìªÑ¹áÅЪèÍ× ËÁèٿѧ¡ìª¹Ñ
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áÍŤ¹Õ ¾¹Ñ ¸Ð¤èÙÃÐËÇèÒ§ C
(double bond)
áÍÅä¤¹ì ¾¹Ñ ¸ÐÊÒÁÃÐËÇÒè § C ÍÕä·¹ì
áÍÅ¡ÍÎÍÅì (triple bond) àÍ·Ò¹ÍÅ
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ÍàÕ ·ÍÃì áÍŤ͡«Õ (alkoxy) àÁ·Í¡«ÁÕ Õà·¹
áÍÅ´äÕ Î´ì (ä´àÁ·ÔÅÍÕà·ÍÃì)
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àÍäÁ´ì (amide) ÍÐÁâÔ ¹ÁÕà·¹
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แบบฝึกหัดท่ี 6
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1. ÍÐÅÔ¿ÒµÔ¡ (aliphatic) ËÃ×ÍÍÐ䫤ÅÔ¡ (acyclic) à»ç¹ÊÒûÃСͺÍÔ¹·ÃÕÂì·ÕèÁÕâ¤Ã§ÊÃéҧẺâ«èà»Ô´
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2. ¤ÒÃìâºä«¤ÅÔ¡ (carbocyclic) à»ç¹ÊÒûÃСͺÍÔ¹·ÃÕÂì·ÕèÁÕâ¤Ã§ÊÃéҧẺâ«è»Ô´ËÃ×ÍẺǧ
áºè§ÍÍ¡à»ç¹ 3 »ÃÐàÀ· ¤×Í ÍÐÅÔ䫤ÅÔ¡ (alicyclic) à»ç¹ÊÒûÃСͺÍÔ¹·ÃÕÂì·Õè¤ÒÃìºÍ¹µè͡ѹà»ç¹
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แบบฝึกหัดที่ 7 ประเภทของสารประกอบอินทรีย์
1. ÊÒûÃСͺäÎâ´Ã¤Òúì ͹µÍè 仹àéÕ »ç¹ÍÐÅÔ¿ÒµÔ¡äÎâ´Ã¤Òúì ͹ ÍÐÅäÔ «¤Å¡Ô äÎâ´Ã¤Òúì ͹ ËÃÍ× ÍÐâÃÁÒµ¡Ô äÎâ´Ã¤Òúì ͹
2. ÃкتÍ×è ¢Í§ËÁèٿѧ¡ìªÑ¹áÅлÃÐàÀ·¢Í§ÊÒûÃÐ¡ÍºÍ¹Ô ·ÃÂÕ µì Íè 仹éÕ
2.1 CH3CH2CH2COOH
.
2.2 HCOOCH3
.
2.3 CH3OCH2CH3
............
2.4 CH3CH2CH2OH
.
2.5 CH3COCH2CH3
.
2.6 HCHO
.
2.7 CH3CH2NH2
.
2.8 HCONH2
.
3. ÊÒûÃÐ¡ÍºÍ¹Ô ·ÃÂÕ ìµÍè 仹Õàé »¹ç ÊÒûÃÐàÀ·à´ÕÂǡѹËÃÍ× äÁè ÍÂèÒ§äÃ
3.1 CH3OCH2CH3 ¡Ñº CH3CH2CH2OCH3
.
3.2 (CH3)2CHOH ¡Ñº CH3CH2CHO
.
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3.3 CH3COOCH2CH3 ¡Ñº CH3CH2CH2COOH
.
3.4 CH3CH2CONH2 ¡ºÑ (CH3)2CHNH2
.
3.5 CH3COCH3 ¡ºÑ CH3CH2OCH3
.
3.6 CH3CONH2 ¡ºÑ CH3CH2NH2
.
4. ¨§ºÍ¡ËÁ¿Ùè ѧ¡ìªÑ¹¢Í§ÊÒÃÍ¹Ô ·ÃÕÂìµÍè 仹Õé ËÁ¿Ùè ѧ¡ªì ѹ¤×Í ....................................................................
1.
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3. ËÁÙè¿Ñ§¡ìª¹Ñ ¤×Í ....................................................................
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5. ËÁ¿èÙ §Ñ ¡ìª¹Ñ ¤×Í ....................................................................
6. ËÁÙè¿§Ñ ¡ªì ¹Ñ ¤×Í ....................................................................
7. ËÁÙè¿§Ñ ¡ªì ѹ¤×Í ....................................................................
8. ËÁè¿Ù ѧ¡ìª¹Ñ ¤×Í ....................................................................
9. ËÁ¿èÙ §Ñ ¡ìªÑ¹¤×Í ....................................................................
10. ËÁÙ¿è ѧ¡ìªÑ¹¤Í× ....................................................................
