3,3-Dimethyl-1-oxaspiro[3.5]nonan-2-one

Base Information

• Chemical Name: 3,3-Dimethyl-1-oxaspiro[3.5]nonan-2-one
• CAS No.: 22741-15-7
• Molecular Formula: C10H16 O2
• Molecular Weight: 168.236
• Hs Code.: 2932209090
• DSSTox Substance ID: DTXSID90456517
• Nikkaji Number: J374.860J
• Wikidata: Q82279061
• Mol file: 22741-15-7.mol

Synonyms:3,3-dimethyl-1-oxaspiro[3.5]nonan-2-one;22741-15-7;DTXSID90456517;1,1-dimethyl-3-oxaspiro[3.5]nonan-2-one;3,3-Dimethyl-1-oxaspiro[3,5]nonan-2-one

Chemical Property of 3,3-Dimethyl-1-oxaspiro[3.5]nonan-2-one

Chemical Property:

• PSA: 26.30000
• LogP: 2.27230
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 168.115029749
• Heavy Atom Count: 12
• Complexity: 212

Purity/Quality:

3,3-DIMETHYL-1-OXASPIRO-[3.5]-NONAN-2-ONE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(C(=O)OC12CCCCC2)C

Technology Process of 3,3-Dimethyl-1-oxaspiro[3.5]nonan-2-one

There total 2 articles about 3,3-Dimethyl-1-oxaspiro[3.5]nonan-2-one 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: 86.0%

phenyl isobutyrate (20279-29-2) + cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) → 3,3-Dimethyl-1-oxaspiro<3.5>nonan-2-one (22741-15-7) + 2-(1-Hydroxy-cyclohexyl)-2-methyl-propionic acid phenyl ester

Guidance literature:

With lithium diisopropyl amide; In tetrahydrofuran; hexane; Yields of byproduct given; 1.) -78 deg C, 30 min, 2.) -70 deg C, 30 min; -70 to 0 deg C, 2 h;

DOI:10.1021/jo00108a052

Reference yield: 80.0%

ethyl 2-bromoisobutyrate (600-00-0) + cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) → 3,3-Dimethyl-1-oxaspiro<3.5>nonan-2-one (22741-15-7) + 2-(1-Hydroxycyclohexyl)-2-methylpropansaeure-ethylester (100250-48-4)

Guidance literature:

With indium; tetrabutylammomium bromide; In tetrahydrofuran; N,N-dimethyl-formamide; at 50 ℃;

Reference yield: 88.0%

3,3-Dimethyl-1-oxaspiro<3.5>nonan-2-one (22741-15-7) → isopropylidenecyclohexane (5749-72-4)

Guidance literature:

With silica gel; at 110 - 120 ℃; for 20h; under 61 Torr;

DOI:10.1021/jo00003a047

upstream raw materials:

ethyl 2-bromoisobutyrate

cyclohexanone

phenyl isobutyrate

Downstream raw materials:

isopropylidenecyclohexane

α,α-dimethyl-1-cyclohexene-1-acetic acid

C₁₃H₂₃NO₂