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

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

Uses

Used in Chemical Industry:
Tricyclo[1.1.0.02,4]butane,tetrakis(t-butyl) is used as a chemical intermediate for the synthesis of various organic compounds and polymers due to its unique polycyclic structure and the presence of multiple tert-butyl groups.
Used in Pharmaceutical Industry:
Tricyclo[1.1.0.02,4]butane,tetrakis(t-butyl) is used as a building block for the development of novel pharmaceutical compounds, taking advantage of its polycyclic structure and the steric hindrance provided by the tert-butyl groups to modulate the properties and activity of the resulting molecules.
Used in Material Science:
Tricyclo[1.1.0.02,4]butane,tetrakis(t-butyl) is used as a component in the development of new materials with specific properties, such as high thermal stability, chemical resistance, and unique mechanical characteristics, owing to its robust polycyclic structure and the presence of multiple tert-butyl groups.

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

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

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.