Dicyclopropylmethane

Base Information

• Chemical Name: Dicyclopropylmethane
• CAS No.: 5685-47-2
• Molecular Formula: C7H12
• Molecular Weight: 96.1723
• European Community (EC) Number: 227-153-8
• UNII: 2PM5BC2ULM
• DSSTox Substance ID: DTXSID30205384
• Nikkaji Number: J125.142B
• Wikidata: Q83078950
• Mol file: 5685-47-2.mol

Synonyms:Dicyclopropylmethane;5685-47-2;Methane, dicyclopropyl-;1,1'-Methylenebiscyclopropane;Cyclopropane, 1,1'-methylenebis-;(Cyclopropylmethyl)cyclopropane;EINECS 227-153-8;2PM5BC2ULM;cyclopropylmethylcyclopropane;UNII-2PM5BC2ULM;DTXSID30205384;AKOS006272390;1,1'-METHYLENEBIS(CYCLOPROPANE)

Chemical Property of Dicyclopropylmethane

Chemical Property:

• Melting Point: -103°C
• Refractive Index: 1.4770 (estimate)
• Boiling Point: 106.6 °C at 760 mmHg
• PSA: 0.00000
• Density: 0.96 g/cm³
• LogP: 2.19650
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 2
• Exact Mass: 96.093900383
• Heavy Atom Count: 7
• Complexity: 58.1

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC1CC2CC2

Technology Process of Dicyclopropylmethane

There total 7 articles about Dicyclopropylmethane 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:

diazomethane (186581-53-3,908094-01-9,334-88-3) + bis(η3-allyl)nickel(II) → 1,5-Hexadien (592-42-7) + Bis(cyclopropyliden)methan (5685-47-2)

Guidance literature:

-100°C; 1,5-hexadiene forms from trans-, dicyclopropyl methane forms from cis-isomer according to NMR;

Reference yield:

dicyclopropyl ketone (1121-37-5) → Bis(cyclopropyliden)methan (5685-47-2)

Guidance literature:

With potassium hydroxide; hydrazine hydrate; diethylene glycol;

DOI:10.1021/ja01582a034

Reference yield:

1,7-dichloro-4-heptanone (40624-07-5) → Bis(cyclopropyliden)methan (5685-47-2)

Guidance literature:

Multi-step reaction with 2 steps

1: NaOH; water

2: hydrazine hydrate; potassium hydroxide; diethylene glycol

With potassium hydroxide; sodium hydroxide; water; hydrazine hydrate; diethylene glycol;

DOI:10.1021/ja01582a034

upstream raw materials:

dicyclopropyl ketone

cis-1,1,1',1'-tetracyclopropylazomethane

trans-1,1,1',1'-tetracyclopropylazomethane

1,7-dichloro-4-heptanone

Refernces

• 1、 Sobolew et al.. "". . . Retrieved 1961.
• 2、 Bernloehr, Werner,Flamm-ter Meer, Manuela A.,Kaiser, Juergen H.,Schmittel, Michael,Beckhaus, Hans-Dieter,Ruechardt, Christoph. "Aliphatic Azo Compounds, XV cis- and trans-Tetracyclopropyl- and Tetra-tert-butylazomethanes". . p. 1911 - 1918. Retrieved 2007/10/02.