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Chlorobutanol
Names
IUPAC name
1,1,1-Trichloro-2-methylpropan-2-ol
Other names
1,1,1-Trichloro-2-methyl-2-propanol; Chlorbutol; Chloreton; Chloretone; Chlortran; Trichloro-tert -butyl alcohol; 1,1,1-Trichloro-tert -butyl alcohol; 2-(Trichloromethyl)propan-2-ol, 1,1,1-trichloro-2-methyl-2-propanol; tert -Trichlorobutyl alcohol; Trichloro-tert -butanol; Trichlorisobutylalcohol; 2,2,2-Trichloro-1,1-dimethylethanol
Identifiers
ChEMBL
ChemSpider
ECHA InfoCard
100.000.288
EC Number
KEGG
UNII
InChI=1S/C4H7Cl3O/c1-3(2,8)4(5,6)7/h8H,1-2H3
Y Key: OSASVXMJTNOKOY-UHFFFAOYSA-N
Y InChI=1/C4H7Cl3O/c1-3(2,8)4(5,6)7/h8H,1-2H3
Key: OSASVXMJTNOKOY-UHFFFAOYAO
Properties
C 4 H 7 Cl 3 O
Molar mass
177.45 g·mol−1
Appearance
White solid
Odor
Menthol
Melting point
95–99 °C (203–210 °F; 368–372 K)
Boiling point
167 °C (333 °F; 440 K)
Slightly soluble
Solubility in acetone
Soluble
Pharmacology
A04AD04 (WHO )
Hazards
Occupational safety and health (OHS/OSH):
Main hazards
Xn
NFPA 704 (fire diamond)
Except where otherwise noted, data are given for materials in their
standard state (at 25 °C [77 °F], 100 kPa).
Chemical compound
Chlorobutanol (trichloro-2-methyl-2-propanol ) is a preservative , sedative , hypnotic and weak local anesthetic similar in nature to chloral hydrate . It has antibacterial and antifungal properties. Chlorobutanol is typically used at a concentration of 0.5% where it lends long term stability to multi-ingredient formulations. However, it retains antimicrobial activity at 0.05% in water. Chlorobutanol has been used in anesthesia and euthanasia of invertebrates and fishes.[ 1] [ 2] It is a white, volatile solid with a menthol -like odor.
Synthesis
Chlorobutanol is formed by the reaction of chloroform and acetone in the presence of potassium or sodium hydroxide .
Toxicity
Chlorobutanol is highly toxic to the liver, is a skin irritant and a severe eye irritant.[ 3]
Parthenogenesis
Chlorobutanol has proven effective at stimulating parthenogenesis in sea urchin eggs up to the pluteus stage, possibly by increasing irritability to cause stimulation. For the eggs of the fish Oryzias latipes , however, chlorobutanol only acted as an anesthetic.[ 4]
Pharmacology
It is an anesthetics with effects related to isoflurane and halothane .[ 5]
References
External links
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