T1W10 H2 Chemistry Jeopardy!

What's Your NAME?

50

(1) CHI₃

Triiodomethane

100

(2) The organic product when phenol reacts with Br₂(aq)

2,4,6-tribromophenol

150

(3) The carbon-containing product of oxidation of methanol with hot acidified KMnO₄

Carbon dioxide

200

(4) The intermediate in the two-step synthesis of butanal from 4-hydroxybut-1-ene

Butan-1-ol

250

(5) Two carbonyl compounds that give a positive test with alkaline I₂(aq)

e.g. Ethanal, Propanone

COUNTing on You!

50

(6) The number of moles of hydrogen gas formed when ethane-1,2-diol reacts with sodium metal

1

100

(7) The oxidation state of carbon in methanoic acid

+2

150

(8) The number of moles of iodine that reacts with propan-2-ol to give yellow crystals

4

200

(9) The number of isomers of C₅H₁₂O that are primary alcohols, including constitutional and stereoisomerism

5

250

(10) The number of isomers of C₃H₆O, including constitutional and stereoisomerism, that contains alcohol, aldehyde or ketone functional group.

9

Let's DRAW!

50

(11) The displayed formula of the smallest/lightest alcohol that give a positive iodoform test

Ethanol

100

(12) The hybrid orbitals around the carbon atom of methanal

Three sp² orbitals with a trigonal planar shape

150

(13) The intermolecular force of attraction between two ethane-1,2-diol molecules

Hydrogen bonding

200

(14) The major product of the reaction between eugenol (see tutorial Q7) and Br₂(aq)

EA and ES

250

(15) The skeletal stereochemical formula of an alcohol (C_xH_yO_z) that cannot be oxidised, and can exhibit optical activity

E.g. 2-ethylhexanol

Remember R&C?

50

(16) Propene reacts with this R&C to form another organic compound, together with brown precipitate

Cold alkaline KMnO₄

100

(17) The preferred R&C for the cleanest conversion of ethanol to bromoethane (without the need for fractional distillation)

SOBr₂

150

(18) The R&C that can be used to distinguish between CH₃CH₂CH₂OH and (CH₃)₂C(OH)CH₃

KMnO₄(aq), H₂SO₄(aq), heat

200

(19) The safe R&C (without the need to handle any gas) for the conversion of ethanol to iodoethane.

NaI and concentrated H₃PO₄, heat under reflux

250

(20) The sequence of R&C to form C₆H₅COOC₆H₅ from phenol. You may include one more organic compound of your choice that is NOT an ester.

Phenol with NaOH(aq), then C₆H₅COCl(l)

Chapalang!

50

(21) Phenol is more soluble in NaOH(aq) than water due to this interaction

Ion-dipole interactions

100

(22) The three consecutive reaction types to convert propan-1-ol to propanone

Elimination, electrophilic addition, oxidation

150

(23) Arrange the following 5C organic compounds in order of decreasing volatility:

pentane, pentan-1-ol, 2-methylcyclobutanol, pentane-2,3-diol, pentan-2-one

pentane-2,3-diol > pentan-1-ol > 2-methylcyclobutanol > pentan-2-one > pentane

200

(24) Arrange the following in order of increasing pK_a:

water, ethanol, ethanoic acid, phenol, 2-methylphenol, 2-nitrophenol, propan-2-ol, 2-methylpropan-2-ol

ethanoic acid < 2-nitrophenol, phenol, 2-methylphenol < water < ethanol < propan-2-ol < 2-methylpropan-2-ol

250

(25) The chemical equation for the oxidation of C₆H₅CH(OH)CH₃ with hot acidified KMnO₄

C₆H₅CH(OH)CH₃ + 2[O] -> Benzoic acid + H₂O