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1. ËÁ¿è٠ѧ¡ìªÑ¹·ÕèµÓáË¹è§ (¡) ¤Í× ....................................................
ËÁ¿è٠ѧ¡ªì ѹ·ÕèµÓá˹§è (¢) ¤×Í ....................................................
ËÁ¿èÙ §Ñ ¡ìª¹Ñ ·ÕèµÓáË¹è§ (¤) ¤Í× ....................................................
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ËÁÙè¿§Ñ ¡ìªÑ¹·µÕè Óá˹§è (¢) ¤×Í ....................................................
ËÁ¿Ùè §Ñ ¡ªì ѹ·µèÕ ÓáË¹è§ (¤) ¤Í× ....................................................
3. ËÁ¿èÙ §Ñ ¡ìªÑ¹·µèÕ ÓáË¹è§ (¡) ¤×Í ....................................................
ËÁ¿èÙ §Ñ ¡ìª¹Ñ ·ÕèµÓá˹§è (¢) ¤Í× ....................................................
4. ËÁ¿è٠ѧ¡ªì ¹Ñ ·µÕè ÓáË¹è§ (¡) ¤Í× ....................................................
ËÁèٿѧ¡ªì ѹ·µÕè Óá˹§è (¢) ¤×Í ....................................................
ËÁÙè¿Ñ§¡ªì ѹ·ÕèµÓáË¹è§ (¤) ¤×Í ....................................................
5. ËÁÙè¿§Ñ ¡ìª¹Ñ ·µèÕ Óá˹§è (¡) ¤×Í ....................................................
ËÁÙè¿§Ñ ¡ìª¹Ñ ·ÕèµÓá˹§è (¢) ¤×Í ....................................................
6. ËÁÙè¿§Ñ ¡ªì ѹ·µèÕ ÓáË¹è§ (¡) ¤Í× ....................................................
7. ËÁÙè¿Ñ§¡ªì ¹Ñ ·ÕèµÓáË¹è§ (¡) ¤Í× ...........................................
ËÁÙè¿Ñ§¡ªì ¹Ñ ·ÕèµÓáË¹è§ (¢) ¤×Í ...........................................
ËÁ¿Ùè ѧ¡ìª¹Ñ ·µÕè ÓáË¹è§ (¤) ¤×Í ...........................................
