9701 y16 Specimen Chemistry Data Booklet PDF

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Cambridge Pre-U Revised Syllabus

Data Booklet Cambridge International Advanced Subsidiary and Advanced Level in Chemistry (9701)

For use from 2016 in all papers for the above syllabus, except practical examinations.

CSTxxx **

Cambridge Pre-U Revised Syllabus Contents: Tables of Chemical Data Page no. 1 2 3 4 5 6 7 8 9 10 11

Important values, constants and standards Ionisation energies (1st, 2nd, 3rd and 4th) of selected elements in kJ mol–1 Bond energies Standard electrode potential and redox potentials, E at 298K (25 °C) Atomic and ionic radii Typical proton (1H) chemical shift values (δ) relative to TMS = 0 Typical carbon (13C) chemical shift values (δ) relative to TMS = 0 Characteristic infra-red absorption frequencies for some selected bonds The orientating effect of groups in aromatic substitution reactions Names, structures and abbreviations of some amino acids The Periodic Table of Elements

2

3 4 5 7 10 12 13 14 15 16 17

Cambridge Pre-U Revised Syllabus 1 Important values, constants and standards molar gas constant

R

= 8.31 J K –1 mol–1

the Faraday constant

F

= 9.65 × 104 C mol –1

the Avogadro constant

L

= 6.02 × 1023 mol –1

the Planck constant

h

= 6.63 × 10

speed of light in a vacuum

c

–34

Js

8

= 3.00 × 10 m s –1

mp = 1.67 × 10–27 kg

rest mass of proton, 11H rest mass of neutron, 1 n

mn = 1.67 × 10

–27

kg

0

rest mass of electron,

0

e

me = 9.11 × 10 –31 kg

−1

electronic charge

e

= –1.60 × 10

–19

3

C –1

molar volume of gas

Vm = 22.4 dm mol at s.t.p. Vm = 24.0 dm3 mol–1 under room conditions (where s.t.p. is expressed as 101 kPa, approximately, and 273 K [0 °C])

ionic product of water

–14 2 –6 Kw = 1.00 × 10 mol dm (at 298 K [25 °C])

specific heat capacity of water

– 1 –1 = 4.18 kJ kg K (= 4.18 J g–1 K–1)

3

Cambridge Pre-U Revised Syllabus 2 Ionisation energies (1st, 2nd, 3rd and 4th) of selected elements, in kJ mol–1 Proton number 1

First 1310

Second –

He

2

2370

5250

–

–

Li

3

519

7300

11800

–

Be

4

900

1760

14800

21000

B

5

799

2420

3660

25000

C

6

1090

2350

4610

6220

N

7

1400

2860

4590

7480

O

8

1310

3390

5320

7450

F

9

1680

3370

6040

8410

Ne

10

2080

3950

6150

9290

Na

11

494

4560

6940

9540

Mg

12

736

1450

7740

10500

Al

13

577

1820

2740

11600

Si

14

786

1580

3230

4360

P

15

1060

1900

2920

4960

S

16

1000

2260

3390

4540

Cl

17

1260

2300

3850

5150

Ar

18

1520

2660

3950

5770

K

19

418

3070

4600

5860

H

Third –

Fourth –

Ca

20

590

1150

4940

6480

Sc

21

632

1240

2390

7110

Ti

22

661

1310

2720

4170

V

23

648

1370

2870

4600

Cr

24

653

1590

2990

4770

Mn

25

716

1510

3250

5190

Fe

26

762

1560

2960

5400

Co

27

757

1640

3230

5100

Ni

28

736

1750

3390

5400

Cu

29

745

1960

3350

5690

Zn

30

908

1730

3828

5980

Ga

31

577

1980

2960

6190

Br

35

1140

2080

3460

4850

Rb

37

403

2632

3900

5080

Sr

38

548

1060

4120

5440

Ag

47

731

2074

3361

5000

I

53

1010

1840

3000

4030

Cs

55

376

2420

3300

4400

Ba

56

502

966

3390

4700

4

Cambridge Pre-U Revised Syllabus 3 Bond Energies 3(a) Bond energies in diatomic molecules (these are exact values) Homonuclear

