4α-tert-Butylcyclohexane-1β-carbonitrile

Base Information

• Chemical Name: 4α-tert-Butylcyclohexane-1β-carbonitrile
• CAS No.: 15619-18-8
• Molecular Formula: C11H19N
• Molecular Weight: 165.279
• Mol file: 15619-18-8.mol

Synonyms:trans-4-tert.-Butyl-cyclohexancarbonsaeurenitril;1-trans-(4-t-butylcyclohexyl)methane nitrile;trans-4-t-butylcyclohexanecarbonitrile;trans-1-cyano-4-t-butylcyclohexane;4-tert-Butyl-cyclohexanecarbonitrile;trans-1-tert.-Butyl-4-cyanocyclohexan;trans-4-tert-Butylcyclohexancarbonitril;

Chemical Property of 4α-tert-Butylcyclohexane-1β-carbonitrile

Chemical Property:

• Boiling Point: 251.1±9.0 °C(Predicted)
• PSA: 23.79000
• Density: 0.88±0.1 g/cm3(Predicted)
• LogP: 3.36248

Purity/Quality:

99.90% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4α-tert-Butylcyclohexane-1β-carbonitrile

There total 10 articles about 4α-tert-Butylcyclohexane-1β-carbonitrile 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:

1-carboxaldehyde-4-(1,1-dimethylethyl)-cyclohexane (20691-52-5) → trans-4-tert-Butylcyclohexanecarbonitrile (15619-18-8) + cis-4-tert-Butylcyclohexanecarbonitrile (15619-19-9)

Guidance literature:

With ammonium acetate; acetic acid; 4-acetylamino-2,2,6,6-tetramethylpiperidine-1-oxoammonium tetrafluoroborate; at 70 ℃; for 12h; Overall yield = 67 %; Inert atmosphere;

DOI:10.1016/j.tetlet.2017.11.002

Reference yield:

1-(1-Cyano-4-tert-butylcyclohexyl)-2-carbomethoxyhydrazine (61827-31-4) → trans-4-tert-Butylcyclohexanecarbonitrile (15619-18-8) + cis-4-tert-Butylcyclohexanecarbonitrile (15619-19-9)

Guidance literature:

With sodium cyanide; In methanol; at 17 ℃; for 4.7h; Yield given. Yields of byproduct given. Title compound not separated from byproducts; electrolysis;

DOI:10.1021/jo00290a048

Reference yield:

hydrogen cyanide (74-90-8) + 4-tert-butylcylohexene (2228-98-0) → trans-4-tert-Butylcyclohexanecarbonitrile (15619-18-8) + 3-(tert-butyl)cyclohexane-1-carbonitrile (84784-46-3)

Guidance literature:

Pd(diop)2;

DOI:10.1016/S0040-4039(00)87174-9

upstream raw materials:

C₁₃H₂₁N₃O₂

hydrogen cyanide

4-tert-butylcylohexene

1-(1-Cyano-4-tert-butylcyclohexyl)-2-carbomethoxyhydrazine

Downstream raw materials:

1-trans-(4-t-butylcyclohexyl)-acetic acid

Refernces

• 1、 Bhunia, Anup,Bergander, Klaus,Studer, Armido. "Cooperative Palladium/Lewis Acid-Catalyzed Transfer Hydrocyanation of Alkenes and Alkynes Using 1-Methylcyclohexa-2,5-diene-1-carbonitrile". supporting information. p. 16353 - 16359. Retrieved 2018/11/25.
• 2、 Gerlach, Uwe,Haubenreich, Thomas,Huenig, Siegfried,Keita, Yango. "Stereoselective Protonation of Carbanions, 1. - Diastereoselective Protonation of C-H-Activated Cyclohexane Derivatives". . p. 1205 - 1216. Retrieved 2007/10/02.