Cyclopentadecanone, 3-methylene-

Base Information

• Chemical Name: Cyclopentadecanone, 3-methylene-
• CAS No.: 94561-99-6
• DSSTox Substance ID: DTXSID6074411
• Nikkaji Number: J2.894.639B
• Wikidata: Q82002770

Synonyms:Cyclopentadecanone, 3-methylene-;94561-99-6;SCHEMBL482456;DTXSID6074411;QBQWSIJFJSWCAE-UHFFFAOYSA-N

Chemical Property of Cyclopentadecanone, 3-methylene-

Chemical Property:

• XLogP3: 5.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 236.214015512
• Heavy Atom Count: 17
• Complexity: 230

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C=C1CCCCCCCCCCCCC(=O)C1

Technology Process of Cyclopentadecanone, 3-methylene-

There total 5 articles about Cyclopentadecanone, 3-methylene- 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:

hexadecane-2,15-dione (18650-13-0) → 3-methylcyclopentadecenone (22442-01-9) + dehydromuscone (22442-02-0) + 3-methylidene-cyclopentadecan-1-one (94561-99-6)

Guidance literature:

With n-propylzinc iodide; In tetrahydrofuran; ethyl acetate; toluene; at 80 ℃; for 7h;

DOI:10.3184/174751911X12992369451085

Reference yield:

hexadecane-2,15-dione (18650-13-0) → (Z)-3-methyl-2-cyclopentadecen-1-one (58643-71-3) + dehydromuscone (22442-02-0) + 3-methylidene-cyclopentadecan-1-one (94561-99-6)

Guidance literature:

With zinc(II) oxide; In n-heptane; at 30 - 50 ℃; for 6h; under 9.56249 Torr; Inert atmosphere;

Reference yield:

hexadecane-2,15-dione (18650-13-0) → (Z)-3-methyl-2-cyclopentadecen-1-one (58643-71-3) + (E)-3-methyl-2-cyclopentadecenone(E)-3-methyl-2-cyclopentadecenone (58643-70-2) + (Z)-3-methylcyclopentadec-3-en-1-one (22442-02-0,58643-72-4,58643-73-5) + (E)-3-methylcyclopentadec-3-en-1-one (58643-72-4) + 3-methylidene-cyclopentadecan-1-one (94561-99-6)

Guidance literature:

With zinc(II) oxide; In decane; Reagent/catalyst; Overall yield = 60 %; Inert atmosphere;

upstream raw materials:

1,10-dibromodecane

1,14-diethyl 2,13-diacetyltetradecanedioate

hexadecane-2,15-dione

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