Heteronuclear

Bond

Energy / kJ mol –1

Bond

Energy / kJ mol –1

H⎯H

436

H⎯F

562

D⎯D

442

H ⎯C l

431

N≡N

944

H⎯Br

366

O=O

496

H⎯I

299

P≡P

485

C≡O

1077

S=S

425

F⎯F

158

Cl ⎯Cl

242

Br⎯Br

193

I⎯I

151

5

Cambridge Pre-U Revised Syllabus 3(b) Bond energies in polyatomic molecules (these are average values) Homonuclear Bond

Heteronuclear Energy / kJ mol

–1

Bond

Energy / kJ mol –1

C⎯C

350

C⎯H

410

C=C

610

C ⎯C l

340

C≡C

840

C⎯Br

280

….

C C (benzene)

520

C⎯I

240

N⎯N

160

C⎯N

305

N=N

410

C=N

610

O⎯O

150

C≡N

890

Si⎯Si

225

C⎯O

360

P⎯P

200

C=O

740

S⎯S

265

C=O in CO2

805

N⎯H

390

N ⎯C l

310

O⎯H

460

Si⎯Cl

360

Si⎯H

320

Si⎯O (in SiO2(s))

460

Si=O (in SiO2(g))

640

P⎯H

320

P⎯Cl

330

P⎯O

340

P=O

540

S⎯H

340

S⎯Cl

250

S⎯O

360

S=O

500

6

Cambridge Pre-U Revised Syllabus 4 Standard electrode potential and redox potentials, E

at 298 K (25 oC)

For ease of reference, two tables are given: (a) an extended list in alphabetical order; (b) a shorter list in decreasing order of magnitude, i.e. a redox series. (a) E

in alphabetical order Electrode reaction –

Ag+ + e Al 3+ + 3e – Ba2+ + 2e – – Br2 + 2e 2+ Ca + 2e – – Cl2 + 2e + 2HOCl + 2H + 2e – – – Cl O + H2O + 2e 2+ Co + 2e – Co3+ + e – [Co(NH3)6]2+ + 2e– Cr2+ + 2e – Cr3+ + 3e – Cr3+ + e– Cr2O72– + 14H+ + 6e – Cu+ + e – Cu2+ + 2e – Cu2+ + e – [Cu(NH3)4]2+ + 2e– – F2 + 2e Fe2+ + 2e – Fe3+ + 3e – Fe3+ + e – [Fe(CN)6]3– + e – – Fe(OH)3 + e + 2H + 2e – 2H2O + 2e– I2 + 2e – K+ + e– Li+ + e – Mg2+ + 2e– Mn2+ + 2e– Mn3+ + e– MnO2 + 4H+ + 2e – MnO4 – + e – + – – MnO4 + 4H + 3e + – – MnO4 + 8H + 5e NO3– + 2H+ + e – NO3 – + 3H+ + 2e – + – – NO3 + 10H + 8e

E /V Ag Al Ba – 2Br Ca – 2Cl Cl2 + 2H2O – – Cl + 2OH Co Co2+ Co + 6NH3 Cr Cr Cr2+ 2Cr3+ + 7H2O Cu Cu Cu+ Cu + 4NH3 – 2F Fe Fe Fe2+ [Fe(CN)6]4– – Fe(OH)2 + OH H2 H2 + 2OH– 2I– K Li Mg Mn Mn2+ Mn2+ + 2H2O MnO42– MnO2 + 2H2O Mn2+ + 4H2O NO2 + H2O HNO2 + H2O NH4+ + 3H2O

7

+0.80 –1.66 –2.90 +1.07 –2.87 +1.36 +1.64 +0.89 –0.28 +1.82 –0.43 –0.91 –0.74 –0.41 +1.33 +0.52 +0.34 +0.15 –0.05 +2.87 –0.44 –0.04 +0.77 +0.36 –0.56 0.00 –0.83 +0.54 –2.92 –3.04 –2.38 –1.18 +1.49 +1.23 +0.56 +1.67 +1.52 +0.81 +0.94 +0.87

