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Structure and function of chlorobutanol, Study notes of Organic Chemistry

Chlorobutanol, or chlorbutol, is an alcohol-based preservative with no surfactant activity. It also elicits sedative-hypnotic and weak local anesthetic actions in addition to antibacterial and antifungal properties. Similar in nature to chloral hydrate, it is formed by the simple nucleophilic addition of chloroform and acetone. As a long-term stabilizer of multi-ingredient preparations, chlorobutanol is normally used at a concentration of 0.5%.

Typology: Study notes

2020/2021

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Chlorobutanol
C4H7Cl3O
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Chlorobutanol

C4H7Cl3O

Chlorobutanol is highly toxic to the liver, is a skin irritant and a severe eye irritant

IUPAC

1,1,1-Trichloro-2-

methylpropan-2-

ol

Structu re C4H7Cl3O

Synthesis Chlorobutanol was first synthesized in 1881 by the German chemist Conrad Willgerodt (1841–1930). Chlorobutanol is formed by the reaction of chloroform and acetone in the presence of potassium or sodium hydroxide. It may be purified by sublimation or recrystallisation

Mechanism of reaction

Firstly, we obtain white ppt of KCl,
It must be recrystallized from
water/alcohol
mixture.

● (^) Sedative, hypnotic and in motion sickness ● (^) It also local antiseptic too

Expert advice for Chlorobutanol Cream:

_1. Avoid contact with eyes

  1. Avoid prolonged use for more than 7 days
  2. Wash hands well after use
  3. Use it for external application only. Mouthwash:
  4. Do not use at the same time as toothpastes
  5. Do not swallow the solution.
  6. Avoid contact with ears and eyes._