3227-90-5

Basic information

• Product Name: 1,2,3-Trismethylenecyclopropane
• Synonyms: [3]Radialene;1,2,3-Tri(methylene)cyclopropane;1,2,3-Tris(methylene)cyclopropane;1,2,3-Trismethylenecyclopropane
• CAS NO: 3227-90-5
• Molecular Formula: C6H6
• Molecular Weight: 78.1118
• Mol File: 3227-90-5.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 78°Cat760mmHg
• Flash Point: °C
• Appearance: /
• Density: 0.83g/cm³
• Vapor Pressure: 104mmHg at 25°C
• Refractive Index: 1.474
• CAS DataBase Reference: 1,2,3-Trismethylenecyclopropane(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2,3-Trismethylenecyclopropane(3227-90-5)
• EPA Substance Registry System: 1,2,3-Trismethylenecyclopropane(3227-90-5)

Safety Data

• Hazardous Substances Data: 3227-90-5(Hazardous Substances Data)

Usage

InChI:InChI=1/C6H6/c1-4-5(2)6(4)3/h1-3H2

Upstream product

• 5575-42-8 trans-1,2,3-Tris(p-toluolsulfonylmethyl)cyclopropan 
• 13949-99-0 trans,meso-cyclopropanetricarboxylic acid triethyl ester 
• 18397-17-6 trans-1,2,3-Trimethylol-cyclopropan 
• 1087-44-1 trans-1,2,3-Tris-(acetoxymethyl)-cyclopropan 
• 4883-91-4 trans-1,2,3-Trijodmethylcyclopropan 
• 6998-18-1 2,3-Bis-brommethyl-1-methylen-cyclopropan 

Relevant articles and documents

Simple large-scale preparation of 1,2,3-tris-acceptor substituted cyclopropanes

Triethyl (1α,2α,3β)cyclopropane-1,2,3-tricarboxylate (3aa), as well as diethyl (4ab) and dimethyl (1α,2β,3α)-1-acetylcyclopropane-2,3-dicarboxylate (4bb) have been prepared on a scale of up to 60 g by Michael initiated ring-closure (MIRC) cyclopropanation of dialkyl fumarates 1a,b with ethyl chloroacetate (2a) and chloroacetone (2b) in 62%, 51% and 56% yield, respectively. For the success of the new procedure it is essential to slowly add (within 5-7 h) the mixture of compounds 1 and 2 to a vigorously stirred suspension of K2CO3 in DMF in the presence of benzyltriethylammonium chloride.