so crAo DUC vA EAo rAo rV rur

cHQN DQI TUYEN

rcrANH HoA HSG THPT cAp QU9C cra NAU HQc 2023-2024

M6il thi: H6A HQc (Vdng 1)

on rnr cniNH rntlc Ngny thi:211912023
@e thi c6 04 trang) Thdi gian: 180 philt (kh6ng ke thdt gian phdt di)

Cho: I bar : 0,9869 atm; I pm: I0-12 *, s6 Avogadro Nt: 6,023.1023 mol'I;

Yrr-0'0592
nFn b @ 25'c); R:8,314 J.mol-t.K-1:0,082 l.atm. mol-|K-| ;

Hiing sii Ptank : 6,626.1t34J.s ; vqn tiic dnh sdng: c : 3.1ff m/s.
Sii hteungvyAnnh: Be:4; C:6; N:7; O:8; F:9; Al: I3; Cl:17; Fe:26; Ni:28-
Ngtyant*khiit: Li : 7; N : 14; O : 16; F : 19; S : 32; Cl : 35,5; Ag : I0B; Cu : 64.
Cflu 1 (3,75 tli6m):
1.1. Cho b0 b6n sO luo. ng tri electron cu5i ctng cria nguy€n tft c6c nguy6n t6 A, X nhu sau:
A: n: 2,I:1, fl: - 1, S : -l/2
X: n: 2,1: 1, fl : 0, s: *I/2
(C6c giittrf m tang ddn tu trrli sang phii)
a.Xic dinh A, X.
b. Bing thuytit VB, hdy gi6i thfch sg t4o thAnh phan tu XA.
c. XA c6 kh6 ndng t4o phric manh vdi nhiiiu kim lo4i chuytin ti6p. Gi6i thich sU hinh thenh
lien ktit trong phdn tri phric tNi(XA)+l bing thuy6t VB vd cho bii5t fi tinh cria phric.
d. Giei thich vi sao SiOz lai c6 nhiQt dQ n6ng chiy cao hcrn nhi6u so v6i XAz. (C
?.
1.2, Cho 99c giqtl4g'ng luqng ionl6a (eVfli€n ti6p nhu sau:
Ir Iz I: I+
5,95 18,82 28,44 119,96
Hdy cho bii5t c6c gi|trindng luqng ion h6a tr6n tucmg img v6i nguy6n tu nguy6n t6 ndo
sau ddy: Be; Al vd Fe.
f S. K6t qui thgc nghiQm cho th6y c6c li€n t<6t Ct-f' trong phdn tu CIF: c6 iIQ dii khr[c nhau
(169,8 pm vd 159,8 pm).DU do6n vd gi6i thich li6n ktft ndo trong phdn tu CIF: img vdi hai
giri tri trOn.
Cia2 (3,75 tti6m):
2.1. MOt vf dU don gi6n nfr6t vA img dpng cta co hgc luqng tu ld chuy6n ttQng cria vi h4t trong
giting th6 mOt chiAu vdi chiAu ddi a. Sg chuyi5n dQng cria vi h4t trong giting th6 mOt chi€u 6p
dUng cho c6c khi nhu Oz, Nz, ciic electron ru trong phdn tu li6n hgp n-rc.

Ndng luqrng cria hQ dugc tinh theo c6ng thr?cl E" l'n',
' = 8ma'
Trong d6: n ld sO t.u nhi€n kh5c 0, dugc ggi ld s6 luqng tri.
h ld hing sti Plunk
m ld ki6i luqng vi h4t chuyl5n ctQng (kg) (m. :9,L 103tkg)
a ld chidu ddi giting thC (m).
 tlng vdi m6i mric ndng luo-ng En n6u tr6n, nguditax6c etinh dugc mQt orbital phdn trl (vitit
tilt ld, MO-r) tucrng img, duy ntr6t. SU phdn b6 electron ru vdo cdc MO-n cfing tudn theo c6c
nguy6n ly vd quy t6c nhu sg phdn bd electron vdo ciic orbital cria nguy6n tri.
Phan tri p-carotene (hinh duoi) ld mQt hQ li6n hgpt n-n, c6 trong cri carrot ldm cho carrot c6
mdu cam.