8. ËÁÙè¿Ñ§¡ìªÑ¹·µèÕ Óá˹§è (¡) ¤×Í ....................................................
ËÁÙè¿§Ñ ¡ªì ѹ·µèÕ Óá˹§è (¢) ¤×Í ....................................................
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1. ¡ÒÃà¼ÒäËÁé
ÊÒûÃСͺäÎâ´Ã¤ÒÃìºÍ¹Áըشà´×Í´µèÓ µÔ´ä¿§èÒ ÊÒûÃСͺäÎâ´Ã¤ÒÃìºÍ¹ÍÔèÁµÑÇ«Öè§ÁոҵؤÒÃìºÍ¹à»ç¹Í§¤ì»ÃСͺ¹éÍÂ
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µÇÑ ÍÂèÒ§·èÕ 1 à»ÃÂÕ ºà·ÂÕ º»ÃÁÔ Ò³à¢ÁÒè ·Õàè ¡Ô´¨Ò¡¡ÒÃà¼ÒäËÁàé Ρૹ ä«â¤ÅàΡ«¹Õ áÅÐູ«¹Õ
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1. »¯Ô¡ÔÃÔÂÒ¡ÒÃà¼ÒäËÁé
»¯Ô¡ÔÃÔÂÒ¡ÒÃà¼ÒäËÁé (combustion reaction) à¡Ô´¨Ò¡ÊÒÃà¡Ô´»¯Ô¡ÔÃÔÂҡѺá¡êÊÍÍ¡«Ôਹ ¡ÒÃà¼ÒäËÁé¢Í§ÊÒûÃСͺ
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1. ¡ÒÃà¼ÒäËÁéÊÁºÙóì (complete combustion) à»ç¹¡ÒÃà¼ÒäËÁé·Õèä´é¼ÅÔµÀѳ±ìà»ç¹á¡êʤÒÃìºÍ¹ä´Í͡䫴ìáÅйéÓ
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C3H8(g) + 5O2(g) → 3CO2(g) + 4H2O(g)
¡ÒÃà¼ÒäËÁéÊÁºÙóì¢Í§à¾¹à·¹ à¢Õ¹ÊÁ¡ÒÃáÊ´§ä´é´Ñ§¹éÕ
2C5H10(l) + 15O2(g) → 10CO2(g) + 10H2O(g)
2. ¡ÒÃà¼ÒäËÁéäÁèÊÁºÙóì (incomplete combustion) à»ç¹¡ÒÃà¼ÒäËÁé·Õèä´é¼ÅÔµÀѳ±ìà»ç¹¤ÒÃìºÍ¹ä´Í͡䫴ì
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㹡ÒÃà¼ÒäËÁé 6 âÁÅ à¢Õ¹ÊÁ¡ÒõÒÁ¢éÍÁÙÅ·Õè¡Ó˹´ãËéáÅéÇ´ØÅÊÁ¡ÒÃà¾è×ÍËÒÊÙµÃà¤ÁբͧÊÒûÃСͺäÎâ´Ã¤ÒÃìºÍ¹ ´Ñ§¹Õé
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• ËÒ¡ÊÒûÃСͺäÎâ´Ã¤ÒÃìºÍ¹ÁըӹǹÍеÍÁ¤ÒÃìºÍ¹à·èҡѹ ÊÒûÃСͺäÎâ´Ã¤ÒÃìºÍ¹ã´ÁըӹǹÍеÍÁ
äÎâ´Ãਹ¹éͨÐÁÕà¢ÁèÒÁÒ¡ àªè¹ C3H8, C3H6 áÅÐ C3H4 ¨ÐàËç¹ÇèÒ C3H4 ÁÕ»ÃÔÁÒ³à¢ÁèÒÁÒ¡·èÕÊØ´áÅÐ C3H8
