66809-06-1

Basic information

• Product Name: Tricyclo[1.1.0.02,4]butane,tetrakis(t-butyl)
• Synonyms: Tricyclo[1.1.0.02,4]butane,tetrakis(t-butyl);tetra-tert-butyltetrahedrane
• CAS NO: 66809-06-1
• Molecular Formula: C₂₀H₃₆
• Molecular Weight: 276.4998
• Mol File: 66809-06-1.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 283.7°Cat760mmHg
• Flash Point: 126.6°C
• Appearance: /
• Density: 0.998g/cm³
• Vapor Pressure: 0.00534mmHg at 25°C
• Refractive Index: 1.54
• CAS DataBase Reference: Tricyclo[1.1.0.02,4]butane,tetrakis(t-butyl)(CAS DataBase Reference)
• NIST Chemistry Reference: Tricyclo[1.1.0.02,4]butane,tetrakis(t-butyl)(66809-06-1)
• EPA Substance Registry System: Tricyclo[1.1.0.02,4]butane,tetrakis(t-butyl)(66809-06-1)

Safety Data

• Hazardous Substances Data: 66809-06-1(Hazardous Substances Data)

Usage

Definition

ChEBI: A polycyclic alkane that is tetrahedrane in which each of the hydrogens is substituted by a tert-butyl group.

InChI:InChI=1/C20H36/c1-13(2,3)17-18(14(4,5)6)19(17,15(7,8)9)20(17,18)16(10,11)12/h1-12H3

Upstream product

• 66809-03-8 1,2,4,5-Tetra-tert-butyltricyclo<2.1.0.0^2,5>pentan-3-on 
• 66809-00-5 2,3,4,5-Tetra-tert-butyl-2,4-cyclopentadien-1-on 
• 36319-94-5 2,3,4-Tri-tert-butyl-2,4-cyclopentadien-1-on 
• 66808-99-9 2-Brom-3,4,5-tri-tert-butyl-2,4-cyclopentadien-1-on 
• 97476-03-4 1,2,3-Tri-tert-butyl-3-(1-diazo-2,2-dimethyl-propyl)-cyclopropene 
• 66809-05-0 Tetra-tert-butylcyclobutadien 

Downstream Products

• 66809-05-0 Tetra-tert-butylcyclobutadien 

Relevant articles and documents

Small Rings, 89. - An Alternative Synthesis of Tetra-tert-butyltetrahedrane

Cyclopropenyldiazomethane 3 is an ideal precursor for tetra-tert-butyltetrahedrane (6).Both, photochemical and thermal decomposition of 3 lead to cyclobutadiene 7, which can be photoisomerized to tetrahedrane 6.Tetra-tert-butyltetrahedrane (6) is also formed directly by a cheletropic cycloaddition of the carbenic center to the cyclopropene double bond in carbene 4.This is the first example for the synthesis of a tetrahedrane, which does not occur via the corresponding cyclobutadiene.The formation of pyridazine 10 dominates the thermolysis of 3.Azete 12 is obtained both by photolysis as well as by thermolysis of Dewar-pyridazine 11, the irradiation product of 10. - Key Words: Cyclobutadiene / Tetrahedrane / Azete / Cyclopropenyldiazomethane / Valence isomers of pyridazine

Small Rings, 38. Tetra-tert-butyltetrahedrane

The first synthesis of a tetrahedrane stabilized by sterically demanding substituents is described.Tetrahedrane 37 originates from irradiation of tetra-tert-butylcyclopentadienone (26), which can be prepared starting from the already known cyclopentadienone 5.It forms colourless stable crystals.At 135 deg C tetrahedrane 37 valenceisomerizes to the corresponding cyclobutadiene 36.This reaction can be reversed photochemically.