Cambridge Pre-U Revised Syllabus Electrode reaction +

–

Na + e Ni2+ + 2e– [Ni(NH3)6]2+ + 2e– H2O2 + 2H+ + 2e– HO2– + H2O + 2e– O2 + 4H+ + 4e– – O2 + 2H2O + 4e O2 + 2H+ + 2e– O2 + H2O + 2e– Pb2+ + 2e – Pb4+ + 2e – PbO2 + 4H+ + 2e – SO42 – + 4H+ + 2e – S2O82–+ 2e – S4O62–+ 2e – Sn2+ + 2e – Sn4+ + 2e – V2+ + 2e – V3+ + e– VO2+ + 2H+ + e – VO2+ + 2H+ + e – VO3– + 4H+ + e – Zn2+ + 2e –

E /V Na Ni Ni + 6NH3 2H2O – 3OH 2H2O – 4OH H2O2 – – HO2 + OH Pb Pb2+ Pb2+ + 2H2O SO2 + 2H2O 2SO42– 2S2O32– Sn Sn2+ V V2+ V3+ + H2O VO2+ + H2O VO2+ + 2H2O Zn

–2.71 –0.25 –0.51 +1.77 +0.88 +1.23 +0.40 +0.68 –0.08 –0.13 +1.69 +1.47 +0.17 +2.01 +0.09 –0.14 +0.15 –1.20 –0.26 +0.34 +1.00 +1.00 –0.76

All ionic states refer to aqueous ions but other state symbols have been omitted.

8

Cambridge Pre-U Revised Syllabus (b) E

in decreasing order of oxidising power

(a selection only – see also the extended alphabetical list on the previous pages) Electrode reaction –

F2 + 2e S2O82–+ 2e – H2O2 + 2H+ + 2e– MnO4 – + 8H+ + 5e – PbO2 + 4H+ + 2e – Cl2 + 2e – Cr2O72– + 14H+ + 6e – O2 + 4H+ + 4e– – Br2 + 2e – ClO + H2O + 2e– + – – NO3 + 10H + 8e + – – NO3 + 2H + e + Ag + e – Fe3+ + e – I2 + 2e – – O2 + 2H2O + 4e Cu2+ + 2e – SO42 – + 4H+ + 2e – Sn4+ + 2e – S4O62–+ 2e – 2H+ + 2e – Pb2+ + 2e – Sn2+ + 2e – Fe2+ + 2e – Zn2+ + 2e – 2H2O + 2e – V2+ + 2e – Mg2+ + 2e– Ca2+ + 2e – K+ + e–

E /V –

2F 2SO42– 2H2O Mn2+ + 4H2O Pb2+ + 2H2O 2Cl – 2Cr3+ + 7H2O 2H2O – 2Br – Cl + 2OH– NH4+ + 3H2O NO2 + H2O Ag Fe2+ 2I– – 4OH Cu SO2 + 2H2O Sn2+ 2S2O32– H2 Pb Sn Fe Zn H2 + 2OH– V Mg Ca K

9

+2.87 +2.01 +1.77 +1.52 +1.47 +1.36 +1.33 +1.23 +1.07 +0.89 +0.87 +0.81 +0.80 +0.77 +0.54 +0.40 +0.34 +0.17 +0.15 +0.09 0.00 –0.13 –0.14 –0.44 –0.76 –0.83 –1.20 –2.38 –2.87 –2.92

Cambridge Pre-U Revised Syllabus 5 Atomic and ionic radii (a)

(b)

Period 1

atomic / nm

ionic / nm

single covalent

H

0.037

H

van der Waals

He

0.140

Period 2

atomic / nm

ionic / nm

metallic

Li

Li+

single covalent

0.060 2+

0.112

Be

0.031

B

0.080

B3+

0.020

0.077

4+

0.015

C

C4 –

0.260

3–

0.171

N

0.074

N

O

0.073

O2–

0.140

F

0.072

F

–

0.136

van der Waals

Ne

0.160

Period 3

atomic / nm

ionic / nm

metallic

Na

Na+

Si4 –

0.271

single covalent

(d)