a. Sri dUng m6 hinh hpt chuyi5n elQng trong giting thi5 mOt chidu, x6c ilinh khoang nd.ng lucr,ng
AE gifia mric ndng luqng cao nh6t chria electron (HOMO) vd mric ndng lugng th6p nh6t kh6ng
chria electron (LUMO) theo don vi J.
b. Tir nlng luqng ndy, gi6i thich t4i sao carrot c6 mdu cam. Cho chi€u ddi phdn tri p-carotene
a: 1850 pm.
Bing burirc s6ng cria 6nh sing tr6ng thAy vir mhu
Budc s6ng cria brfrc x4 Miu cria btfrc x4 Mhu trdng thiy
bi hfp thrr (Ao) bi hip thtl (miu ph+)
3800-4460 Tim Vang
4460-4640 Xanh chdm Vdng-cam
4640-5000 Lam Cam
s000-5780 Luc D6
5780-5920 Vang Tim
5920-6200 Cam Lam
6200-7200 E6 Luc

Z.2.Trongm[t trdi, c6 xiy ra mQt chu6i cric phin img hat nhdn nim trong chu trinh carbon-
nitrogen nhu sau:
lH+']c+A+y (1); A-+X+*!e (2); ]u+x-+G+y (3);
fH+c-+M+y G); M+E+*!e (5); ]u+e-+'|c+P+y (6).
a. Hodn thdnh c6c phan img h4t nhdn tr€n.
b. Chu trinh tr6n c6 phucmg trinh t6ng qu6t ld: +lH -+ lHe+2.\e
Tfnh ndng lugng gi6i ph6ng ra n6u I gram ln tham gia vdo chu trinh ndy.
Cho: Khdi tugng mol nguyOn tu cria lH vd lne mn luqt ld 1,00782g/mol vir4,00260 g/mol.
fnOi lugng ctia positron *!e lA 9,10939 " 10-28 g.
2.3. Tt nhiet etQ phdng ittin 1185K iron tdn t4i d d4ng Fe6x voi c6u truc l4p phuong tam kh6i, tir
1185K itiSn 1667K 6 d4ng Fey vcri c6u truc l$p phuong tdm diQn. O 293K, iron c6 khOi luqng
ri€ng d:7,874g1cm3.
a.Hdy tfnh b6n kinh cria nguy6n tt iron.
b. Ttuh kh6i lugng ri€ng cria iron 0 l25OK(b6 qua 6nh huong kh6ng <trlng ke do sg gian nd nhiQt).

Cho ktdi luqng mol cria: Fe: 55,847glmol.

Cdu 3 (4,25 tli6m):
3.1. Sri dgng chu trinh Born - Haber dC tinh ndng lugng ion h6a thri hai cria Ti tu c6c s6 li€u sau:
Ndng lucr,ng thdng hoa cria Ti1.y: 425,0 kJ.mol-r;
Ndng lugng phdn ly cria Ozlg;:
- 494,0 kJ.mol-r;
Ndng luqng ion ho6 thri nh6t cria Ti: 658,0 kJ.mol-r;
Ai lUc electron cria O: -I4I,5 kJ.mol-r;
Ai tuc electron cria O-: 797,5 kJ.mol-r;
Nhiet t4o thdnh ti6u chu6n cria TiOle: -416,0 kJ.mol-r;
Ndng luqng hinh thanh mang lu6i tinh th€ cria Tio1,): -3712,0 kJ.mol-r.
3.2. Phin img chuy€n h6a mQt lopi kh6ng sinh trong co th6 ngudi d nhiQt d9 37"C c6 hing sO
t6c t10 bing 4,2.1g-s 1s-r). ViQc t1i6u tri bing lo4i kh6ng sinh tr6n chi c6 ki5t qui n6u hdm luqng
kh6ng sinh lu6n ludn l6n hcm 2,00 mg tr6n 1,00 kg trgng luqng c<r thi5. MOt bQnh nhan n{ng
58kg u6ng m6l tAn 1 viOn thudc chria 300 mg kh6ng sinh d6
a. Khoing thcri gian giha2l6n u6ng thu6c tti ti6p ld bao lAu?
b. Khi bQnh nhdn sOt etin 38,5oC thi khoing c6ch gifta hai ldn u6ng thu6c thay <t6i nhu th6
ndo? Bit5t ring ndng luqng ho4t h6a cria phin ung b[ng 93,322 kJ/mol. (Coi Eu thay ct6i khdng
cl6ng k€ trong khoing nhiQt dQ dang x6t).
3.3. Ldm ho6 hoi 27 gram nudc l6ng d 25oC vd latm.
Cho: nhiQt ho6 hoi cta nudc: AnupH (100oC, latm) : 40,668kJ/mol;

nhiet dung el6ng 6p cinnudc 16ng: Cr,",o(,) =75,31J.K-t.mol-r;

nhiet dung cting 6p cria hoi nudc: Cr,n,o(r) =33,47J.K-t.mol-t;

