311-75-1

Basic information

• Product Name: bicyclo[1.1.1]pentane
• Synonyms: bicyclo[1.1.1]pentane;EOS-62111
• CAS NO: 311-75-1
• Molecular Formula: C₅H₈
• Molecular Weight: 68.11702
• Mol File: 311-75-1.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 49.1°C at 760 mmHg
• Appearance: /
• Density: 0.976g/cm³
• Vapor Pressure: 316mmHg at 25°C
• Refractive Index: 1.517
• CAS DataBase Reference: bicyclo[1.1.1]pentane(CAS DataBase Reference)
• NIST Chemistry Reference: bicyclo[1.1.1]pentane(311-75-1)
• EPA Substance Registry System: bicyclo[1.1.1]pentane(311-75-1)

Safety Data

• Hazardous Substances Data: 311-75-1(Hazardous Substances Data)

Usage

InChI:InChI=1/C5H8/c1-4-2-5(1)3-4/h4-5H,1-3H2

Upstream product

• 1165952-92-0 cyclohexa-1,4-diene 
• 71490-77-2 bicyclo<1.1.1>pent-1-yl radical 
• 98577-44-7 1,1-bis(chloromethyl)-2,2-dibromocyclopropane 

Downstream Products

• 22287-25-8 bicyclo[1.1.1]pentan-1-ol 
• 156329-83-8 3-(p-methoxyphenyl)bicyclo<1.1.1>pentane-1-carboxylic acid 
• 102410-96-8 3,3'-diphenyl-1,1'-bi(bicyclo[1.1.1]pentane) 
• 245508-15-0 1,3-diphenylbicyclo[1.1.1]pentane 
• 56842-95-6 bicyclo<1.1.1>pentane-1,3-dicarboxylic acid 
• 83249-10-9 3‐(methoxycarbonyl)bicyclo[1.1.1]pentane‐1‐carboxylic acid 
• 115913-31-0 1,3-bis(chlorocarbonyl)bicyclo<1.1.1>pentane 
• 115913-32-1 dimethyl bicyclo<1.1.1>pentane-1,3-dicarboxylate 
• 180464-87-3 methyl 3-(hydroxylmethyl)bicyclo[1.1.1]pentane-1-carboxylate 
• 180464-92-0 3-formylbicyclo[1.1.1]pentane-1-carboxylic acid methyl ester 
• 180465-00-3 3-[(R)-Cyano-((R)-2-hydroxy-1-phenyl-ethylamino)-methyl]-bicyclo[1.1.1]pentane-1-carboxylic acid methyl ester 
• 180464-96-4 3-[(S)-Cyano-((R)-2-hydroxy-1-phenyl-ethylamino)-methyl]-bicyclo[1.1.1]pentane-1-carboxylic acid methyl ester 
• 105542-98-1 1,3-bisiodobicyclo[1.1.1]pentane 
• 159600-55-2 methyl 3-(p-nitrophenyl)bicyclo<1.1.1>pentyl-1-carboxylate 

Relevant articles and documents

Bicyclo[1.1.1]pent-1-yl: A tertiary alkyl radical with enhanced reactivity

Absolute rate constants for reactions of bicyclo[1.1.1]pent-1-yl radicals with α-methylstyrene (1.4 x 107 M-1s-1) and 1,4-cyclohexadiene (4.6 x 105 M-1s-1) at 25°C were measured by laser flash photolysis. This bridgehead radical is more reactive than tert-butyl which we attribute to its high s-character and the absence of steric shielding of the radical center.

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