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ÊÒûÃСͺäÎâ´Ã¤ÒÃìºÍ¹äÁèÍÔèÁµÑÇ àªè¹ ä«â¤Å àΡ«Õ¹ à¡Ô´»¯Ô¡ÔÃÔÂҡѺÊÒÃÅÐÅÒÂâ¾á·Êà«ÕÂÁà»ÍÃìáÁ§¡Ò๵ â´Â¡Òÿ͡¨Ò§
Ê·Õ ÓãËéÊÕÁÇè §á´§¢Í§ÊÒÃÅÐÅÒÂâ¾á·Êà«ÕÂÁà»ÍÃáì Á§¡Ò๵¨Ò§ËÒÂä» áÅÐà¡´Ô µÐ¡Í¹Ê¹Õ éÓµÒÅà¢éÁ¢Í§áÁ§¡Ò¹ÕÊ (IV) Í͡䫴ì (MnO2)
ÃÙ»»¯Ô¡ÔÃÔÂÒÃÐËÇèҧູ«Õ¹¡ÑºÊÒÃÅÐÅÒÂâ¾á·Êà«ÕÂÁà»ÍÃìáÁ§¡Ò๵
ÊÒûÃСͺÍÐâÃÁÒµÔ¡äÎâ´Ã¤ÒÃìºÍ¹ àªè¹ ູ«Õ¹ äÁèà¡Ô´»¯Ô¡ÔÃÔÂҡѺÊÒÃÅÐÅÒÂâ¾á·Êà«ÕÂÁà»ÍÃìáÁ§¡Ò๵ ·ÓãËé
ÊÒÃÅÐÅÒÂâ¾á·Êà«ÕÂÁà»ÍÃìáÁ§¡Ò๵ ÁÕÊÕÁèǧᴧ¤§à´ÔÁ
àÍ¡ÊÒûÃСͺ¡ÒÃàÃÂÕ ¹ÇÔªÒ à¤ÁÕ ªÑ¹é Á¸Ñ ÂÁÈÖ¡ÉÒ»·Õ Õè 6 l ¤ÃÙ¼ÙéÊ͹ ¹Ò§ÊÒÇÈÂÒÁÅ àÁ¦Ç§¤ì
à¤ÁÕÍ¹Ô ·ÃÂÕ ì ˹Òé 27
3. ¡Ò÷ӻ¯Ô¡ÔÃÔÂҡѺÊÒÃÅÐÅÒÂâºÃÁÕ¹
ÊÒûÃСͺäÎâ´Ã¤ÒÃìºÍ¹ÍèÔÁµÑÇ àªè¹ àΡૹ à¡Ô´»¯Ô¡ÔÃÔÂҡѺÊÒÃÅÐÅÒÂâºÃÁÕ¹ (Br2) ã¹·èÕÊÇèÒ§ â´Â¡Òÿ͡¨Ò§ÊÕ·Ó
ãËéÊÒÃÅÐÅÒÂâºÃÁÕ¹à»ÅèÕ¹¨Ò¡ÊÕÊéÁ¹éÓµÒÅà»ç¹äÁèÁÕÊÕáÅÐà¡Ô´á¡êÊ·èÕÁÕÊÁºÑµÔà»ç¹¡Ã´ áµèã¹·èÕÁ×´ äÁèà¡Ô´»¯Ô¡ÔÃÔÂÒ
ÃÙ»»¯Ô¡ÔÃÔÂÒÃÐËÇèÒ§àΡૹ¡ÑºÊÒÃÅÐÅÒÂâºÃÁÕ¹
ÊÒûÃСͺäÎâ´Ã¤ÒÃìºÍ¹äÁèÍÔèÁµÑÇ àªè¹ ä«â¤ÅàΡ«Õ¹ à¡Ô´»¯Ô¡ÔÃÔÂҡѺÊÒÃÅÐÅÒÂâºÃÁÕ¹ä´é·Ñé§ã¹·ÕèÁ×´áÅзÕèÊÇèÒ§
â´Â¡Òÿ͡¨Ò§ÊբͧÊÒÃÅÐÅÒÂâºÃÁÕ¹ áµèäÁèà¡Ô´á¡êÊ·èÕÁÕÊÁºÑµÔà»ç¹¡Ã´
ÃÙ»»¯Ô¡ÔÃÔÂÒÃÐËÇèÒ§ä«â¤ÅàΡ«Õ¹¡ÑºÊÒÃÅÐÅÒÂâºÃÁÕ¹
ÊÒûÃСͺÍÐâÃÁÒµÔ¡äÎâ´Ã¤ÒÃìºÍ¹ àªè¹ ູ«Õ¹ äÁèà¡Ô´»¯Ô¡ÔÃÔÂҡѺÊÒÃÅÐÅÒÂâºÃÁÕ¹ ·ÓãËéÊÒÃÅÐÅÒ âºÃÁÕ¹ÁÕÊÕÊéÁ
¹éÓµÒŤ§à´ÔÁ
ÃÙ»»¯Ô¡ÔÃÔÂÒÃÐËÇèҧູ«Õ¹¡ÑºÊÒÃÅÐÅÒÂâºÃÁÕ¹
ÊÁºÑµÔ·Ò§à¤ÁÕºÒ§»ÃСÒâͧÊÒûÃСͺäÎâ´Ã¤ÒÃìºÍ¹ ä´éá¡è ¡Ò÷ӻ¯Ô¡ÔÃÔÂҡѺÊÒÃÅÐÅÒÂâ¾á·Êà«ÕÂÁà»ÍÃìáÁ§¡Ò๵
áÅСÒ÷ӻ¯Ô¡ÔÃÔÂҡѺÊÒÃÅÐÅÒÂâºÃÁÕ¹ ÊÒÁÒöÊÃØ»»¯Ô¡ÔÃÔÂÒä´é´Ñ§¹Õé
àÍ¡ÊÒûÃСͺ¡ÒÃàÃÕ¹ÇÔªÒ à¤ÁÕ ªé¹Ñ ÁѸÂÁÈÖ¡ÉÒ»·Õ Õè 6 l ¤ÃÙ¼ÊÙé ͹ ¹Ò§ÊÒÇÈÂÒÁÅ àÁ¦Ç§¤ì