C6c dfr kign tr6n coi nhu kh6ng d6i trong khoing nhiQt dO khio s6t.
a.Tinh AH, AS, AG cria hQ trong qu6 trinh h6a hoi n6i tr6n.
b. Dga vdo ktit qu6 thu dugc, hdy cho bii5t qu5 trinh h6a hoi cria nudc c6 th6 tp di6n rahay
kh6ng? Vi sao?
c.XLc dinh nhiet d0 tai d6 qu:i trinh h6a hoi cira nudc c6 th€ t.u xiy ra.
Ciu 4 (4,50 tli6m):
4.1. Cho dung dich X giim: Cu(NOr)z lM, NaCl lM & ili0u kipn chuAn (25oc,1bar).
a. D€ qu6 trinh diQn phdn dung dich X (ctiQn cgc tro, ddng ttiQn mQt chi€u) Uat eau thi cdn
hiQu rlign tn6 tOi thi6u ld bao nhi6u? ChApnhfn b6 qua h€t cilc quri trinh phq vd quri thti cria diQn
cuc.
b. DiQn ph6n 500m1 X trong thdi gian 8000s d cucmg dQ dong diQn ld 9,65{(hiQu su6t qu6
trinh cliQn phdn ld 100%). Sau 8000s, gifi nguyOn binh diQn phdn cttin khi dung dfch khdng thay
OOi t<trOi luqng. Tinh th6 tich khi (dkc) va khtii luqng kim loai thu dugc. Bitit sU oxi h6a ion
chloride thu dugc khi chlorine vd sU khri ion nitrate thu dugc khi nitrogen monoxide.
Cho: E!",. ,.u:0,34Y I EL',rr, = 1,36V.

4.2.Chopin diQn: (-) Agl AgNOr (0,001M), NazSzO: (0,lM) ll HCI (0,05M) lAgCl,Ag (+)
v6i Ep;n : 0,345Y, Eoee+tee : 0,8V.
a. Vi6t phucrng trinh phin ring xiy ra khi pin ho4t etQng.
b. Tinh Efurr,o.D-,on.
 c. Tfnh Tagcr
d. ThOm m6t it KCN vdo dung dich 0 nta tr6i cta pin. Epin SE thay d6i nhu th6 ndo?

cho bi6t: Ag* + 2szo]- tr-> [Ag(Szo:)z]3- 1gp,:13,46

Ag* + 2CN- c----) tAg(cN)zl- lEFr:2\

Cf,u 5 Q,75 tli6m):
5.1. Khi A ld hqp chatrdtd6c, c6 trong cri sin mi vd khi et6t ch6y cho n99n hia mdu tfm.
- Trong nudc, A |d mQt acid y6u vd xdy ra phan img thriy phan t4o mu6i ammonium cria
acid hiiu co.
- Trong phdng thi nghiQm, A c6 th6 elugc tli6u chi5 blng c6ch nh6 tt tir dung dich mui5i cta
n6 vdo dung dich HzSO+ dun n6ng.
- Trong cdng nghiQp, tli6u chiS a bing c6ch dun n6ng h6n hqp CO vd NHr vdi chdt xric t6c
ld ThOz & 500"C.
- Ir4udi cria A phan img chflm vdi COz c6 mit trong khdng khi.
- Khi c6 mit cria khi oxygen, dung dfch mudi cria A c6 th6 hda tan vdng n6n ding dC tacn
vang ra kh6i t4p ch6t.
a.X6c dinh A vd ggi t€n.
b. Vitit c6c phucrng trinh phan tmg d€ minh hga.
c. Trong t.u nhi6n A t6n tai tt6ng thdi d 2 dqngttdng phan. X6c efinh <I6ng phdn A vd gqi t€n.
5.2. Giei thich:
a. Vi sao phdn chua c6 th€ lam trong nu6c?
b. vi sao khi b6n ph6n d4m urea kh6ng n6n trQn chung vdi v6i t6i?
5.3. Trong mQt binh nu6c c6 chria nhi6u ion Na*, c**,Me*, HCOI- vd Cl-.
a.Hdy cho biiSt nudc trong binh ld lo4i nu6c cimg gi? Vi sao?
b. Dun s6i nu6c trong binh cho ettin ktri phan img xiy ra hod,n todn. Hdy cho bi6t tinh cfng
cta nu6c c6 thay elOi khOngt
sf1
- Thf sinh kh6ng dugc ding bing tudn hoan. -
- Gi6m thi kh6ng gi6i thfch gi th6m.
- Hg vd t6n thi sinh:........ SBD: / Phdng:
- Gi6m thi 1: ............ Gi6m thi2:
sd crAo DVC vA DAo r4o rY THT CHQN DQI TUYEN
xHANn HoA HSG THpr cAp euoc cr,q, NAIU HQC 2023-2024

