1-(4-(trans-4-Pentylcyclohexyl)phenyl)ethanone

Base Information

• Chemical Name: 1-(4-(trans-4-Pentylcyclohexyl)phenyl)ethanone
• CAS No.: 78531-59-6
• Molecular Formula: C19H28 O
• Molecular Weight: 272.431
• European Community (EC) Number: 426-830-7
• DSSTox Substance ID: DTXSID60389267,DTXSID801250078
• Nikkaji Number: J3.063.181A
• Mol file: 78531-59-6.mol

Synonyms:78531-59-6;1-(4-(trans-4-pentylcyclohexyl)phenyl)ethanone;4'-(trans-4-n-pentylcyclohexyl)acetophenone;66227-32-5;1-[4-(4-pentylcyclohexyl)phenyl]ethanone;Ethanone, 1-[4-(4-pentylcyclohexyl)phenyl]-, trans-;EC 426-830-7;1-[4-(trans-4-Pentylcyclohexyl)phenyl]ethanone;1-(4-((1s,4r)-4-pentylcyclohexyl)phenyl)ethanone;ST002072;SCHEMBL9549140;SCHEMBL10341942;DTXSID60389267;ALIWXHRFAQHUSM-UHFFFAOYSA-N;DTXSID801250078;AKOS000618609;AKOS015917790;AS-76355;4-trans(4-N-Pentyl cyclohexyl)acetophenone;methyl 4-(4-pentylcyclohexyl)phenyl ketone;FT-0641682;FT-0750485;1-[4-(4-pentylcyclohexyl)phenyl]ethan-1-one;F16548;4\'-(TRANS-4-N-PENTYLCYCLOHEXYL)ACETOPHENONE;1-{4-[(1s,4r)-4-pentylcyclohexyl]phenyl}ethan-1-one

Chemical Property of 1-(4-(trans-4-Pentylcyclohexyl)phenyl)ethanone

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 392.229°C at 760 mmHg
• Flash Point: 167.15°C
• PSA: 17.07000
• Density: 0.942g/cm³
• LogP: 5.74330
• XLogP3: 6.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 6
• Exact Mass: 272.214015512
• Heavy Atom Count: 20
• Complexity: 280

Purity/Quality:

99%, ^*data from raw suppliers

1-(4-(trans-4-Pentylcyclohexyl)phenyl)ethanone 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCC1CCC(CC1)C2=CC=C(C=C2)C(=O)C

Technology Process of 1-(4-(trans-4-Pentylcyclohexyl)phenyl)ethanone

There total 14 articles about 1-(4-(trans-4-Pentylcyclohexyl)phenyl)ethanone 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: 92.8%

4-(trans-4-pentylcyclohexyl)benzonitrile (61204-01-1,62788-05-0) + methylmagnesium bromide (75-16-1) → 4-(4'-pentyl-cyclohexyl)-acetophenone (78531-59-6)

Guidance literature:

With hydrogenchloride; In diethyl ether; Ambient temperature;

Reference yield:

4-n-pentylcyclohexanone (61203-83-6) → 4-(4'-pentyl-cyclohexyl)-acetophenone (78531-59-6)

Guidance literature:

Multi-step reaction with 4 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

With hydrogenchloride; aluminium trichloride; hydrogen; toluene-4-sulfonic acid; palladium on activated charcoal; In ethanol; 1,2-dichloro-ethane; toluene;

Reference yield:

phenylmagnesium bromide → 4-(4'-pentyl-cyclohexyl)-acetophenone (78531-59-6)

Guidance literature:

Multi-step reaction with 4 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

With hydrogenchloride; aluminium trichloride; hydrogen; toluene-4-sulfonic acid; palladium on activated charcoal; In ethanol; 1,2-dichloro-ethane; toluene;

upstream raw materials:

methyl bromide

4-(trans-4-pentylcyclohexyl)benzonitrile

methylmagnesium bromide

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

Downstream raw materials:

4-(trans-4-pentylcyclohexyl)benzonitrile

4-(trans-4'-n-Pentylcyclohexyl)benzoic acid chloride

4-(4-Pentyl-cyclohexyl)-benzamide

4-(4-Pentyl-cyclohexyl)-benzoic acid 4-cyano-phenyl ester

Refernces

• 1、 Liang, Jason C.,Cross, Julie O.. "Synthesis and Liquid Crystalline Phases of Pyridazine Derivatives I". . p. 123 - 130. Retrieved 2007/10/02.
• 2、 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.