Science Quiz / Alkyl Halide Chemistry

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Can you specify if these reactions produce a primary, secondary or tertiary halide, a vicinal or geminal dihalide or other product?

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Methylcycloxexane + Br2 and light

methylpropene + Cl2

hex-1-ene + HBr

2-hexyne + 2 equiv. Br2 in CCl4

cyclohexane + I2 and light

(E)-hex-3-ene + Br2 in CCl4

t-butanol + PBr3 and pyridine

1-hydroxy-2-methylcyclohexane + HBr

2-hexyne + 1 equiv. Br2 in CCl4

1-propanol + KBr

2-iodopentane + KBr in acetone

hex-1-ene + HBr and H2O2 and light

3-methylbut-1-ene + HCl

1-tosylbutane + NaI

1-hydroxy-2-methylcyclohexane + PBr3

1-hydroxy-1-methylcyclohexane + HI

ethanol + SOCl2 and pyridine

cyclohexane + NBS (N-bromo-succinimide) and light

ethyl isopropyl ether + excess HBr and heat

diethyl ether + excess HI and heat

(Z)-but-2-ene + Br2 in H2O

dimethylpropane + Cl2 and light

1-hydroxy-1-methylcyclohexane + P and I2

2-hexyne + 2 equiv. HCl

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