Cyano-(4,4-dipropyl-cyclohexylidene)-acetic acid ethyl ester

Base Information

• Chemical Name: Cyano-(4,4-dipropyl-cyclohexylidene)-acetic acid ethyl ester
• CAS No.: 130065-93-9
• Molecular Formula: C17H27 N O2
• Molecular Weight: 277.40178
• DSSTox Substance ID: DTXSID40576057
• Mol file: 130065-93-9.mol

Synonyms:130065-93-9;CYANO-(4,4-DIPROPYL-CYCLOHEXYLIDENE)-ACETIC ACID ETHYL ESTER;ethyl 2-cyano-2-(4,4-dipropylcyclohexylidene)acetate;Ethyl cyano(4,4-dipropylcyclohexylidene)acetate;Acetic acid, 2-cyano-2-(4,4-dipropylcyclohexylidene)-, ethyl ester;DTXSID40576057

Chemical Property of Cyano-(4,4-dipropyl-cyclohexylidene)-acetic acid ethyl ester

Chemical Property:

• Boiling Point: 382.2±25.0 °C(Predicted)
• PSA: 50.09000
• Density: 0.973±0.06 g/cm3(Predicted)
• LogP: 4.53028
• XLogP3: 5.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 7
• Exact Mass: 277.204179104
• Heavy Atom Count: 20
• Complexity: 396

Purity/Quality:

CYANO-(4,4-DIPROPYL-CYCLOHEXYLIDENE)-ACETIC ACID ETHYL ESTER 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCC1(CCC(=C(C#N)C(=O)OCC)CC1)CCC

Technology Process of Cyano-(4,4-dipropyl-cyclohexylidene)-acetic acid ethyl ester

There total 2 articles about Cyano-(4,4-dipropyl-cyclohexylidene)-acetic acid ethyl ester 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: 89.0%

4,4-di-n-propylcyclohexanone (123018-62-2) + ethyl 2-cyanoacetate (105-56-6) → ethyl α-cyano-α-(4,4-dipropylcyclohexylidene)acetate (130065-93-9)

Guidance literature:

With ammonium acetate; acetic acid; In toluene; Heating;

DOI:10.1021/jm00173a010

Reference yield:

4,4-dipropylcyclohex-2-en-1-one (60729-41-1) → ethyl α-cyano-α-(4,4-dipropylcyclohexylidene)acetate (130065-93-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 98 percent / H₂ / 10percent Pd/C / ethyl acetate / 5 h / 2585.7 Torr / Ambient temperature

2: 89 percent / ammonium acetate, acetic acid / toluene / Heating

With ammonium acetate; hydrogen; acetic acid; palladium on activated charcoal; In ethyl acetate; toluene;

DOI:10.1021/jm00173a010

Reference yield:

ethyl α-cyano-α-(4,4-dipropylcyclohexylidene)acetate (130065-93-9) → 4,4-dipropyl-1-carboxycyclohexane-1-acetic acid (130065-94-0)

Guidance literature:

Multi-step reaction with 2 steps

1: ethanol; H₂O / 5 h / Heating

2: acetic acid, hydrochloric acid, H₂O / 84 h / Heating

With hydrogenchloride; water; acetic acid; In ethanol; water;

DOI:10.1021/jm00173a010

upstream raw materials:

4,4-di-n-propylcyclohexanone

ethyl 2-cyanoacetate

4,4-dipropylcyclohex-2-en-1-one

Downstream raw materials:

Cyano-(1-cyano-4,4-dipropyl-cyclohexyl)-acetic acid ethyl ester

4,4-dipropyl-1-carboxycyclohexane-1-acetic acid anhydride

4,4-dipropyl-1-carboxycyclohexane-1-acetic acid

N,N-dimethyl-8,8-dipropyl-2-azaspiro [4,5] decane-2-propanamine dihydrochloride