4-Hydroxycyclohexyl benzoate

Base Information

• Chemical Name: 4-Hydroxycyclohexyl benzoate
• CAS No.: 6308-92-5
• Molecular Formula: C13H16 O3
• Molecular Weight: 220.268
• Hs Code.: 2916310090
• NSC Number: 42297
• DSSTox Substance ID: DTXSID30285560
• Mol file: 6308-92-5.mol

Synonyms:4-hydroxycyclohexyl benzoate;6308-92-5;trans-(4-hydroxycyclohexyl) benzoate;(4-hydroxycyclohexyl) benzoate;917771-54-1;Rel-(1s,4s)-4-hydroxycyclohexyl benzoate;1165894-81-4;4-BENZOYLOXYCYCLOHEXANOL;NSC42297;starbld0049441;ghl.PD_Mitscher_leg0.310;SCHEMBL1894674;SCHEMBL1896141;SCHEMBL3233565;cis-4-hydroxycyclohexyl benzoate;SCHEMBL13675493;DTXSID30285560;LNXMWBSIGLFCEE-TXEJJXNPSA-N;LNXMWBSIGLFCEE-UHFFFAOYSA-N;MFCD18311820;NSC-42297;AS-78807;FT-0744666;F80251;P19888;J-515522

Chemical Property of 4-Hydroxycyclohexyl benzoate

Chemical Property:

• Vapor Pressure: 2.24E-05mmHg at 25°C
• Boiling Point: 346.1°C at 760 mmHg
• Flash Point: 145°C
• PSA: 46.53000
• Density: 1.16g/cm³
• LogP: 2.14690
• Storage Temp.: 2-8°C
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 220.109944368
• Heavy Atom Count: 16
• Complexity: 225

Purity/Quality:

99% ^*data from raw suppliers

1,4-CYCLOHEXANEDIOL,1-BENZOATE 95 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(CCC1O)OC(=O)C2=CC=CC=C2

Technology Process of 4-Hydroxycyclohexyl benzoate

There total 14 articles about 4-Hydroxycyclohexyl benzoate 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: 99.0%

1,4-Cyclohexanediol (556-48-9) + benzoyl chloride (98-88-4) → 4-benzoyloxycyclohexanol (6308-92-5)

Guidance literature:

With triethylamine; In dichloromethane;

DOI:10.1016/j.bmcl.2011.11.071

Reference yield: 45.3%

4-benzoyloxycyclohexanone (23510-95-4) → benzoic acid 4-hydroxycyclohexyl ester (6308-92-5) + cis-1-Benzoyloxy-cyclohexanol-(4) (6308-92-5)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at -5 ℃; for 3h;

Reference yield: 45.3%

4-benzoyloxycyclohexanone (23510-95-4) → benzoic acid 4-hydroxycyclohexyl ester (6308-92-5) + cis-1-Benzoyloxy-cyclohexanol-(4) (6308-92-5)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at -5 ℃; for 3h;

upstream raw materials:

1,4-Cyclohexanediol

benzoyl chloride

cyclohexane-1,4-diol

trans-4-acetoxy-1-cyclohexanol

Downstream raw materials:

cyclohexane-1,4-diol

cis-1,4-cyclohexanediol

cis-4-(toluene-sulfonyl-⁽⁴⁾-oxy)-1-benzoyloxy-cyclohexane

4-benzoyloxycyclohexanone

Refernces

• 1、 Bell, Stephen G.,Spence, Justin T. J.,Liu, Shenglan,George, Jonathan H.,Wong, Luet-Lok. "Selective aliphatic carbon-hydrogen bond activation of protected alcohol substrates by cytochrome P450 enzymes". . p. 2479 - 2488. Retrieved 2014/04/03.
• 2、 Stokes, Suzanne S.,Gowravaram, Madhusudhan,Huynh, Hoan,Lu, Min,Mullen, George B.,Chen, Brendan,Albert, Robert,O'Shea, Thomas J.,Rooney, Michael T.,Hu, Haiqing,Newman, Joseph V.,Mills, Scott D.. "Discovery of bacterial NAD+-dependent DNA ligase inhibitors: Improvements in clearance of adenosine series". scheme or table. p. 85 - 89. Retrieved 2012/03/10.