6,6-DIMETHYLFULVENE

Base Information

• Chemical Name: 6,6-DIMETHYLFULVENE
• CAS No.: 2175-91-9
• Molecular Formula: C8H10
• Molecular Weight: 106.167
• Hs Code.: 2902199090
• Mol file: 2175-91-9.mol

Synonyms:1,3-Cyclopentadiene,5-isopropylidene- (8CI); Fulvene, 6,6-dimethyl- (6CI);5-Isopropylidene-1,3-cyclopentadiene; 5-Isopropylidenecyclopentadiene;6,6-Dimethylfulvene; 6,6-Dimethylpentafulvene; 6,6'-Dimethylfulvene;Dimethylfulvene; Isopropylidenecyclopentadiene; NSC 132350

Chemical Property of 6,6-DIMETHYLFULVENE

Chemical Property:

• Vapor Pressure: 3.51mmHg at 25°C
• Melting Point: 3 °C
• Refractive Index: n20/D 1.548(lit.)
• Boiling Point: 76-77 °C50 mm Hg(lit.)
• Flash Point: 24°C
• PSA: 0.00000
• Density: 0.905g/cm³
• LogP: 2.44880
• Storage Temp.: −20°C

Purity/Quality:

98%,99%, ^*data from raw suppliers

6,6-Dimethylfulvene ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 10-65
• Safety Statements: 16-62

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

Technology Process of 6,6-DIMETHYLFULVENE

There total 23 articles about 6,6-DIMETHYLFULVENE 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: 71.0%

1,8-endo,3,6-endo-11-(2-propylidene)tetracyclo<6.2.1.13,6.02,7>dodeca-4,9-diene → 6,6'-dimethyl fulvene (2175-91-9) + 7-(2-propylidene)bicyclo<2.2.1>hepta-2,5-diene (36456-22-1) + cyclopenta-1,3-diene (542-92-7,25568-84-7,7313-32-8) + bicyclo[2.2.1]hepta-2,5-diene (121-46-0) + endo-4-(2-propylidene)pentacyclo<6.4.0.02,10.03,7.09,11>dodec-5-ene

Guidance literature:

at 220 ℃; Product distribution;

Reference yield:

7-(1-methylethylidene)-3,3-bis(trifluoromethyl)bicyclo[2.2.1]hept-5-ene-2,2-dicarbonitrile (489412-29-5) → 6,6'-dimethyl fulvene (2175-91-9) + 1,1-dicyano-2,2-bis(trifluoromethyl)ethene (1113-69-5)

Guidance literature:

In ⁽²⁾H₈-toluene; at 20 ℃; Equilibrium constant;

DOI:10.1021/jo0265333

Reference yield:

1,8-exo,3,6-endo-11-(2-propylidene)tetracyclo<6.2.1.13,6.02,7>dodeca-4,9-diene → 6,6'-dimethyl fulvene (2175-91-9) + 7-(2-propylidene)bicyclo<2.2.1>hepta-2,5-diene (36456-22-1) + cyclopenta-1,3-diene (542-92-7,25568-84-7,7313-32-8) + bicyclo[2.2.1]hepta-2,5-diene (121-46-0) + C15H18 + C15H18

Guidance literature:

at 310 ℃; Product distribution;

upstream raw materials:

benzonitrile oxide

7-isopropylidene-2,3-dicarbomethoxynorbornadiene

4-nitrophenyl azide

2-isopropylidenecyclopentane-1,3-diyl biradical

Downstream raw materials:

(+/-)-6-isopropylidene-3-phenyl-(3ar,6ac)-6,6a-dihydro-3aH-cyclopent[d]isoxazole

isopropylcyclopentane

7-isopropylidene-3,4-diphenyl-3b,6a,7,7a-tetrahydro-3aH-cyclopenta[2,1-d;3,4-d']diisoxazole

gamma-thujaplicin

Refernces

• 1、 Howard, Michael H.,Alexander,Marshall, William J.,Roe, D. Christopher,Zheng. "Reaction of 2,2-bis(trifluoromethyl)-1,1-dicyanoethylene with 6,6-dimethylfulvene: Cycloadditions and a rearrangement". . p. 120 - 129. Retrieved 2007/10/03.
• 2、 Hochstrate, Dirk,Klaerner, Frank-Gerrit. "Rearrangement and Cycloreversion of Diels-Alder Adducts of Cyclic 1,3-Dienes to Norbornadienes. A Novel homo-Cope Rearrangement. Evidence for Competitive Pericyclic and Diradical Processes". . p. 745 - 754. Retrieved 2007/10/02.