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4.11 Draw a bond-line drawing for each of the following compounds: (2) 3-Isopropyl-2.4-dimethylpentane _(b) 4-Ethyl-2-methylhexane (0) 1,1.2,2-Tetramethylcyclopropane I 4.10 Provide a systematic name for each of the following compounds below: — i Nome ti : 374 jo riwathilorrane ta BT tnt, 4 2 x h) 0 : Socal, Arb WL SSebutyl tp todd Fane ordi hager A ne Scectlewoe A Teck -butyhep tone 5 or e a / 6 3~Detsepropylcyhopentora S-Fry 2,8. dime Ryton ) SKILLBUILDER REVIEW 18.1. ASSEMBLING THE SYSTEMATIC NAME OF AN ALKENE STEP ideuly the parts | STEP2_\dentlyand name the | STEP Nunber the parent Groom thelnges cae sibitvent tha anda oeincserterbond | toescrau E = : > Try Problems 8.1-8.3, 8505, 8.1 Provide a systematic name for each of the oe rete bape fh dnc pnts ae ee 8.2. Drawa bond-line structure for each of the following compounds: ” (2) 3-Isopropyl-2,4-dimethyl-2-pentene (b) 4-Ethyl-2-methyl-2-hexene (c) 1,2-Dimethylcyclobutene (The name of a cycloalkene will not include a locant to specify the position of the bond, because, by definition, itis assumed to be between C1 and C2) , x IZ b o SKILLBUILDER REVIEW 10.1. ASSEMBLING THE SYSTEMATIC NAME OF AN ALKYNE STEP 2 deny ardrame STEP thenberthe “STEP Aasemble the subst occas she pa bond Retna oeuwort HN Weg thy Somethyt prop 4-4-Sept ag > Try Problems 101-104, 1035, 10.35 Provide a systematic name for each of the following compounds: ey J és . eee Se a 6 4n-dielor -B-hoayre (a) 2,2,5-Firvhf-S-toxyre (b) Clee hy 6 * GQ aby © \s2 @ FA jnPeage remo“) mete buciye- 10.36 Draw a bond-line structure for each of the follwing compounds: (a) 2-Heptyne (b) 2,2-Dimethyl-4- Beane (c) 3,3-Diethylcyclodecyne 4 % Ae ‘ ae by @ ee SKILLBUILDER REVIEW 18.1. NAMING @ POLYSUBSTITUTED BENZENE On Chioro OH ot ai ® a0 LL . Sam fi > Try Problems 18.1-185, 16.28, 1829, 18.33 18.1 Provide a systematic name for each of the following compounds. ° Hy a ies “oe H (a) (b) (e) ‘OH Stipapplonaatdehye- Lramobliene. AA-dinibopheral OH BN _Uar y 4 “ee i (@) e) a s-ageoppeienet Lh. -ip_discpythentene yb -dthomo-a-hon 18.29 Drawa structure for each of the following compounds. {a) ortho-Dichlorobenzene LF Anisole (c) meta-Nitrotoluene (d) Aniline ibromophenol (9) para: ie Tor Soe a eee 6 a w pn ae SKILLBUILDER REVIEW 13.1 NAMING AN ALCOHOL ster} Oueretatrget Sers24N02 Gente sera suena, UE er Sceieer | SAG | See | Salo Rntcocenne etree ae ci =e aden | o AO nA i - aes ~ ea eee ie bn ciagenue:, ganas — > Toy Prblons 184,182, 1830,183tea 43.1. Provide an IUPAC name for each of the following alcohols: on onl ro 4 "OH a ee @) BF Br 3 e) Se ete ant spied diated, — (ap, hrrnofaln 13.2 Draw the structure of each of the following compounds: (2) (F-3,3-Djpromocyclohexanol_ (b) (9-2,3-Dimethyl-3-pentanol . br am ‘on 43.31 Draw the Miructure of each compound: (a) cis-1,2-Cyclohexanediol (b) Isobutanol (A) (R}-2,2-Dimethyl-3-heptanol on” (9)-2- Heine 14 butatol ATA AV (©) 2.4,6-Teinitrophenol @ iso glycol 14.1. NAMING AN ETHER COMMON NAME common wan SYSTEMATIC NAME oven +0. 1) Choose the parent (the more complex side). — simpsons, [Me a 2 ent a sending es Gp) a iiaten Astin oats og ons arie' 0 S OU alphabetically 4) Assemble substituonts alphabetically with locants. met Stone cenigston tay chen comers cy a ery phen eer = a > To Probloms 141-143, 1420, 14.22 14.1 Provide an IUPAC name for each of the following compounds. eee y.