20778-55-6

Basic information

• Product Name: 1-propyltricyclo[3.3.1.1~3,7~]decane
• Synonyms: 1-Propyladamantane; tricyclo[3.3.1.1~3,7~]decane, 1-propyl-
• CAS NO: 20778-55-6
• Molecular Formula: C₁₃H₂₂
• Molecular Weight: 178.3138
• Mol File: 20778-55-6.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 234.1°C at 760 mmHg
• Flash Point: 82.9°C
• Density: 0.947g/cm³
• Vapor Pressure: 0.0821mmHg at 25°C
• Refractive Index: 1.507
• CAS DataBase Reference: 1-propyltricyclo[3.3.1.1~3,7~]decane(CAS DataBase Reference)
• NIST Chemistry Reference: 1-propyltricyclo[3.3.1.1~3,7~]decane(20778-55-6)
• EPA Substance Registry System: 1-propyltricyclo[3.3.1.1~3,7~]decane(20778-55-6)

Safety Data

• Hazardous Substances Data: 20778-55-6(Hazardous Substances Data)

Upstream product

• 768-90-1 1-Adamantyl bromide 
• 15790-54-2 propyl sodium 
• 187737-37-7 propene 
• 281-23-2 adamantane 
• 19835-39-3 1-(1-adamantyl)propan-2-one 
• 1660-05-5 1-(adamantan-1-yl)propan-1-one 
• 4942-47-6 (adamant-1-yl)-acetic acid 
• 927-77-5 n-propylmagnesium bromide 
• 540-54-5 1-Chloropropane 
• 106-94-5 propyl bromide 
• 107-08-4 1-iodo-propane 

Downstream Products

• 106087-94-9 γ-sultone of 1-(3-hydroxy-4-homoadamantyl)-1-ethanesulfonic acid 
• 15598-88-6 3-propyl-1-adamantanol 

Relevant articles and documents

Superacid-Catalyzed Alkylation of Adamantane with Olefins

The superacid catalyzed alkylation of adamantane with lower olefins (ethene, propene, and butenes) was investigated.Alkyladamantanes obtained show that the reaction occurs by two pathways: (a) adamantylation of olefins by adamantyl cation formed through hydride abstraction from adamantane by alkyl cations (generated by the protonation of the olefins) and (b) direct ?-alkylation of adamantane by the alkyl cations via insertion into the bridgehead C-H bond of adamantane through a pentacoordinate carbonium ion.

Alkylation of adamantane with alkyl halides catalyzed by ruthenium complexes

The feasibility of catalytic alkylation of adamantane and 1-bromoadamantane with alkyl halides in the presence of ruthenium-containing catalysts was revealed. The optimum molar ratios between the catalyst components and the reactants, as well as the reaction conditions for the selective synthesis of mono-and dialkylsubstituted adamantane derivatives with a 70-98% yield, were determined. Nauka/Interperiodica 2006.

Structure-Anti-Parkinson Activity Relationships in the Aminoadamantanes. Influence of Bridgehead Substitution

A limited series of bridgehead alkyl-, dialkyl- and trialkyl-substituted amantadines was synthesized and tested for potential anti-Parkinson activity as dopamine (DA) agonists.The compounds were evaluated using a battery of three murine bioassays, including stimulation of locomotor activity, induction of circling in animals with unilateral striatal lesions, and reversal of reserpine/α-methyltyrosine induced akinesia.Apparent mechanistic differences were seen between the methyl-substituted series and the ethyl-substituted series.While activities in both series increase with increasing liphophilicity, the methyl series (1b-d), as well as amantadine itself (1a) exhibits only indirect DA agonist activity, as evidenced by ipsilateral rotation in the circling model and no significant difference from control in reversal of akinesia.The ethyl series (1e,f) exhibits weak but reprodicible direct DA agonist activity, as shown by contralateral rotation in the circling assay for 1e and reversal of akinesia by 1e and 1f.The 3-n-propyl derivative (1g) was devoid of any DA agonist activity.