à¤ÁÕÍ¹Ô ·ÃÂÕ ì ˹Òé 28
»¯Ô¡ÔÃÔÂÒ¡ÒÃá·¹·Õè (substitution reaction) à»ç¹»¯Ô¡ÔÃÔÂÒ·ÕèÍеÍÁ¢Í§äÎâ´Ãਹã¹ÊÒûÃСͺäÎâ´Ãì¤ÒÃìºÍ¹¶Ù¡
á·¹·èÕ´éÇÂÍеÍÁ¢Í§¸ÒµØÍ×蹫èÖ§à¡Ô´¡ÑºÊÒûÃСͺäÎâ´Ã¤ÒÃìºÍ¹ÍÔèÁµÑÇáÅÐà¡Ô´ã¹·ÕèÊÇèÒ§à·èÒ¹Ñé¹ àªè¹ àÁ×èÍàΡૹà¡Ô´»¯Ô¡ÔÃÔÂÒ
¡ÑºâºÃÁչ㹷ÕèÊÇèÒ§ ÍеÍÁ¢Í§âºÃÁÕ¹¨Ðà¢éÒá·¹·ÕèÍеÍÁ¢Í§äÎâ´Ãਹã¹âÁàÅ¡ØÅ¢Í§àΡૹ à¡Ô´âºÃâÁàΡૹ¡Ñºá¡êÊäÎâ´Ãਹ
âºÃäÁ´ì·ÕèÁÕÊÁºÑµÔà»ç¹¡Ã´ «Ö觨Ѵà»ç¹»¯Ô¡ÔÃÔÂÒ¡ÒÃá·¹·Õè´éÇÂáÎâÅਹ àÃÕ¡ÇèÒ »¯Ô¡ÔÃÔÂÒáÎâŨÕ๪ѹ (halogenation reaction)
à¢Õ¹ÊÁ¡ÒÃáÊ´§ä´é´Ñ§¹éÕ
¨Ò¡»¯Ô¡ÔÃÔÂÒà»ç¹¡ÒÃá·¹·Õè´éÇÂâºÃÁÕ¹ ÍÒ¨àÃÕ¡ÇèÒ âºÃÁÔ๪ѹ (bromination) áµèËÒ¡à»ç¹¡ÒÃá·¹·èÕ´éǤÅÍÃÕ¹
ÍÒ¨àÃÕ¡ÇèÒ ¤ÅÍÃÔ๪ѹ (chlorination)
á¡êÊäÎâ´ÃਹâºÃäÁ´ì·Õèà¡Ô´¢éÖ¹àÁ×èÍÅÐÅÒÂã¹¹éÓ¨Ðà¡Ô´à»ç¹¡Ã´äÎâ´ÃâºÃÁÔ¡ ËÒ¡¹Ó¡ÃдÒÉÅÔµÁÑʪé×¹ÊÕ¹éÓà§Ô¹ä»Íѧà˹×Í
ËÅÍ´·´Åͧ ¡ÃдÒÉÅÔµÁÑʨÐà»ÅèÕ¹à»ç¹ÊÕá´§
ÃÙ»»¯Ô¡ÔÃÔÂÒÃÐËÇèÒ§àΡૹ¡ÑºÊÒÃÅÐÅÒÂâºÃÁÕ¹
ÊèÔ§·èÕ¤Ç÷ÃÒºà¡èÕÂǡѺ»¯Ô¡ÔÃÔÂÒ¡ÒÃá·¹·èÕ
1. »¯Ô¡ÔÃÔÂÒ¡ÒÃá·¹·Õè¢Í§ÊÒûÃСͺäÎâ´Ã¤ÒÃìºÍ¹ÍèÔÁµÑǡѺÊÒÃÅÐÅÒ¢ͧ ¸ÒµØáÎâÅਹËÃ×͸ҵØËÁèÙ VIIA â´Â¸ÒµØ
áÎâÅਹ¨Ðà¢éÒä»á·¹·èÕÍеÍÁ¢Í§äÎâ´Ãਹ ã¹ÊÒûÃСͺäÎâ´Ã¤ÒÃìºÍ¹ÍÔèÁµÑÇ·ÕÅÐÍеÍÁ¨¹à¡Ô´»¯Ô¡ÔÃÔÂÒÊÁºÙóì àªè¹
¡ÒÃà¡´Ô »¯¡Ô ÃÔ ÔÂÒ¡ÒÃá·¹·ÕÃè ÐËÇèÒ§ÁàÕ ·¹ (CH4) ¡ºÑ ÊÒÃÅÐÅÒ¤ÅÍÃ¹Õ (Cl2) 㹤ÒÃìºÍ¹àµµÃФÅÍäôì (CCl4) à¢ÂÕ ¹ÊÁ¡ÒÃáÊ´§ä´é´Ñ§¹éÕ
àÍ¡ÊÒûÃСͺ¡ÒÃàÃÂÕ ¹ÇÔªÒ à¤ÁÕ ª¹éÑ ÁѸÂÁÈ¡Ö ÉÒ»Õ·Õè 6 l ¤Ã¼Ù ÙéÊ͹ ¹Ò§ÊÒÇÈÂÒÁÅ àÁ¦Ç§¤ì
à¤ÁÍÕ Ô¹·ÃÕÂì ˹Òé 29
2. ¼ÅÔµÀѳ±ì·Õèà¡Ô´¨Ò¡»¯Ô¡ÔÃÔÂÒ¡ÒÃá·¹·èÕÍÒ¨ÁÕÁÒ¡¡ÇèÒ 1 äÍâ«àÁÍÃì «èÖ§à¡Ô´¨Ò¡ÍеÍÁ¢Í§¸ÒµØ à¢éÒá·¹·èÕÍеÍÁ¢Í§
äÎâ´Ãਹ·èÕµè͡Ѻ¤ÒÃìºÍ¹µÓá˹觵èÒ§ æ â´ÂÍÒ¨ÁÕ»ÃÔÁÒ³¢Í§áµèÅÐäÍâ«àÁÍÃì ᵡµèÒ§¡Ñ¹ àªè¹