M6n thi: H6A HQC (Vdng 2)

on rnr cniNH THtIc Ngiry thi:.22/9/2023
@e thi cd 05 trang) Thdi gian: 180 philt (kh6ng ke thdi gian phdt di)

Cf,u I (5,00 tti6m): Phenol (CoHsOH) dugc ph6t hiQn vdo ndm 1834, khi n6 dugc chi€t xudt
tu nhUa than d6. Ngdy nay, phenol vir c6c d6n xu6t cria phenol dugc ring dr,rng rQng rdi trong
^i-- -':
-+r': song
o0l va san x (duqc sri dgng eC Aieu chi5 mOt s6 lo4i phAm nhuQm, thu6c n6, trong
^:'.^ -'u6t
ngdnh c6ng nghiQp ch6t d6o, tcr h6a hgc...).
1.1. Hay vit5t scr AO AiAu chti phenol ttr benzene vd chc chdtvd co cdn thitit (efiAu kiQn phin
img vd dung cp phin ring xem nhu ttdy dt).
l.2.Hay gi6i thich:
a. Vi s6o phenol l4i c6 tinh acid m?nh hcrn cyclohexanol?
b. Vi sao phenol dE dang lim m6t mdu dung dich bromine & diAu kiQn thuong trong khi
betzenekh6ng co tinh ch6t nay?
1.3. Cho mQt sd ddn xu6t ctia phenol:
OH OH
Noz

ozN

(A) (B)

a. So s6nh tinh acid cria (A), (B) vd (C) (c6 gi6i thich).
b. So s6nh nhiQt dQ n6ng chiy cria (A), (B) vd (C) (c6 gi6i thich).
1.4. N6u gin th6m hai nh6m thti nitro vdo vi tri 3 vd 5 cria hai ch6t p-nitrophenol @) vd
p-cyanophenol (E) thi thu dugc (F) vd (G):

a.Hdy dua ra gi6i thich cho nghich li tr6n

b. Thay vi giin th6m hai nh6m th6 nitro, ta lai gin th6m hai nh6m cyano vdo vitri 3 vd 5
cria hai ctr6t p; va @) <16 thu dugc (F') vd (G').Hdy dp dorln sF kh6c biQt ve tinh acid cria
(F') vd (G'). Gi6i thfch vi sao l4i c6 sr,r kh6c biQt nhu vay?
Ciu2 (3,00 di6m): Paracetamol (hay cdn ggi ld acetaminophen) ldhoat ch6t c6 t6c dUng
giim dau vd h4 s6t; paracetamol thucrng dugc chi dinh <1i6u tri trong c6c trudng hgp dau vd
,<. .. -^ I ra !-- +^-- t--.--- +^-- -x^- L-
'
sor ru nng oen vua nhu dau dAu, dau co, dau khdp, dau lung, dau rdng, h4 sdt... Thudc ctng
c6 tfuc dpng gi6m dau d6i v6i ngudi b! vi6m khop nhg, trudng hqp viOm nflng hcrn nhu vi6m
stmg khorp co thi viQc sri dUng Paracetamol sE kh6ng hiQu qu6.
Phdn tich thdnh phAn c6c nguy6n tO trong paracetamol cho th6y thdnh phAn phdn
trdm kh6i luqng c.ira c6c nguy6n tO lAn luqt ld: 63,56yo C,6,00yoH,9,27yo N vd 21 ,17yo O.
2.I.DVavdo kh6i ptrO 6AS - Mass Spectrometry) cria Paracetamol (hinh b€n du6i), h6y x6c
dinh c6ng thric ph6n tri cria Paracetamol.
100

