1,1-Dimethyl-3-methylidenecyclopentane

Base Information

• Chemical Name: 1,1-Dimethyl-3-methylidenecyclopentane
• CAS No.: 78343-76-7
• Molecular Formula: C8H14
• Molecular Weight: 110.199
• DSSTox Substance ID: DTXSID70505719
• Nikkaji Number: J515.678E
• Wikidata: Q82361008

Synonyms:1,1-Dimethyl-3-methylidenecyclopentane;78343-76-7;DTXSID70505719;AKOS019265745;EN300-3435500

Chemical Property of 1,1-Dimethyl-3-methylidenecyclopentane

Chemical Property:

• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 110.109550447
• Heavy Atom Count: 8
• Complexity: 109

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(CCC(=C)C1)C

Technology Process of 1,1-Dimethyl-3-methylidenecyclopentane

There total 6 articles about 1,1-Dimethyl-3-methylidenecyclopentane 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: 42.0%

5-(iodomethyl)-5-methyl-1-hexene (77400-57-8) + lithiopropiophenone (72658-01-6) → 1,1,3-trimethylcyclopentane (4516-69-2) + 1-phenyl-2,4,4-trimethyl-7-octen-1-one (89746-00-9) + 3-(3,3-dimethylcyclopentyl)-2-methyl-1-phenyl-1-propanone (89746-01-0) + 1-methylene-3,3-dimethylcyclopentane (78343-76-7) + 1-((2,2-dimethyl-5-hexenyl)oxy)-1-phenyl-1-propene (97467-22-6)

Guidance literature:

With N,N,N,N,N,N-hexamethylphosphoric triamide; In tetrahydrofuran; for 10h; Product distribution; Mechanism; Ambient temperature; other alkyl halides and tosylate, var. solvents, other reaction times, in the presence or absence of light and radical scavenger, also in the presence of 1,4-cyclohexadiene and dicyclohexylphosphine;

DOI:10.1021/jo00218a007

Reference yield:

5-(iodomethyl)-5-methyl-1-hexene (77400-57-8) + lithium isopropoxide (2388-10-5) → 5,5-dimethyl-hex-1-ene (7116-86-1) + 1,1,3-trimethylcyclopentane (4516-69-2) + 1-methylene-3,3-dimethylcyclopentane (78343-76-7)

Guidance literature:

With dicyclohexylphosphane; In N,N,N,N,N,N-hexamethylphosphoric triamide; for 1h; Further byproducts given;

DOI:10.1016/S0040-4039(01)81536-7

Reference yield:

5-(iodomethyl)-5-methyl-1-hexene (77400-57-8) → 5,5-dimethyl-hex-1-ene (7116-86-1) + 2,2-dimethyl-5-hexenylisopropyl ether + 1-methylene-3,3-dimethylcyclopentane (78343-76-7)

Guidance literature:

With lithium tert-butoxide; In N,N,N,N,N,N-hexamethylphosphoric triamide; for 336h;

DOI:10.1016/S0040-4039(01)81536-7

upstream raw materials:

5-(iodomethyl)-5-methyl-1-hexene

lithiopropiophenone

lithium isopropoxide

propiophenone lithium enolate

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