2-Cyclohexyl-1-phenylethanol

Base Information

• Chemical Name: 2-Cyclohexyl-1-phenylethanol
• CAS No.: 4442-82-4
• Molecular Formula: C14H20O
• Molecular Weight: 204.312
• European Community (EC) Number: 866-655-7
• DSSTox Substance ID: DTXSID101292796
• Nikkaji Number: J1.267.627A
• Mol file: 4442-82-4.mol

Synonyms:2-cyclohexyl-1-phenylethanol;4442-82-4;2-cyclohexyl-1-phenylethan-1-ol;Benzenemethanol, a-(cyclohexylmethyl)-;SCHEMBL1520497;MGABQOVTAPAHJQ-UHFFFAOYSA-N;DTXSID101292796;AKOS010333483;CS-0231184;G48241;EN300-1073187;Z756122870

Chemical Property of 2-Cyclohexyl-1-phenylethanol

Chemical Property:

• Melting Point: 54-56 °C
• Boiling Point: 142-143 °C(Press: 3 Torr)
• Density: 1.0239 g/cm3(Temp: 0 °C)
• XLogP3: 4.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 204.151415257
• Heavy Atom Count: 15
• Complexity: 166

Purity/Quality:

95% ^*data from raw suppliers

2-Cyclohexyl-1-phenylethanol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1CCC(CC1)CC(C2=CC=CC=C2)O

Technology Process of 2-Cyclohexyl-1-phenylethanol

There total 15 articles about 2-Cyclohexyl-1-phenylethanol 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: 94.0%

acetophenone (98-86-2) + cyclohexanol (108-93-0) → 2-cyclohexyl-1-phenylethan-1-one (5653-09-8) + rac-2-cyclohexyl-1-phenylethan-1-ol (4442-82-4)

Guidance literature:

With Mg-Al hydrotalcite supported copper; at 180 ℃; for 15h; chemoselective reaction;

DOI:10.1016/j.catcom.2012.12.027

Reference yield: 93.0%

2-cyclohexylidene-1-phenyl-1-ethanone (5452-52-8) → rac-2-cyclohexyl-1-phenylethan-1-ol (4442-82-4)

Guidance literature:

With sodium tetrahydroborate; 5%-palladium/activated carbon; acetic acid; isopropyl alcohol; at 20 ℃; for 4.5h; Inert atmosphere;

DOI:10.1016/j.tet.2020.131771

Reference yield: 70.0%

styrene (100-42-5,25038-60-2,25247-68-1,28213-80-1,28325-75-9,79637-11-9,9003-53-6) + 1,3-dioxoisoindolin-2-yl cyclohexanecarboxylate (126812-30-4) → rac-2-cyclohexyl-1-phenylethan-1-ol (4442-82-4)

Guidance literature:

With (4,4'-di-tert-butyl-2,2'-dipyridyl)-bis-(2-phenylpyridine(-1H))-iridium(III) hexafluorophosphate; water; In acetonitrile; at 20 ℃; for 12h; Schlenk technique; Inert atmosphere; Irradiation;

DOI:10.1002/anie.201700049

upstream raw materials:

2-cyclohexyl-1-phenylethan-1-one

benzaldehyde

Cyclohexylmethyl bromide

cyclohexylacetic acid chloride

Downstream raw materials:

(2-cyclohexylvinyl)benzene

(E)-(2-cyclohexylvinyl)benzene

3-(2-Cyclohexyl-1-phenylethyl)-4-hydroxycoumarin

2-cyclohexyl-1-phenylethan-1-one

Refernces

• 1、 Wu, Shuo,Wu, Xinxin,Wang, Dongping,Zhu, Chen. "Regioselective Vinylation of Remote Unactivated C(sp3)?H Bonds: Access to Complex Fluoroalkylated Alkenes". supporting information. p. 1499 - 1503. Retrieved 2019/01/04.
• 2、 Tlahuext-Aca, Adrian,Garza-Sanchez, R. Aleyda,Glorius, Frank. "Multicomponent Oxyalkylation of Styrenes Enabled by Hydrogen-Bond-Assisted Photoinduced Electron Transfer". supporting information. p. 3708 - 3711. Retrieved 2017/03/21.