àÁ×èÍà¡Ô´»¯Ô¡ÔÃÔÂÒ¡ÒÃá·¹·Õè¡ÑºâºÃÁÕ¹ ÁÕâÍ¡ÒÊà¡Ô´¼ÅÔµÀѳ±ìä´é 4 äÍâ«àÁÍÃì (ËÒ¡ÍеÍÁ¢Í§âºÃÁÕ¹à¢éÒá·¹·ÕèÍеÍÁ¢Í§
äÎâ´Ãਹä´éà¾Õ§ 1 ÍеÍÁ) ´Ñ§¹Õé
3. ÊÒûÃСͺÍÐâÃÁÒµÔ¡äÎâ´Ã¤ÒÃìºÍ¹äÁèà¡Ô´»¯Ô¡ÔÃÔÂÒ¡ÒÃá·¹·Õè¡Ñº¸ÒµØáÎâÅਹ·Ñé§ã¹·ÕèÁ×´áÅзÕèÊÇèÒ§ áµèÍÒ¨
à¡Ô´»¯Ô¡ÔÃÔÂÒ¡ÒÃá·¹·Õèä´éàÁè×ÍÁÕµÑÇàÃè§»¯Ô¡ÔÃÔÂÒ àªè¹
»¯Ô¡ÔÃÔÂÒ¡ÒÃàµÔÁ (addition reaction) à¡Ô´¡ÑºÊÒûÃСͺäÎâ´Ã¤ÒÃìºÍ¹äÁèÍèÔÁµÑÇ·ÕèäÁèãªèÍÐâÃÁÒµÔ¡äÎâ´Ã¤ÒÃìºÍ¹
1. »¯Ô¡ÔÃÔÂÒ¡ÒÃàµÔÁáÎâÅਹ ÍÒ¨àÃÕ¡ÇèÒ »¯Ô¡ÔÃÔÂÒáÎâŨÔ๪ѹẺ¡ÒÃàµÔÁ (halogenation : addition reaction)
â´ÂáÎâÅਹ¨Ðà¢éÒ·Ó»¯Ô¡ÔÃÔÂÒ·Õè¾Ñ¹¸Ð¤Ùè ËÃ×;ѹ¸ÐÊÒÁ áÅÐä´éÊÒûÃСͺà¾Õ§ 1 ª¹Ô´ àªè¹
2. »¯Ô¡ÔÃÔÂÒ¡ÒÃàµÔÁ¡ÑºÊÒÃÅÐÅÒÂâ¾á·Êà«ÕÂÁà»ÍÃìáÁ§¡Ò๵à¨×ͨҧã¹
ÊÀÒÇзèÕà»ç¹¡ÅÒ§ËÃ×ÍàºÊàÅ硹éÍ â´ÂËÁÙè -OH 2 ËÁÙè à¢éÒ·Ó»¯Ô¡ÔÃÔÂÒ·Õè¾Ñ¹¸Ð¤Ùè«Öè§
à»ç¹¡Òÿ͡¨Ò§ÊÕÊÒÃÅÐÅÒÂâ¾á·Êà«ÕÂÁà»ÍÃìáÁ§¡Ò๵áÅÐà¡Ô´áÁ§¡Ò¹ÕÊ (IV)
Í͡䫴ì (MnO2) «èÖ§à»ç¹µÐ¡Í¹ÊÕ¹éÓµÒÅà¢éÁ àÃÕ¡ÇèÒ »¯Ô¡ÔÃÔÂÒÍÍ¡«Ôപѹ
(oxidation reaction) àªè¹
àÍ¡ÊÒûÃСͺ¡ÒÃàÃÕ¹ÇÔªÒ à¤ÁÕ ª¹Ñé Á¸Ñ ÂÁÈ¡Ö ÉÒ»·Õ èÕ 6 l ¤Ã¼Ù éÊ٠͹ ¹Ò§ÊÒÇÈÂÒÁÅ àÁ¦Ç§¤ì
à¤ÁÍÕ Ô¹·ÃÕÂì ˹éÒ 30
3. »¯Ô¡ÔÃÔÂÒ¡ÒÃàµÔÁäÎâ´Ãਹ㹾ѹ¸Ð¤è٢ͧÊÒûÃСͺäÎâ´Ã¤ÒÃìºÍ¹äÁèÍÔèÁµÑÇâ´ÂÁÕâÅËйԡà¡ÔÅ ËÃ×Í á¾Å·Ô¹ÑÁà»ç¹
µÑÇàÃè§»¯Ô¡ÔÃÔÂÒ àÃÕ¡ÇèÒ »¯Ô¡ÔÃÔÂÒäÎâ´Ã¨Õ๪ѹ (hydrogenation reaction) â´Â»¯Ô¡ÔÃÔÂÒäÎâ´Ã¨Õ๪ѹà¡Ô´¡ÑºÊÒûÃСͺ
äÎâ´Ã¤ÒÃìºÍ¹äÁèÍÔèÁµÑÇ·Ñé§áººâ«èà»Ô´áÅÐâ«è»Ô´áÅÐà»ç¹»¯Ô¡ÔÃÔÂÒ¤Ò¤ÇÒÁÃé͹àÊÁÍ àªè¹
¾Åѧ§Ò¹·Õè¤ÒÂÍÍ¡ÁÒã¹»¯Ô¡ÔÃÔÂÒ (2) ÁÕ¤èÒ»ÃÐÁÒ³ 2 à·èҢͧ»¯Ô¡ÔÃÔÂÒ (1) ´Ñ§¹Ñé¹ »¯Ô¡ÔÃÔÂÒ (3) ¤ÇèФÒ¾Åѧ§Ò¹
à»ç¹ 3 à·èҢͧ»¯Ô¡ÔÃÔÂÒ (1) áµè¾ºÇèÒÁÕ¤èÒ¹éÍ¡ÇèÒ »¯Ô¡ÔÃÔÂÒ (2) áÊ´§ÇèÒ»¯Ô¡ÔÃÔÂÒ (3) àʶÕÂÃÁÒ¡¡ÇèÒ»¯Ô¡ÔÃÔÂÒ (2) ¨Ö§¤ÒÂ
