35634-10-7

Basic information

• Product Name: Tricyclo[1.1.1.01,3]pentane
• Synonyms: [1.1.1]Propellane;Tricyclo[1.1.1.01,3]pentane
• CAS NO: 35634-10-7
• Molecular Formula: C₅H₆
• Molecular Weight: 66.1011
• Mol File: 35634-10-7.mol

Chemical Properties

• Boiling Point: 69.9°Cat760mmHg
• Flash Point: °C
• Appearance: /
• Density: 1.2g/cm³
• Vapor Pressure: 143mmHg at 25°C
• Refractive Index: 1.613
• CAS DataBase Reference: Tricyclo[1.1.1.01,3]pentane(CAS DataBase Reference)
• NIST Chemistry Reference: Tricyclo[1.1.1.01,3]pentane(35634-10-7)
• EPA Substance Registry System: Tricyclo[1.1.1.01,3]pentane(35634-10-7)

Safety Data

• Hazardous Substances Data: 35634-10-7(Hazardous Substances Data)

Usage

Uses

Used in Plastics and Polymer Industry:
Tricyclo[1.1.1.01,3]pentane is used as a component in the production of thermoplastic compounds. Its application is particularly valuable for creating materials that contain an ethylene response inhibitor releasing agent. This property makes it useful for enhancing the shelf life and stability of various plastic products by controlling the release of ethylene, a natural plant hormone that can accelerate the ripening and aging process of plastics.
By incorporating Tricyclo[1.1.1.01,3]pentane into the thermoplastic compounds, manufacturers can develop innovative materials with improved performance characteristics, such as extended durability and reduced degradation over time. This can be particularly beneficial in applications where plastics are exposed to high temperatures or harsh environmental conditions.

InChI:InChI=1/C5H6/c1-4-2-5(1,4)3-4/h1-3H2

Upstream product

• 98577-44-7 1,1-bis(chloromethyl)-2,2-dibromocyclopropane 
• 591-51-5 phenyllithium 
• 144443-32-3 1-(1-pyridinio)-3-iodobicyclo<1.1.1>pentane iodide 

Downstream Products

• 137335-48-9 methyl 3''-phenyl<3>staffane-3-carboxylate 
• 137335-49-0 methyl 3'''-phenyl<4>staffane-3-carboxylate 
• 105542-98-1 1,3-bisiodobicyclo[1.1.1]pentane 
• 144443-32-3 1-(1-pyridinio)-3-iodobicyclo<1.1.1>pentane iodide 
• 56842-95-6 bicyclo<1.1.1>pentane-1,3-dicarboxylic acid 
• 156329-82-7 1-iodo-3-(p-methoxyphenyl)bicyclo<1.1.1>pentane 
• 125642-44-6 1-(1-hydroxybenzyl)-3-(1-oxobenzyl)bicyclo<1.1.1>pentane 
• 137335-67-2 <3-(1-ethoxyethyl)bicyclo<1.1.1>pent-1-yl>phenylmethanol 
• 128307-35-7 [3-(Hydroxy-phenyl-methyl)-bicyclo[1.1.1]pent-1-yl]-phenyl-methanol 
• 128307-36-8 [3'-(Hydroxy-phenyl-methyl)-[1,1']bi[bicyclo[1.1.1]pentyl]-3-yl]-phenyl-methanol 
• 119867-61-7 3-methyl-3-(2-nitrophenylthio)-1-cyclobutanone 
• 18218-27-4 3-acetoxy-1-methylenecyclobutane 
• 125642-94-6 bis(3-methylenecyclobutylidene) 
• 125642-98-0 1-carbomethoxy-5-methylenespirohexane 

Relevant articles and documents

Nucleophilic Substitution in 1-Substituted 3-Iodobicyclopentanes. A New Synthetic Route to Functionalized Bicyclopentane Derivatives

Nucleophilic substitution of the iodine in 1-substituted 3-iodobicyclopentanes was investigated.The results of the reaction are strongly dependent on the nature of the nucleophile and the substituent.Whereas the trifluoromethyl derivative 2 is found to be inert in the reactions and gave substitution products only with organolithium reagents, the 1,3-diiodide 1 is much more reactive and affords normal substitution products with nitrogen bases and MeONa but gives propellane with Grignard and organolithium reagents and with triaryl(allkyl)phosphines.Other synthesized 3-iodobicyclopentanes did not give substitution products.A general scheme for the transformations of 1 is also proposed.

Concerning the Synthesis of Propellane

The reaction of 1,1-dibromo-2,2-bis(chloromethyl)cyclopropane (2) with methyllithium in ether led to a solution of propellane (1) in a yield of 70percent. 1 could also be prepared free of solvent by reaction of 2 with lithium powder in triglyme/n-decane at 73 deg C. - Keywords: Cyclopropa annulation/ Propellane/ Polycycles, strained