1,4-Dioxaspiro[4.5]dec-7-ene, 8-(4-bromophenyl)-

Base Information

• Chemical Name: 1,4-Dioxaspiro[4.5]dec-7-ene, 8-(4-bromophenyl)-
• CAS No.: 125962-60-9
• Molecular Formula: C14H15BrO2
• Molecular Weight: 295.176
• DSSTox Substance ID: DTXSID70435441
• Wikidata: Q82250379
• Mol file: 125962-60-9.mol

Synonyms:125962-60-9;1,4-Dioxaspiro[4.5]dec-7-ene, 8-(4-bromophenyl)-;8-(4-BROMOPHENYL)-1,4-DIOXASPIRO[4.5]DEC-7-ENE;8-(4-Bromo-phenyl)-1,4-dioxa-spiro[4.5]dec-7-ene;8-(4-Bromophenyl)-1,4-dioxaspiro(4.5)dec-7-ene;SCHEMBL2384758;DTXSID70435441;OWDXWFQOWJGTRP-UHFFFAOYSA-N;AKOS015964171;BS-46151;D80118;J-005306

Chemical Property of 1,4-Dioxaspiro[4.5]dec-7-ene, 8-(4-bromophenyl)-

Chemical Property:

• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 294.02554
• Heavy Atom Count: 17
• Complexity: 299

Purity/Quality:

98%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC2(CC=C1C3=CC=C(C=C3)Br)OCCO2

Technology Process of 1,4-Dioxaspiro[4.5]dec-7-ene, 8-(4-bromophenyl)-

There total 6 articles about 1,4-Dioxaspiro[4.5]dec-7-ene, 8-(4-bromophenyl)- 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: 90.0%

4,4,5,5-tetramethyl-2-(1,4-dioxaspiro[4.5]dec-7-en-8-yl)-1,3,2-dioxaborolane (680596-79-6) + 1,4-bromoiodobenzene (589-87-7) → 8-(4-bromophenyl)-1,4-dioxaspiro[4.5]dec-7-ene (125962-60-9)

Guidance literature:

With potassium phosphate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In 1,4-dioxane; water; at 100 ℃; for 14h; Sealed tube;

Reference yield: 77.0%

4-Hydroxy-4-(p-bromophenyl)cyclohexanone ethylene ketal (125962-59-6) → 8-(4-bromophenyl)-1,4-dioxaspiro[4.5]dec-7-ene (125962-60-9)

Guidance literature:

With toluene-4-sulfonic acid; In toluene; at 110 ℃; for 4h; Inert atmosphere;

Reference yield:

cyclohexanedione monoethylene ketal (4746-97-8) → 8-(4-bromophenyl)-1,4-dioxaspiro[4.5]dec-7-ene (125962-60-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) Mg / 1.) THF, reflux, 2.) reflux, 24 h

2: KHSO₄ / chlorobenzene / 12 h / Heating

With potassium hydrogensulfate; magnesium; In chlorobenzene;

DOI:10.1021/jo00086a042

upstream raw materials:

4-Hydroxy-4-(p-bromophenyl)cyclohexanone ethylene ketal

cyclohexanedione monoethylene ketal

1.4-dibromobenzene

ethylene glycol

Downstream raw materials:

4'-bromo-2,5-dihydro-[1,1'-biphenyl]-4(3H)-one