1,1-Dicyclopropylethylene

Base Information

• Chemical Name: 1,1-Dicyclopropylethylene
• CAS No.: 822-93-5
• Molecular Formula: C8H12
• Molecular Weight: 108.183
• European Community (EC) Number: 212-508-1
• UNII: WTV4P2RB2J
• DSSTox Substance ID: DTXSID90231624
• Nikkaji Number: J79.971H
• Wikidata: Q83112560
• Mol file: 822-93-5.mol

Synonyms:1,1-Dicyclopropylethylene;822-93-5;1,1'-Vinylidenebiscyclopropane;Ethylene, 1,1-dicyclopropyl-;Cyclopropane, 1,1'-ethenylidenebis-;1-cyclopropylethenylcyclopropane;(1-cyclopropylethenyl)cyclopropane;1,1-Dicyclopropylethene;WTV4P2RB2J;EINECS 212-508-1;UNII-WTV4P2RB2J;ethene-1,1-diyldicyclopropane;(1-Cyclopropylvinyl)cyclopropane;1,1'-Ethenylidenebiscyclopropane;DTXSID90231624;(1-Cyclopropylvinyl)cyclopropane #;AKOS006283297;1,1'-ETHENYLIDENEBIS(CYCLOPROPANE);FT-0693364;EN300-155145

Chemical Property of 1,1-Dicyclopropylethylene

Chemical Property:

• Boiling Point: 128.6oC at 760 mmHg
• Flash Point: 12.6oC
• PSA: 0.00000
• Density: 1.001g/cm3
• LogP: 2.36260
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 2
• Exact Mass: 108.093900383
• Heavy Atom Count: 8
• Complexity: 102

Purity/Quality:

99% ^*data from raw suppliers

(1-cyclopropylethenyl)cyclopropane ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C=C(C1CC1)C2CC2

Technology Process of 1,1-Dicyclopropylethylene

There total 12 articles about 1,1-Dicyclopropylethylene 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: 100.0%

C8H11(2)H (79521-21-4) → 1,1-dicyclopropylethylene (822-93-5)

Guidance literature:

With potassium dimsylate; dimethyl sulfoxide; at 24.9 ℃; Rate constant;

Reference yield: 78.0%

Methyltriphenylphosphonium bromide (1779-49-3) + dicyclopropyl ketone (1121-37-5) → 1,1-dicyclopropylethylene (822-93-5)

Guidance literature:

Methyltriphenylphosphonium bromide; With sodium hydride; In dimethyl sulfoxide; mineral oil; at 0 - 20 ℃; for 0.166667h;

dicyclopropyl ketone; In dimethyl sulfoxide; mineral oil; at 20 ℃; for 1h;

DOI:10.1039/c9ob01146c

Reference yield: 30.0%

diazomethane (186581-53-3,908094-01-9,334-88-3) + bicyclopropylidene (27567-82-4) → dispiro[2.0.24.13]heptane (33475-22-8) + 1,1-dicyclopropylethylene (822-93-5) + dispiro<2.0.2.3>nonane (24973-90-8) + 1-allyl-1'-methyl-1,1'-bicyclopropyl (120648-89-7) + 1-(1-methylene-3-butenyl)-1-ethylcyclopropane (120672-59-5) + 1-vinyl-1'-ethyl-1,1'-bicyclopropyl (120648-90-0)

Guidance literature:

palladium diacetate; Product distribution; Mechanism; other olefins;

upstream raw materials:

dicyclopropylmethylcarbinol

Methylenetriphenylphosphorane

dicyclopropyl ketone

Methyltriphenylphosphonium bromide

Downstream raw materials:

3,3-Dicyclopropyl-1,2-dioxolan

3,3-Dicyclopropyl-1,2,4-trioxolan

3,3,6,6-Tetracyclopropyl-1,2,4,5-tetroxan

dicyclopropyl ketone

Refernces

• 1、 He, Tao,Long, Peng-Wei,Oestreich, Martin. "B(C6F5)3-Catalyzed Hydrosilylation of Vinylcyclopropanes". supporting information. p. 7383 - 7386. Retrieved 2020/10/12.
• 2、 Povie, Guillaume,Tran, Anh-Tuan,Bonnaffe, David,Habegger, Jacqueline,Hu, Zhaoyu,Le Narvor, Christine,Renaud, Philippe. "Repairing the thiol-ene coupling reaction". supporting information. p. 3894 - 3898. Retrieved 2014/05/06.