0.208

Be

C

(c)

0.152

–

0.186

2+

0.095

Mg

0.160

Mg

0.065

Al

0.143

Al 3+

0.050

Si

4+

Si

0.117

0.041

P

0.110

P3–

0.212

S

0.104

S2–

0.184

Cl

0.099

van der Waals

Ar

0.190

Group 2

atomic / nm

ionic / nm

metallic

Be

0.112

Be2+

0.031

Mg

0.160

Mg2+

0.065

Ca

0.197

2+

Ca

0.099

Sr

0.215

Sr2+

0.113

Ba

0.217

Ba2+

0.135

0.220

2+

0.140

Ra

Cl

Ra

10

–

0.181

Cambridge Pre-U Revised Syllabus

(e)

Group 14

atomic / nm

single covalent

C

0.077

Si

0.117

Si4+

0.041

Ge

0.122

Ge2+

0.093

0.162

2+

0.112

2+

0.120

metallic

Sn Pb

(f)

(g)

ionic / nm

Sn

0.175

Pb

Group 17

atomic / nm

ionic / nm

single covalent

F

0.072

F–

Cl

0.099

Cl

–

0.181

–

0.195

Br

0.114

Br

I

0.133

I–

At

0.140

First row transition elements

atomic / nm

metallic

Sc

0.136

0.216

ionic / nm Sc3+

0.164 2+

Ti

0.146

Ti

V

0.135

V2+

Cr

0.129

Cr

2+

2+

3+

0.090

Ti

0.079

V3+

0.073

Cr

3+

3+

0.081 0.067 0.064 0.062

Mn

0.132

Mn

0.067

Mn

0.062

Fe

0.126

Fe2+

0.061

Fe3+

0.055

0.125

2+

0.078

2+

0.053

Co

Co

2+

Ni

0.124

Ni

Cu

0.128

Cu2+

0.073

0.135

2+

0.075

Zn

Zn

11

0.070

Co Ni

3+

0.056

Cambridge Pre-U Revised Syllabus 6 Typical proton (1H) chemical shift values (δ) relative to TMS = 0 type of proton

environment of proton alkane

example structures

chemical shift range (δ)

–CH3, –CH2–, >CH–

0.9–1.7

CH3–C=O, –CH2–C=O, >CH–C=O

2.2–3.0

alkyl next to aromatic ring

CH3–Ar, –CH2–Ar, >CH–Ar

2.3–3.0

alkyl next to electronegative atom

CH3–O, –CH2–O, –CH2–Cl, >CH–Br

3.2–4.0

attached to alkyne

≡C–H

1.8–3.1

attached to alkene

=CH2, =CH–

4.5–6.0

alkyl next to C=O

C–H

attached to aromatic ring

H

6.0–9.0

O aldehyde

R

C

9.3–10.5

H alcohol

O-H (see note below)

RO–H

0.5–6.0

phenol

OH

4.5–7.0

O carboxylic acid

R

C

9.0–13.0

O alkyl amine

H

R–NH–

1.0–5.0

aryl amine

NH2

N-H (see note below)

3.0–6.0

O

amide

R

C

5.0–12.0 N

H

Note: δ values for –O-H and –N-H protons can vary depending on solvent and concentration

12

Cambridge Pre-U Revised Syllabus 7 Typical carbon (13C) chemical shift values (δ δ) relative to TMS = 0 hybridisation of the carbon atom

environment of carbon atom

sp3

alkyl

sp3

next to alkene/arene

sp3

next to carbonyl/carboxyl

sp3

next to nitrogen

sp3

example structures

CH3–, –CH2–, –CHC<

C

C

C

COR,

C

CO 2R,

C

NH2,

C

NR2,

next to chlorine (-CH2-Br and -CH2-I are in the same range as alkyl)

C

Cl

next to oxygen

C

OH,

sp

C,

0–50

C

10–40

25–50

30–65

sp3

2

chemical shift range (δ)

>C=C...