>\
(/>
o)60
C
q)

e40'
E<D

z5 75 100 LZs 150

rn/z
I
" mQt
Cho bitit tdn sO dao dQng d{c tnmg cria ^. s6 li6n k6t trOn ph6 IR (Infrared
Spectroscopy) (hinh b6n dudi):
Loai li€u k€t TAn s6 lcmr) Lo4i li6n kdt TAn s6 1cm-t1

-O-H l, . .,i a: 3200-3600

t- 750-1 850
-(J 1

2200-3600
1 700-1750

3350-3500
HO
I.'*-
.c=o' 1 700-1 750
-55UU tr

\ C-H
: H
3000-3100
/" c:o: 1680*1750
n

2850-3000 HrN
-I
"/" 1 650-1700
ft
Q'
2750128s0
ib-:H.
1600-1700

i
^.::; 210o_z200 1450-1600
1 650-2000
2.2.Dgavdo ph6 IR (Infrared Spectroscopy) cta Paracetamol (hinh bOn dudi), hdy dtr clo6n
c6c nh6m chirc c6 th6 xuAt hiQn trong c6ng thric cAu t4o cta Paracetamol.

o
o
(g
.=
E
a
-(o
L 0.4
F

4000 3000 2000 1666 1000

Wavenumber (cm-1)
2.3. Dga vio ph6 lH-NIr,R. (tH - Nuclear Magletic Resonance Spectroscopy) cria
Paracetamol (hinh b6n du6i) hdy xiic dfnh cdng thr?c cdu t4o cria Paracetamol.

3X sB gs I
Yt Ti fY I

iii" l'
li
-.; _;

2H 2H

tlo l0^5 lto 9j s.a &s 8.0 ?.J ?-s 5.t 6.s !; J.$ 4.5 ,1.0 3 5 t0 ?J 1"0 15 t.0 0s 6.0 -0J -t"'
fl (rfq)
cflu 3 (4,00 rli6m):
3.1. Sabinene ld mQt terpene g6p phAn t4o n6n vi cay cria h4t ti6u den vd le thenh ph6n chinh
cria dAu hat cd r6t.
Sabinene c6 t€n IUPAC ld 4-methylene-l-(1-methylethyl)bicyclo[3.1.0]hexane.
a. Bii5u di6n crlc d6ng phdn c6u hinh cta sabinene.
b. Chgn mQt d6ng phan c6u hinh cria sabinene rdi cho ph6n img hodn toan vdi Hz du c6
m4t Ni ldm xric t5c. BiiSu di6n c6u d4ng b€n cria c6c sin phAm sinh ra.
Sabinene dung trong c6ng nghiQp thgc phAm dugc t6ng hgrp theo so dd sau:
*uo"-^ x, Sabinene
6-methyrheptane-2,5-dione - ^,*5-^ I, %. ^x, ^5'""firoi$
2 UrO -{Crtt, ^, Zn (Cu) (CeH16O)
1C*t-ttrO; aO)
(Le

c.X6c dinh cdu t4o cria Xr, Xz, Xt, Xl.

3.2. Hydrocarbon A (CoHro) khdng c6 ddng phan 10p th6 vd 1 mol A chi ldm m6t mdu I mol
Brz (trong dung dich CCt+) d nhiet dQ thucrng. A phin img vdi lu-ry-ng du Hz (xric t6c Ni, dun
n6ng) t4o thdnh c6c hgrp ctr6t ta d6ng phan c5u t4o cta nhau c6 cirng CTPT CoHr+. Trong
dung dich acid H:PO+ 50yo, A chuy6n thAnh C (CoHrzO) kh6ng ldm m6t mdu dung dich
KMnO+ hci{c dung dfch BrzlCClq (t nhiet dQ thuong. ChC h6a C v6i CrO:/pyridine thu dugc
D. Xt ly D vdi m-CPBAthu dugc 2 shnphdm Er vd Ez ld cl6ng phdn c6u t4o ctia nhau c6
cirng CTPT CoHroO z, trong d6 Er ld sin phAm chinh. Khri h6a Er vd Ez bing LiAIH+ thu
dugc Fr vd Fz c6 cirng CTPT CoHr+Oz; Fr hodc Fz phdn img v6i PCC thu dugc san phAm
tucrng img Xr vd Xz, trong d6 Xr c6 phin img iodoform. X6c dinh c6u t4o cria A, C, D, Er,
Ez, Ft, Fz, Xr, Xz.
3.3. Ozone phdn hydrocarbon M sau d6 xri \f bing DMS thu dugc hgrp ch6t N c6 c5u trric
nhu sau:

