1,2-Divinylcyclobutane

Base Information

• Chemical Name: 1,2-Divinylcyclobutane
• CAS No.: 16177-46-1
• Molecular Formula: C8H12
• Molecular Weight: 108.183
• DSSTox Substance ID: DTXSID30871164
• Nikkaji Number: J64.503F
• Mol file: 16177-46-1.mol

Synonyms:1,2-DIVINYLCYCLOBUTANE;2422-85-7;1,2-DIETHENYLCYCLOBUTANE;Cyclobutane, 1,2-divinyl-;Cyclobutane, 1,2-diethenyl-;cis-1,2-Divinylcyclobutane;Cyclobutane, 1,2-divinyl-, trans-;trans-1,2-Divinylcyclobutane;cis-1,2-Diethenyl-cyclobutane;Cyclobutane, 1,2-diethenyl-, trans-;16177-46-1;DTXSID30871164;UHHCYAAVGADGGP-UHFFFAOYSA-N

Chemical Property of 1,2-Divinylcyclobutane

Chemical Property:

• Vapor Pressure: 24.3mmHg at 25°C
• Refractive Index: 1.4563
• Boiling Point: 113.8°C at 760 mmHg
• Flash Point: 7.3°C
• PSA: 0.00000
• Density: 0.959g/cm³
• LogP: 2.38460
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 2
• Exact Mass: 108.093900383
• Heavy Atom Count: 8
• Complexity: 88.6

Purity/Quality:

CIS-1,2-DIVINYLCYCLOBUTANE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C=CC1CCC1C=C

Technology Process of 1,2-Divinylcyclobutane

There total 8 articles about 1,2-Divinylcyclobutane which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 3.0%

1,5-cis,cis-cyclooctadiene (1552-12-1,111-78-4) → 4-ethenylcyclohexene (100-40-3) + cis-1,2-divinylcyclobutane (16177-46-1) + trans-1,2-diethenylcyclobutane (6553-48-6) + syn-2-ethenylbicyclo<3.1.0>hexane (70113-19-8,70113-20-1,86970-68-5)

Guidance literature:

In pentane; for 4h; Further byproducts given; Irradiation;

DOI:10.1021/ja00394a028

Reference yield:

buta-1,3-diene (106-99-0,130983-70-9,29406-96-0,9003-17-2) → 4-ethenylcyclohexene (100-40-3) + cis-1,2-divinylcyclobutane (16177-46-1) + trans-1,2-diethenylcyclobutane (6553-48-6)

Guidance literature:

Irradiation;

DOI:10.1021/ja00707a033

Reference yield:

(Z,E)-1,5-cyclooctadiene (5259-71-2) → 1,5-cis,cis-cyclooctadiene (1552-12-1,111-78-4) + 4-ethenylcyclohexene (100-40-3) + cis-1,2-divinylcyclobutane (16177-46-1) + trans-1,2-diethenylcyclobutane (6553-48-6)

Guidance literature:

at 324 ℃; under 34 Torr;

upstream raw materials:

buta-1,3-diene

1,5-cis,cis-cyclooctadiene

(Z,E)-1,5-cyclooctadiene

syn-Tricyclo<4.2.0.0^2,5>octan

Downstream raw materials:

1,5-cis,cis-cyclooctadiene

cis-cyclobutane-1,2-dicarboxylic acid

cis-1,2-Diethylcyclobutan

cis-1,2-Di-1-propinylcyclobutan

Refernces

• 1、 Manning, T. D. R.,Kropp, Paul J.. "Photochemistry of Alkenes. 6. Direct Irradiation of 1,5-Hexadienes: and Sigmatropic Allyl Shifts". . p. 889 - 897. Retrieved 2007/10/02.
• 2、 Martin, Hans-Dieter,Eisenmann, Erwin,Kunze, Michael,Bonacic-Koutecky, Vlasta. "The C8H12-Energy Hypersurface Thermolysis of syn- and anti-Tricyclo2,5>octane. Experimental and Theoretical Studies". . p. 1153 - 1179. Retrieved 2007/10/02.