trans-4-(4-Pentylcyclohexyl)benzonitrile

Base Information

• Chemical Name: trans-4-(4-Pentylcyclohexyl)benzonitrile
• CAS No.: 61204-01-1
• Deprecated CAS: 62788-05-0,82029-01-4
• Molecular Formula: C18H25N
• Molecular Weight: 255.403
• Hs Code.: 29269090
• European Community (EC) Number: 262-656-6
• DSSTox Substance ID: DTXSID00886422,DTXSID40978451
• Nikkaji Number: J149.503H,J268.413F
• Mol file: 61204-01-1.mol

Synonyms:61204-01-1;trans-4-(4-Pentylcyclohexyl)benzonitrile;4-(4-Pentylcyclohexyl)benzonitrile;4-(trans-4-Pentylcyclohexyl)-benzonitrile;4-(trans-4-Pentylcyclohexyl)benzonitrile;4-(TRANS-4'-N-PENTYLCYCLOHEXYL)BENZONITRILE;4-(trans-4-n-pentylcyclohexyl)benzonitrile;Benzonitrile, 4-(trans-4-pentylcyclohexyl)-;4-(trans-4-Amylcyclohexyl)benzonitrile;306962-78-7;4-((1s,4r)-4-pentylcyclohexyl)benzonitrile;Benzonitrile, 4-(4-pentylcyclohexyl)-;1-(trans-4-Amylcyclohexyl)-4-cyanobenzene;EINECS 262-656-6;62788-05-0;trans-4-Pentyl(4-cyanophenyl)cyclohexane;SCHEMBL261023;SCHEMBL2370340;SCHEMBL13390072;SCHEMBL17447092;DTXSID00886422;DTXSID40978451;FURZYCFZFBYJBT-JCNLHEQBSA-N;FURZYCFZFBYJBT-UHFFFAOYSA-N;AMY25192;MFCD00075548;4-(4-pentyl-cyclohexyl)-benzonitrile;4-(4-Pentylcyclohexyl)benzonitrile #;AKOS015839696;AKOS022177569;CS-W012574;DS-15536;FT-0640737;A833098;Cyclohexanecarbonitrile,4-(4-pentylphenyl)-,trans-;W-105178;trans-4-pentylcyclohexyl-4 inverted exclamation mark -benzonitrile;4-(trans-4-Pentylcyclohexyl)benzonitrile, 99%, liquid crystal (nematic)

Chemical Property of trans-4-(4-Pentylcyclohexyl)benzonitrile

Chemical Property:

• Vapor Pressure: 5.22E-06mmHg at 25°C
• Melting Point: 30-55 °C(lit.)
• Refractive Index: 1.522
• Boiling Point: 381 °C at 760 mmHg
• Flash Point: 185.3 °C
• PSA: 23.79000
• Density: 0.97 g/cm₃
• LogP: 5.41238
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: soluble in Methanol
• XLogP3: 6.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 5
• Exact Mass: 255.198699802
• Heavy Atom Count: 19
• Complexity: 284

Purity/Quality:

98%,99%, ^*data from raw suppliers

trans-4-(4-n-Pentylcyclohexyl)benzonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCC1CCC(CC1)C2=CC=C(C=C2)C#N
• Uses: Intermediates of Liquid Crystals

Technology Process of trans-4-(4-Pentylcyclohexyl)benzonitrile

There total 16 articles about trans-4-(4-Pentylcyclohexyl)benzonitrile 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: 62.0%

4-(4-Pentyl-cyclohexyl)-benzamide (73011-80-0) → 4-(trans-4-pentylcyclohexyl)benzonitrile (61204-01-1,62788-05-0)

Guidance literature:

With thionyl chloride; N,N-dimethyl-formamide; for 1.5h; Ambient temperature;

Reference yield:

4-n-pentylcyclohexanone (61203-83-6) → 4-(trans-4-pentylcyclohexyl)benzonitrile (61204-01-1,62788-05-0)

Guidance literature:

Multi-step reaction with 8 steps

1: 2.) 10percent aq. HCl / 1.) diethyl ether, 1 h, heating

2: p-toluenesulfonic acid / toluene / Heating

3: H₂ / 10percent Pd/C / ethanol

4: AlCl₃ / 1,2-dichloro-ethane / 0.5 h

5: aq. NaOH, Br₂ / dioxane / 3 h / 35 - 40 °C

6: SOCl₂ / 1 h / Heating

7: 25percent aq. NH₄OH

8: 62 percent / SOCl₂, dimethylformamide / 1.5 h / Ambient temperature

With hydrogenchloride; ammonium hydroxide; sodium hydroxide; aluminium trichloride; thionyl chloride; hydrogen; bromine; toluene-4-sulfonic acid; N,N-dimethyl-formamide; palladium on activated charcoal; In 1,4-dioxane; ethanol; 1,2-dichloro-ethane; toluene;

Reference yield:

phenylmagnesium bromide → 4-(trans-4-pentylcyclohexyl)benzonitrile (61204-01-1,62788-05-0)

Guidance literature:

Multi-step reaction with 8 steps

1: 2.) 10percent aq. HCl / 1.) diethyl ether, 1 h, heating

2: p-toluenesulfonic acid / toluene / Heating

3: H₂ / 10percent Pd/C / ethanol

4: AlCl₃ / 1,2-dichloro-ethane / 0.5 h

5: aq. NaOH, Br₂ / dioxane / 3 h / 35 - 40 °C

6: SOCl₂ / 1 h / Heating

7: 25percent aq. NH₄OH

8: 62 percent / SOCl₂, dimethylformamide / 1.5 h / Ambient temperature

With hydrogenchloride; ammonium hydroxide; sodium hydroxide; aluminium trichloride; thionyl chloride; hydrogen; bromine; toluene-4-sulfonic acid; N,N-dimethyl-formamide; palladium on activated charcoal; In 1,4-dioxane; ethanol; 1,2-dichloro-ethane; toluene;

upstream raw materials:

4-(4-Pentyl-cyclohexyl)-benzamide

4-n-pentylcyclohexanone

4-(4'-pentyl-cyclohexyl)-acetophenone

(4-Pentylidene-cyclohexyl)-benzene

Downstream raw materials:

trans-1-(4-pentanoylphenyl)-4-pentylcyclohexane

4-(4'-pentyl-cyclohexyl)-acetophenone

Refernces

• 1、 Bezborodov, V. S.,Bubel', O. N.,Konovalov, V. A.,Ptashnikov, Yu. L.. "SYNTHESIS OF TRANS-4-ALKYL-1-PHENYLCYCLOHEXANES AND THEIR DERIVATIVES". . p. 1479 - 1483. Retrieved 2007/10/02.