V\L,.
Hydrogen h6a M (xric t6c Ni, dun n6ng) tao ra h6n hqrp T g6m cric ctdng phdn c6 cdng
thric CroHzo.
a.X6rc itfnh cdng thric c6u t4o cria M vd cric ddng phdn trong h6n hqp T.
b. Ve c6u d4ng [An nrr6t cria m6i ctdng phdn tronlg trdn hqp T. /\r/V
Ciu 4 (5,00 tli6m):
4.1. Chuy6n vf Cope xiry rakhi dun n6ng 3-methyl-hexa-1,5-diene 0 300'C thu dugc
(E)-hepta-1,5-diene. Vit5t co ch6 cho phin img.
4.2.Yi€:tco chti cho c6c quri trinh chuytin h6a sau:
a.

\\, o +NaoEi
€totl
4.3. Ndm 1967 Watson vd cic cQng sg dd t6ng hqp duoc mQt sesquiterpenoid le
isonootkatone theo so d6 nhu sau:
1) NaCH(Co2E$2 / DME MeOH/ H" NaH, DME
C.....................'....*D 'E
2) H3O'

1) LiArH4
(cH2oH)2 2)MeSOzCl, NEtg
G

X5c elinh cdu tnic c6c chdt chua bi6t.

4.4. Cilcph6n img pericyclic dugc sri dpng <IC t6ng hqp nhirng hq'p ch6t tg nhi6n endiandric
aclcs. ^^.
rar ca cac phin img du6i ttdy tl€u ld phdn img electrocyclic vd phin img cQng d6ng
']'i"l' Y
vdns Diels-Alder,
'z t)
,6 tf
H2
tI + Y a(tu) tc
Lindlar catalyst

(v)

(iii)

endiandric acid B

endiandric add C

X6c <linh c6u truc c6c hgp ch6t Y, Z, endiandric acid

Ciu 5 (3,00 tti6m):
5.1. Disaccharide A (CnHzzOrz) khdng phin img vdi dung dich thu6c thri Tollens (dung
dich AgNO:A{H:) vd kh6ng bi quay c6u hinh. A bi thu} phdn b&i enryme o-glucosidase
nhtmg kh6ng bi thuf phdn bdi p-glucosidase. Methyl ho6 1 mol A tOi tttuy' phdn, t1o ta 2
mol 2,3,4,6 -tetra- O -methyl-D- glucose.
a.Xdc ttfnh c6ng thric c6u t4o cria A.
b. C6 bao nhi€u mol formaldehyde vd bao nhi6u mol formic acid t4o thdnh trong phan
img cria 1 mol A vdi luqng du periodic acid?
5.2. Thriy ph6n hodn toan polypeptide A ngudi ta thu dugc cric amino acid:
Val Trp Metz Glyz Lys Alaz Ile Pro Asp Arg Tyr Cy;.
Thriy phdn A bing eirymitrypsin tli ttru dugc ta" peptiOe sa'u:
Val-Irp-Met-Gly-Lys Ala-Ile-Pro-Met-Asp-Arg Tyr-Ala-Gly-Cys.
Ntiu dirng enryme chymotrypsin thi thu dugc:
Ala-Gly-Cys Val-Trp Met-Gly-Lys-Ala-Ile-Pro-Met-Asp-Arg-Tyr
Hdy x6c dinh trinh t.u cilc amino acid trong A.
rJD'n

- GiSm thi kh6ng gi6i thich gi th6m.

- Hq vd tOn thi sinh:........ SBD:.......
- / Phdng:
- Gi6m thi I : Girim thi 2: