24569-89-9

Basic information

• Product Name: tetracyclo[3.3.1.1~3,7~.0~1,3~]decane (non-preferred name)
• CAS NO: 24569-89-9
• Molecular Formula: C₁₀H₁₄
• Molecular Weight: 134.2182
• Mol File: 24569-89-9.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 200.2°C at 760 mmHg
• Flash Point: 52.5°C
• Density: 1.11g/cm³
• Vapor Pressure: 0.466mmHg at 25°C
• Refractive Index: 1.579
• CAS DataBase Reference: tetracyclo[3.3.1.1~3,7~.0~1,3~]decane (non-preferred name)(CAS DataBase Reference)
• NIST Chemistry Reference: tetracyclo[3.3.1.1~3,7~.0~1,3~]decane (non-preferred name)(24569-89-9)
• EPA Substance Registry System: tetracyclo[3.3.1.1~3,7~.0~1,3~]decane (non-preferred name)(24569-89-9)

Safety Data

• Hazardous Substances Data: 24569-89-9(Hazardous Substances Data)

Upstream product

• 35537-98-5 1-bromo-3-chloroadamantane 
• 876-53-9 1,3-dibromoadamantane 
• 152581-02-7 1-(((3'-Bromoadamant-1'-yl)carbonyl)oxy)1H-pyridine-2-thione 
• 60389-53-9 1-Chloro-3-iodoadamantane 
• 23174-58-5 1,3-Diiodoadamantane 
• 152580-96-6 1-Bromo-3-iodoadamantane 

Downstream Products

• 136285-91-1 (3-ethoxyadamantan-1-yl)(4-nitrophenyl)sulfide 
• 136285-90-0 3-chloroadamantan-1-yl 4-nitrophenyl sulfide 
• 1459-48-9 4-(tricyclo[3.3.1.1^3,7]dec-1-yl)aniline 
• 33187-62-1 (3s,5s,7s)-N-phenyladamantan-1-amine 
• 59548-26-4 Phenyl-3-chloradamantyl-sulfon 
• 5001-18-3 1,3-adamantandiol 
• 17933-29-8 7-methylenebicyclo[3.3.1]nonan-3-one 
• 772-26-9 1-chloro-3-hydroxyadamantane 
• 448190-10-1 2-(1-adamantyl)-4,4,4-trifluoro-1-[4-(1H-pyrrol-1-yl)phenyl]butane-1,3-dione 
• 572915-13-0 2-(1-adamantyl)-4,4,4-trifluoro-1-phenylbutane-1,3-dione 
• 572915-12-9 2-(1-adamantyl)-4,4-difluoro-1-phenylbutane-1,3-dione 
• 447410-26-6 2-(1-adamantyl)-1-(4-chlorophenyl)-4,4,4-trifluorobutane-1,3-dione 

Relevant articles and documents

Formation of alternating copolymers via spontaneous copolymerization of 1,3-dehydroadamantane with electron-deficient vinyl monomers

Copolymerizations of 1,3-dehydroadamantane, 1, and various vinyl monomers were carried out in THF at room temperature. On mixing 1 with electron-deficient vinyl monomers, such as acrylonitrile and methyl acrylate, in the absence of any initiator, the copolymerization spontaneously proceeded to give alternating copolymers in 28-88% yield. By contrast, no reaction of 1 occurred at all when isobutyl vinyl ether or styrene was mixed under similar conditions. These contrastive results indicate the high electron density of a central σ-bond in a strained [3.3.1]propellane derivative, 1. Alternating sequences of the resulting copolymers were characterized by NMR and MALDI-TOF-MS measurements. DSC and TGA measurements revealed the high thermal stability of the alternating copolymers containing bulky, stiff, and strain-free adamantane skeletons. Copyright

Synthesis of poly(1,3-adamantane)s by cationic ring-opening polymerization of 1,3-dehydroadamantanes

Poly(1,3-adamantane)s was synthesized by cationic ring-opening polymerization of 1,3-dehydroadamantane. The all-hydrocarbon poly(propellane), poly(5-butyl-1,3-adamantane) synthesized showed good solubility and thermal stability. This high thermal stability of aliphatic polymers was derived from the strain-free adamantane skeletons and the stable carbon-carbon bond between two bulky adamantane rings. The chemical structure of the resulting polymer was characterized by 1H and 13C nuclear magnetic resonance (NMR) spectroscopy in conjugation with infrared measurement and elemental analysis.

Catalytic reaction of halogenoadamantanes

1,1'-Biadamantyl, 1,3-dehydroadamantane, and 3-methylenebicyclonon-6-ene were obtained by the catalytic reaction of 1-halogeno-, 1,3-dihalogeno, and cis-1,4-dibromoadamantane respectively with lithium in the presence of methyldiphenylchlorosilane.The methyldiphenylchlorosilane acts as a supplier of active lithium in the form of methyldiphenylsilyllithium.