1-Phenylcyclohexanol

Base Information

• Chemical Name: 1-Phenylcyclohexanol
• CAS No.: 1589-60-2
• Molecular Formula: C12H16 O
• Molecular Weight: 176.258
• Hs Code.: 2906299090
• European Community (EC) Number: 216-456-0
• NSC Number: 21999
• UNII: 8WL3HZ5FB3
• DSSTox Substance ID: DTXSID80166537
• Nikkaji Number: J80.251D
• Wikidata: Q83035710
• Mol file: 1589-60-2.mol

Synonyms:1-Phenylcyclohexanol;1589-60-2;1-phenylcyclohexan-1-ol;CYCLOHEXANOL, 1-PHENYL-;1-Phenyl-1-cyclohexanol;Cyclohexanol, phenyl-;phenylcyclohexanol;1-phenyl-cyclohexanol;1-Phenylcyclohexanol-1;EINECS 216-456-0;NSC 21999;BRN 1818360;8WL3HZ5FB3;AI3-13205;NSC-21999;4-06-00-03908 (Beilstein Handbook Reference);1-Hydroxy-1-phenylcyclohexane;NSC21999;Maybridge1_002485;1-phenyl-cyclohexan-1-ol;UNII-8WL3HZ5FB3;SCHEMBL60129;DivK1c_001237;Benzene, cyclohex-1-yl-1-ol-;HMS548I21;AMY7867;DTXSID80166537;MFCD00021393;STK950848;AKOS003392307;CDS1_000197;AS-57949;LS-57223;FT-0608220;P1988;EN300-319803;A854076;J-640275;J-800267

Chemical Property of 1-Phenylcyclohexanol

Chemical Property:

• Vapor Pressure: 0.000704mmHg at 25°C
• Melting Point: 58-62oC
• Refractive Index: 1.5415 (estimate)
• Boiling Point: 295.1°Cat760mmHg
• PKA: 14.49±0.20(Predicted)
• Flash Point: 113.1°C
• PSA: 20.23000
• Density: 1.061g/cm³
• LogP: 2.83830
• Storage Temp.: 2-8°C
• Solubility.: soluble in Methanol
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 176.120115130
• Heavy Atom Count: 13
• Complexity: 153

Purity/Quality:

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

1-Phenylcyclohexanol ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1CCC(CC1)(C2=CC=CC=C2)O
• Uses: 1-Phenylcyclohexanol is a general reagent used in the synthesis of A-Ring modified steroids, as well as arylcyclohexanols.

Technology Process of 1-Phenylcyclohexanol

There total 49 articles about 1-Phenylcyclohexanol 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: 98.0%

1-phenyl-1-cyclohexyl-1-(ethoxyethyl) ether → 1-phenylcyclohexanol (1589-60-2)

Guidance literature:

With poly-p-styryl-acetonyltriphenylphosphonium bromide; In methanol; at 20 ℃; for 10h;

DOI:10.1016/S0040-4020(01)00558-0

Reference yield: 97.0%

bromobenzene (108-86-1,52753-63-6) + cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) → 1-phenylcyclohexanol (1589-60-2)

Guidance literature:

bromobenzene; With magnesium; In diethyl ether; at 35 ℃;

cyclohexanone; In diethyl ether; at 35 ℃; for 5h;

Reference yield: 94.0%

2-(1-phenyl-1-cyclohexyloxy)tetrahydrofuran → 1-phenylcyclohexanol (1589-60-2)

Guidance literature:

With poly-p-styryl-acetonyltriphenylphosphonium bromide; In methanol; at 20 ℃; for 15h;

DOI:10.1016/S0040-4020(01)00558-0

upstream raw materials:

cyclohexanone

phenyllithium

benzoic acid ethyl ester

pentamethylenebis(magnesium bromide)

Downstream raw materials:

1-Phenylcyclohexene

bis-(1-phenyl-cyclohexyl)-peroxide

5-benzoylvaleric acid

3-phenylcyclohex-2-enone

Refernces

• 1、 Li, Shuai,Li, Xin-yang,Zhang, Ting-jian,Kamara, Mohamed Olounfeh,Liang, Jing-wei,Zhu, Ju,Meng, Fan-hao. "Design, synthesis and biological evaluation of homoerythrina alkaloid derivatives bearing a triazole moiety as PARP-1 inhibitors and as potential antitumor drugs". . . Retrieved 2020.
• 2、 Makioka, Yoshikazu,Fujiwara, Yuzo,Kitamura, Tsugio. "Reactions of diaryliodonium trifluoromethanesulfonates with low-valent ytterbium and samarium reagents". . p. 509 - 513. Retrieved 2000.
• 3、 -. "Spiro [benzo [c] aza-1, 1 '-cyclohexyl]-3-ketone compound". Paragraph 0050-0052. . Retrieved 2021/06/12.
• 4、 Martin, Teo,Galeotti, Marco,Salamone, Michela,Liu, Fengjiao,Yu, Yanmin,Duan, Meng,Houk,Bietti, Massimo. "Deciphering Reactivity and Selectivity Patterns in Aliphatic C-H Bond Oxygenation of Cyclopentane and Cyclohexane Derivatives". supporting information. p. 9925 - 9937. Retrieved 2021/06/30.