2-{[(Propan-2-yl)oxy]methylidene}cyclohexan-1-one

Base Information

• Chemical Name: 2-{[(Propan-2-yl)oxy]methylidene}cyclohexan-1-one
• CAS No.: 15839-23-3
• Molecular Formula: C10H16O2
• Molecular Weight: 168.236
• DSSTox Substance ID: DTXSID80706679
• Mol file: 15839-23-3.mol

Synonyms:15839-23-3;SCHEMBL10347495;DTXSID80706679;2-{[(Propan-2-yl)oxy]methylidene}cyclohexan-1-one

Chemical Property of 2-{[(Propan-2-yl)oxy]methylidene}cyclohexan-1-one

Chemical Property:

• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 168.115029749
• Heavy Atom Count: 12
• Complexity: 192

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)OC=C1CCCCC1=O

Technology Process of 2-{[(Propan-2-yl)oxy]methylidene}cyclohexan-1-one

There total 10 articles about 2-{[(Propan-2-yl)oxy]methylidene}cyclohexan-1-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:

isopropyl bromide (75-26-3) + 2-(hydroxymethylene)cyclohexanone (823-45-0) → 2-(i-propoxymethylene)cyclohexanone (15839-23-3) + 2-isopropoxy-3,4,5,6-tetrahydrobenzaldehyde (87156-47-6)

Guidance literature:

With potassium carbonate; In dimethyl sulfoxide; at 50 ℃; for 12h; Yield given. Yields of byproduct given;

DOI:10.1021/jo00171a023

Reference yield:

Cyclohexanone-2-carbaldehyde (1193-63-1) → 2-(i-propoxymethylene)cyclohexanone (15839-23-3)

Guidance literature:

With potassium carbonate; acetone; und anschliessend mit Isopropyljodid,zuletzt bei Siedetemperatur;

DOI:10.1021/ja01169a523

Reference yield:

cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) → 2-[1-Isopropoxy-meth-(Z)-ylidene]-cyclohexanone (15839-23-3)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium methoxide / diethyl ether / 12 h / Ambient temperature

2: p-toluenesulfonic acid / benzene / 5 h / Heating

With sodium methylate; toluene-4-sulfonic acid; In diethyl ether; benzene;

DOI:10.1016/S0040-4020(01)90602-7

upstream raw materials:

Cyclohexanone-2-carbaldehyde

isopropyl alcohol

2-(hydroxymethylene)cyclohexanone

2-iodo-propane

Downstream raw materials:

2-ethylidenecyclohexan-1-one

2-methylcyclohex-1-ene-1-carbaldehyde

1-cyclohexene-1-carboxaldehyde

3,4,5,6-tetrahydro-[1,1′-biphenyl]-2-carbaldehyde