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alcohol to aldehyde
type
alcohol
reagent
condition
observation
product
oxidation
oxidation
primary
K₂Cr₂O₇ / H₂SO₄
gentle heating & distillation
orange to green
water
alcohol to carboxylic acid
type
alcohol
reagent
condition
observation
product
oxidation
oxidation
primary
K₂Cr₂O₇ / H₂SO₄
strong heating, under reflux
orange to green
water
alcohol to ketone
type
alcohol
reagent
condition
observation
product
oxidation
oxidation
secondary
K₂Cr₂O₇ / H₂SO₄
heating, under reflux
orange to green
water
alcohol to alkene
type
alcohol
reagent
condition
product
dehydration
elimination
all (primary, secondary and tertiary)
Conc. H₂SO₄, heat
Reflux with concentrated sulfuric or phosphoric acid.
water
alcohol to halogenoalkane (Cl2)
type
alcohol
reagent
condition
observations
product
substitution
substitution
ALL
Phosphorus pentachloride (PCl₅)
Room temperature Dry conditions (no water)
Steamy white fumes of HCl gas
hcl + pocl3
alcohol to halogenoalkane (Br2)
type
alcohol
reagent
condition
observations
product
substitution
substitution
ALL
Potassium bromide (KBr) & 50% sulfuric acid (H₂SO₄)
Heat / warm
Often no visible change
water
alcohol to halogenoalkane (I2)
type
alcohol
reagent
condition
observations
product
substitution
substitution
ALL
Red phosphorus & Iodine (I₂)
Heated under reflux
purple to colorless
h3po4