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113-18-8

113-18-8 Structure

113-18-8 Structure
IdentificationBack Directory
[Name]

ETHCHLORVYNOL CIV (0.7 ML)
[CAS]

113-18-8
[Synonyms]

a71
A 71
Nostel
Serenil
Alvinol
Arvynol
Serensil
Normosan
Normoson
Nromoson
Placidil
Placidyl
Roeridorm
Serenesil
Normonson
Ethclorvynol
Etchlorvinolo
Ethchlorvinol
Ethchlorvinyl
Serensiloline
Ethchlorovynol
Ethochlorvynol
Ethychlorvynol
Aethyl-chlorvynol
ETHCHLORVYNOL CIV (0.7 ML)
1-chloro-3-ethylpent-1-4-yn-3-ol
3-(beta-chlorovinyl)-1-pentyn-3-ol
1-chloro-3-ethyl-1-penten-4-yn-3-o
1-Chloro-3-ethyl-1-penten-4-yn-3-ol
1-chloro-3-ethylpent-1-en-4-yn-3-ol
1-chloro-3-ethyl-1-penten-4-yl-3-ol
5-chloro-3-ethylpent-1-yn-4-en-3-ol
beta-chlorvinylethylethynylcarbinol
ethylbeta-chlorovinylethynylcarbinol
beta-chlorovinylethylethynylcarbinol
ETHCHLORVYNOL CIV (0.7 ML) USP/EP/BP
1-Penten-4-yn-3-ol, 1-chloro-3-ethyl-
Ethyl beta-chlorovinyl ethynyl carbinol
beta-Chlorovinyl ethyl ethynyl carbinol
Ethchlorvynol (1.0mg/ml in Acetonitrile)
(1E)-1-Chloro-3-ethyl-1-penten-4-yn-3-ol
[Molecular Formula]

C7H9ClO
[MOL File]

113-18-8.mol
[Molecular Weight]

144.599
Chemical PropertiesBack Directory
[Melting point ]

25°C
[Boiling point ]

bp760 173-174°; also reported as bp760 181°; bp0.1 28.5-30°
[density ]

d425 1.065-1.070; also reported as d420 1.070
[refractive index ]

nD25 1.4675-1.4800
[solubility ]

Chloroform (Soluble), Methanol (Slightly)
[form ]

Oil
[pka]

12.06±0.29(Predicted)
[color ]

Colourless
Hazard InformationBack Directory
[Chemical Properties]

Clear Colorless Oil
[Uses]

Controlled substance (depressant). Sedative; hypnotic.
[Definition]

ChEBI: Propargyl alcohol in which the methylene hydrogens are substituted by ethyl and 2-chlorovinyl groups. A hypnotic and sedative, it is used for treatment of insomnia in some cases where an intolerance or allergy to more commonly used drugs exists.
[Brand name]

Placidyl (Abbott).
[Originator]

Placidyl,Abbott,US,1965
[Manufacturing Process]

Acetylene was passed into a stirred solution of 3.05 grams (0.44 mol) of lithium in 300 ml of liquid ammonia until the blue color exhibited by the mixture had disappeared. Ethyl β-chlorovinyl ketone (47.4 grams; 0.40 mol) dissolved in 50 ml dry ether was then added to the resulting solution of lithium acetylide over a period of 20 minutes, during which the color deepened through yellow to reddish-brown. The mixture was stirred under reflux maintained with a Dry Ice condenser for 2 hours. Thereafter, dry ether (200 ml) was added and the ammonia was permitted to evaporate with stirring overnight.
The residue was poured into a slurry of ice and water containing 30 grams (0.50 mol) of acetic acid. After separating the ether layer, the aqueous layer was washed with two 200 milliliter portions of ether. The combined ether extracts were washed with saturated sodium bicarbonate solution, dried over anhydrous magnesium sulfate and evaporated in a stream of pure nitrogen. Three successive distillations of the residue gave 46.3 grams (80.2% yield) of a colorless liquid, boiling point 28.5° to 30°C at 0.1 mm Hg.
[Therapeutic Function]

Sedative, Hypnotic
Safety DataBack Directory
[Symbol(GHS) ]

Skull and Crossbones (GHS06)
GHS06
[Signal word ]

Danger
[Hazard statements ]

H301
[Precautionary statements ]

P264-P270-P301+P310-P321-P330-P405-P501
[HS Code ]

2905510000
[Safety Profile]

Poison by ingestion, subcutaneous, intraperitoneal, and intravenous routes. Human systemic effects by ingestion: general anesthesia and thrombocytopenia (reduction in the number of blood platelets). Human effects on newborn by an unspecified route: drug dependency and Apgar score (condtion of newborn). Experimental teratogenic and reproductive effects. When heated to decomposition it emits toxic fumes of Cl-.
[Hazardous Substances Data]

113-18-8(Hazardous Substances Data)
[Toxicity]

LD50 in mice (mg/kg): 290 orally; 240 s.c. (P'an)
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