¾Åѧ§Ò¹¹éÍ¡ÇèÒ
4. »¯Ô¡ÔÃÔÂÒ¡ÒÃàµÔÁ¹éÓ àÃÕ¡ÇèÒ »¯Ô¡ÔÃÔÂÒäÎà´ÃªÑ¹ (hydration reaction) «Öè§à»ç¹»¯Ô¡ÔÃÔÂÒ¡ÒÃàµÃÕÂÁáÍÅ¡ÍÎÍÅì â´Â
¡ÒÃàµÔÁ¹éÓáÅÐÁաôà»ç¹µÑÇàÃè§»¯Ô¡ÔÃÔÂÒ â´Â·ÑèÇ仹ÔÂÁãªé¡Ã´«ÑÅ¿ÔÇÃÔ¡ (H2SO4) ËÃ×͡ô¿ÍÊ¿ÍÃÔ¡ (H3PO4) àªè¹
ÊÃØ»àÃ×èͧÊÒûÃСͺäÎâ´Ã¤ÒÃìºÍ¹
ÊÒûÃСͺäÎâ´Ã¤ÒÃìºÍ¹ÍÔèÁµÑÇáÅÐÊÒûÃСͺäÎâ´Ã¤ÒÃìºÍ¹äÁèÍèÔÁµÑÇ
àÍ¡ÊÒûÃСͺ¡ÒÃàÃÕÂ¹ÇªÔ Ò à¤ÁÕ ªéѹÁѸÂÁÈ¡Ö ÉÒ»·Õ Õè 6 l ¤ÃÙ¼ÊÙé ͹ ¹Ò§ÊÒÇÈÂÒÁÅ àÁ¦Ç§¤ì
à¤ÁÍÕ ¹Ô ·ÃÕÂì ˹Òé 31
ÊÁºÑµÔ·Ò§¡ÒÂÀÒ¾¢Í§ÊÒûÃСͺäÎâ´Ã¤ÒÃìºÍ¹
ÊÁºÑµÔ·Ò§à¤ÁբͧÊÒûÃСͺäÎâ´Ã¤ÒÃìºÍ¹
àÍ¡ÊÒûÃСͺ¡ÒÃàÃÂÕ ¹ÇªÔ Ò à¤ÁÕ ªÑ¹é Á¸Ñ ÂÁÈÖ¡ÉÒ»·Õ Õè 6 l ¤ÃÙ¼éÊ٠͹ ¹Ò§ÊÒÇÈÂÒÁÅ àÁ¦Ç§¤ì
à¤ÁÕÍÔ¹·ÃÂÕ ì ˹Òé 32
แบบฝึกหัดท่ี 10 สมบัติบางประการของสารประกอบไฮโดรคาร์บอน
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1. ¡Ó˹´ÊÙµÃâ¤Ã§ÊÃÒé §¢Í§ÊÒà ¡ ¢ áÅÐ ¤ ËÒ¡¹ÓÊÒ÷éѧ 3 ª¹Ô´ÁÒà¼Òä¿ àÃÂÕ §ÅӴѺÊÒõÒÁà¢ÁèÒ ·èÕà¡´Ô ¢¹éÖ ¨Ò¡Áҡ仹éÍÂ
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2. ÊÒÃáµèÅФèµÙ èÍ仹àÕé ¡´Ô »¯¡Ô ÃÔ ÔÂÒä´éËÃ×ÍäÁè áÅÐàÃÂÕ ¡ÇÒè »¯¡Ô ÔÃÔÂÒÍÐäà ËÒ¡à¡Ô´»¯Ô¡ÔÃÂÔ Òä´é¼ÅÔµÀѳ±àì »ç¹ÊÒÃã´
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3. »¯¡Ô ÃÔ ÂÔ Ò¡ÒÃá·¹·Õè¢Í§áÎâÅਹã¹ÊÒûÃСͺäÎâ´Ã¤ÒÃìºÍ¹ÍèÁÔ µÇÑ áÅл¯¡Ô ÃÔ ÔÂÒ¡ÒÃàµÔÁ¢Í§áÎâÅਹã¹ÊÒûÃСͺäÁÍè ÁÔè µÑÇ »¯¡Ô ÔÃÔÂÒã´
à¡Ô´¢Ö¹é ä´é§èÒ¡Çèҡѹ ¾ÃÍé Á·éѧãËé¢Íé ÁÙÅʹºÑ ʹ¹Ø ¤ÓµÍº
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4. ¡Ó˹´ÊÒûÃСͺäÎâ´Ã¤Òúì ͹ ¡ ¢ ¤ áÅÐ § µèÍ仹Õé
àÃÕ§ÅÓ´ºÑ ÊÒà ¡ ¢ ¤ áÅÐ § ¨Ò¡¨´Ø à´×Í´Áҡ仹éÍÂ
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àÍ¡ÊÒûÃСͺ¡ÒÃàÃÂÕ ¹ÇÔªÒ à¤ÁÕ ªéѹÁѸÂÁÈ¡Ö ÉÒ»·Õ Õè 6 l ¤ÃÙ¼ÙÊé ͹ ¹Ò§ÊÒÇÈÂÒÁÅ àÁ¦Ç§¤ì