< oe a oe 2 Bhesypene 8) chre-enyyart 4-Bichlero. F cthoxghorene 14.2. Draw the structure of each of the following cbmpounds. (a) (R)-2-Ethoxy-1,1-dimethylcyélobutane 1 (b) Cyclopropyl isopropyl ether cee 20-1 NAMING ALDEHYDES AND KETONES i Assign the STEP Chore STEP2AND9 dently STEP Anemblethe STEPS. As shan contanng ‘hesubctuenendestin edie spnabatcty, _ciguation of any cay ‘group, ard runber teane ee ill seem rang fem the and lovee Moy 2SR ae > ry problems 201-204, 204426 20.1 Assign a systematic (IUPAC) name to each of the following compounds: et rth ty we eee (318-4 a sw 82,55 thaneifeylotenone 0. i H @y . C} 9 paopytqertnal, Cyclohutaneombal dehyde, 20.2 Draw the structure of each of the following compounds: {a) (9)-3,3-dibromo-4-ethylcyclohexanone __ {b) 2,4-dimethyl-3-pentanone. (0. 3.brgmobutanal by op 4 Bins C5) anit 20.44p Provide » systematic (UPAC) name for each of the fol- lowing compounds: ae ice 38)30) sha-elgiatote ee wo AN ae. eth -2-buterat (5)-4- methyl - $-haxarene 20.45 Draw the structure for each compound below: (@) propanedial (b) 4-phenylbutanal (6) (5-3-phenylbutanal (d) 3,3,5,5-tetramethyl-4-heptanone (€) (R}-3-hydroxypentanal () meta-hydroxyacetophenone (g) 2.4,6-trinitrobenzaldehyde (h) tribromoacetaldehyde () (3R4R)-3,4-dihydroxy-2-pentanone % % © by AL & r Ok, cet L BAA 9 OG butangtiore ACC On guceinic acid 4 © pthansic acid A, y triaad vn 21.1 Provide both an IUPAC name and a common name for 4 o each of the following compounds: ick +0" on (a) HO2C(CH2)sCO2H (6) CH3(CH),CO2H re () CeHsCO2H (d) HOZCICH: IpsCOsh”” Tip po (e) CHyCOOH (f) HCO,H © bertraarbng oct Orn reo 21.2 Draw the structure of each of the following compounds: (a) Cyclobutanecarboxylic acid (b) 3,3-Dichlorobutyric acid at (0) 3,3-Dimethylglutaric acid Oe oR KE 3 OEE AO Nort 21.3 Provide an IUPAC name for each of the following compounds: Ox 0H 7 + ©) oe Ea aehfense Aelomebufhexancic acid A-pnpyerbarcic O03 (S)-2-amuro-3-punylpoparoie. aa Naming Acid Halides Acid halides are named as derivatives of carboxylic acids by replacing the suffix “ic acid” with “yl halide”: ee oe Acetic acid Acetyl bromide Benzoic acid Benzoyl chloride When an acid halide moiety is connected to a ring, the suffix “carboxylic aci “carbonyl halide”, for example, oO O° Cyclohexanecarboxylic acid Cyclohexanecarbonyl chloride is replaced with a 21A2_ Provide a rame for each of the following compounds oe 5 S AN awk a <4 Os © ca ol rh wy prion capa! stone on so ale ping 9 ee Co! @ o sate. 21.41 Identify a systematic (IUPAC) name ciet eat tne PM a following compounds. ° ‘ (b) optopertarcapatc 8A aS tergrrboamie cl Try Probloms 23.1-23.3, 23.42, 23.46, 23.47 23.1. Assign a name for each of the following compounds: oN NH HO, NH2 (d) ) . (e) Le sichefarine 1:99 3 opm ebeenannee (45,38)- $-omminceyplofecanct Sb atodesteocre eltettnaamnns each of the following compounds: (a) Cyclohexylmethylamine (b) Tricyclobutylamine (©) 2,4-Diethylaniline o (AR25-2-Methyleycloheranamipg (0 ontho-Amingenzaldehye ' oe oe ey ox > tls o y 23.42 cele the following compounds: (a) N-Ethyl-N-isopropylaniline (b) N,N-Dimethyleyclopropylamine () (2R,39)-3-(N,N-Dimethylamino}-2-pentanamine (d) Benzylamine 4) Dorn » \yZ 4 x 2 o = 0. Sin. we 15 Hinh thire 2: Bai ta 1. Cho biét cdc phan img sau day thuéc loai nao: CH; i one 4 HO —> CH;—C—OH + HBr CH: pea / CH: 8 then ug, BE ois su Sa eta CECH CH gas. CHACHCHCH 4 Leb shy, Gag} ! OCls is CHsCH.CHCHs. “pyre, 0°C" CH;CH=CHCH; OH Phen uy Ach, Loa CH; HC Br CH Br + HBr =. y + sranulng aig, H;C OH CHyaat CH, H,504 4. Cr) phan ub ich Kecu’ O + H,0 4.10 PREDICTING PHYSICAL PROPERTIES Iertty dpole-dpole —STER2_ dently M bonding nteractons STEP 3 idenuly number of ator sors ad ety We How Hono WH Hy om ‘ i i i : Ihe gow WOC—G—G— Wve Mee BH HEE EH vg HE CEO, Hye “cy yc, i ror Ve est (OT Ab ok gm pee Jol He eM How HAA Hy ‘her boing Wane Sia Hone being > Try Problems 1.32, 1.33, 1.52, 153,14 eh Bay 80 4G 1.33, Arrange the following compounds in order of increasing boiling point: A Sat [OTE ag hed BKB)

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