3-(1-Formylcyclohexyl)propanenitrile

Base Information

• Chemical Name: 3-(1-Formylcyclohexyl)propanenitrile
• CAS No.: 58886-81-0
• Molecular Formula: C10H15NO
• Molecular Weight: 165.235
• DSSTox Substance ID: DTXSID80457876
• Nikkaji Number: J2.047.813F
• Mol file: 58886-81-0.mol

Synonyms:3-(1-formylcyclohexyl)propanenitrile;58886-81-0;1-(2-cyanoethyl)-1-formylcyclohexane;SCHEMBL1602313;DTXSID80457876;ZVVHVOKGEPWABZ-UHFFFAOYSA-N;AKOS022637070;1-(2-Cyanoethyl)cyclohexanecarbaldehyde;EN300-76729;Z1190322501

Chemical Property of 3-(1-Formylcyclohexyl)propanenitrile

Chemical Property:

• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 165.115364102
• Heavy Atom Count: 12
• Complexity: 195

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCC(CC1)(CCC#N)C=O

Technology Process of 3-(1-Formylcyclohexyl)propanenitrile

There total 5 articles about 3-(1-Formylcyclohexyl)propanenitrile 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: 46.0%

acrylonitrile (107-13-1,25014-41-9) + cyclohexanecarbaldehyde (2043-61-0) → 1-(2-cyanoethyl)-1-formylcyclohexane (58886-81-0)

Guidance literature:

With N-benzyl-trimethylammonium hydroxide; In 1,4-dioxane; at 0 - 20 ℃;

Reference yield:

cyclohexanecarbaldehyde (2043-61-0) → 1-(2-cyanoethyl)-1-formylcyclohexane (58886-81-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 95 percent / MgSO₄ / CH₂Cl₂ / Heating

2: hydroquinone / toluene / Heating

3: HCl / CH₂Cl₂; H₂O

With hydrogenchloride; magnesium sulfate; hydroquinone; In dichloromethane; water; toluene;

DOI:10.1016/j.tetlet.2004.03.119

Reference yield:

3-[1-(tert-butylimino-methyl)-cyclohexyl]-propionitrile → 1-(2-cyanoethyl)-1-formylcyclohexane (58886-81-0)

Guidance literature:

With hydrogenchloride; In dichloromethane; water;

DOI:10.1016/j.tetlet.2004.03.119

upstream raw materials:

acrylonitrile

cyclohexanecarbaldehyde

N-(cyclohexylmethylene)-2-methylpropan-2-amine

Downstream raw materials:

2-azaspiro<5,5>undecane

1-(2-cyanoethyl)-1-(1,3-dioxolanyl)cyclohexane

3-(1-(hydroxymethyl)cyclohexyl)propanenitrile

3-(1-[1,3]Dioxolan-2-yl-cyclohexyl)-propylamine