1-Chloroadamantane

1-Chloroadamantane Basic information
Product Name:1-Chloroadamantane
Synonyms:1-ChloroadaMantane SynonyMs 1-AdaMantyl chloride;1-chloroadamanane;1-Chloroadamantane 98%;Amantadine Related Compound A;LABOTEST-BB LT00033850;3-Chloroadamantane;7]decane,1-chloro-tricyclo[3.3.1.1;Adamantyl chloride
CAS:935-56-8
MF:C10H15Cl
MW:170.68
EINECS:213-305-0
Product Categories:Chemical Synthesis;Halogenated Hydrocarbons;Adamantane derivatives;Adamantanes;Alkyl;Organic Building Blocks;Halogenated Hydrocarbons;Organic Building Blocks;Building Blocks
Mol File:935-56-8.mol
1-Chloroadamantane Structure
1-Chloroadamantane Chemical Properties
Melting point 165-166 °C(lit.)
Boiling point 211.58°C (rough estimate)
density 1.0492 (rough estimate)
refractive index 1.6012 (estimate)
storage temp. 2-8°C
solubility DMSO, Methanol (Slightly)
form Crystalline
color Off-White
Water Solubility Poorly soluble in water. Soluble in hydrocarbons. But readily soluble in nonpolar organic solvents.
Stability:Light Sensitive
CAS DataBase Reference935-56-8(CAS DataBase Reference)
NIST Chemistry ReferenceAdamantane, 1-chloro-(935-56-8)
EPA Substance Registry SystemTricyclo[3.3.1.13,7]decane, 1-chloro- (935-56-8)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 24/25
WGK Germany 3
TSCA Yes
HS Code 29035980
MSDS Information
ProviderLanguage
1-Adamantyl chloride English
ACROS English
SigmaAldrich English
ALFA English
1-Chloroadamantane Usage And Synthesis
Chemical Propertieswhite to light grey adhering crystalline solid or
Uses1-Chloroadamantane, an adamantane derivative shown to exhibit virucidal activity against the Newcastle disease virus in chick embryo fibroblasts. (Adamantane EP Impurity A)
Uses1-Chloroadamantane was employed as precursor for the synthesis of perfluoroadmantane derivatives via aerosol direct fluorination.
Synthesis Reference(s)Synthetic Communications, 19, p. 1697, 1989 DOI: 10.1080/00397918908051068
General DescriptionAn unusual zwitterionic diradical intermediate complex was generated during the photoinduced electron-transfer substitution reaction between 1-chloroadamantane and tert-butylamine system in a hydrocarbon glass.
Purification MethodsCrystallise the chloride from aqueous MeOH and sublime it at 100o/12torr. It also crystallises from MeOH at -70o. [Stetter et al. Chem Ber 92 1629 1959, Schleyer & Nicholas J Am Chem Soc 83 2700 1961, Beilstein 5 IV 469.]
Methylene Chloride CDP-STAR AKOS BC-0569 1-CHLOROADAMANTANE, TECH Benzyl chloride 3-(2'-(spiro-5-chloroadamantane))-4-methoxy-4-(3''-phosphoryloxy)phenyl-1,2-dioxetane Adamantane 5-CHLORO-2-ADAMANTANONE 1-Adamantanecarboxylic acid Calcium chloride Decane Choline chloride Ammonium chloride 1-Chloroadamantane Mepiquat chloride Polyvinyl chloride 2-​[[(2-​ethylphenyl)​(2-​hydroxyethyl)​amino]​methyl]​-​3,​3-​difluoro-Propanenitrile 1-CHLOROADAMANTANE-D15

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