à¤ÁÍÕ ¹Ô ·ÃÕÂì ˹éÒ 33
5. ¡Ó˹´ÊÙµÃâÁàÅ¡ØÅ¢Í§ÊÒà ¡ ¢ ¤ áÅÐ § ÊÒÃã´à»ç¹ÊÒûÃСͺäÎâ´Ã¤ÒÃìºÍ¹äÁèÍÔèÁµÇÑ
¡. C2H6 ¢. C3H8 ¤. C4H8 §. C5H10
6. ¾Ô¨ÒóҢéÍÁÙŵèÍ仹ÕÇé Òè ¶Ù¡µÍé §ËÃÍ× äÁè ¾ÃéÍÁ·§éÑ ãËéà˵¼Ø Å áÅÐËÒ¡äÁ¶è Ù¡µÍé §ãËéá¡éä¢ãË¶é ¡Ù µéͧ ¾ÃéÍÁ·Ñé§à¢ÂÕ ¹ÊÁ¡ÒÃ
6.1 äÁÅè ÐÅÒ¹Óé
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6.2 à¡´Ô »¯Ô¡ÃÔ ÂÔ Ò¡ÒÃá·¹·Õè¡ÑºâºÃÁ¹Õ àÁÍ×è ÁÕáʧÊÇÒè §ä´é
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6.3 ÊÒûÃСͺäÎâ´Ã¤Òúì ͹ 3 ª¹´Ô ´§Ñ ¹Õé
àÁ×è͹Óä»à¼ÒäËÁãé ¹ÍÒ¡ÒÈ »ÃÔÁÒ³à¢ÁÒè ·àèÕ ¡Ô´¢¹éÖ àÃÕ§ÅӴѺ¨Ò¡Áҡ仹Íé  ¤×Í ¤ > ¡ > ¢
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6.4 »¯¡Ô ÃÔ ÂÔ ÒµÍè 仹àéÕ ¡´Ô ¢Ö¹é ä´é¨Ã§Ô
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7. à¢Õ¹ÊÁ¡ÒÃáÊ´§¡ÒÃà¼ÒäËÁéÊÁºÙóì¢Í§á¡êʺÔÇ·Õ¹ (C4H8) áÅÐËÒ¡ãªéá¡êʺÔÇ·Õ¹ 5 ÅÙ¡ºÒÈ¡ìૹµÔàÁµÃ ¨Ðãªéá¡êÊÍÍ¡«Ôਹ»ÃÔÁÒµÃ
à·Òè äà áÅÐà¡Ô´á¡Êê ¤Òúì ͹ä´Í͡䫴»ì ÃÁÔ ÒµÃà·èÒäÃ
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8. »¯Ô¡ÔÃÔÂÒ¡ÒÃà¼ÒäËÁéÊÁºÙóì¢Í§á¡êÊྐྵ·Õ¹ (C5H10) àÁ×èÍ´ØÅÊÁ¡ÒÃáÅéǨӹǹâÁÅÃÇÁã¹ÊÁ¡ÒÃÁÕ¤èÒà·èÒäà ¾ÃéÍÁ·Ñé§à¢Õ¹ÊÁ¡ÒÃ
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1. 2,3-dimethylhexane
2. 3-ethyl-2,3- dimethylhexane
3. 3-methylheptane
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4. 4,4-diethyl-2,5,5- trimethyloctane
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6. 3-ethyl-4,5-dimethyloctane
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