2-Hydroxycyclopentadecanone

Base Information

• Chemical Name: 2-Hydroxycyclopentadecanone
• CAS No.: 4727-18-8
• Molecular Formula: C15H28 O2
• Molecular Weight: 240.386
• DSSTox Substance ID: DTXSID30863443
• Nikkaji Number: J13.627A
• Wikidata: Q105270048
• Mol file: 4727-18-8.mol

Synonyms:2-Hydroxycyclopentadecanone;2-hydroxycyclopentadecan-1-one;4727-18-8;Cyclopentadecanone,2-hydroxy;Exaltoin;2-hydroxy-cyclopentadecanone;2-Hydroxycyclopentadecanone #;Cyclopentadecanone, 2-hydroxy-;SCHEMBL2864371;2-hydroxy-cyclopentadecan-1-one;DTXSID30863443;AKOS024323800

Chemical Property of 2-Hydroxycyclopentadecanone

Chemical Property:

• Vapor Pressure: 2.22E-07mmHg at 25°C
• Melting Point: 57-58 °C
• Boiling Point: 381.3°C at 760 mmHg
• PKA: 13.42±0.20(Predicted)
• Flash Point: 162.8°C
• PSA: 37.30000
• Density: 0.926g/cm³
• LogP: 4.00130
• XLogP3: 5.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 240.208930132
• Heavy Atom Count: 17
• Complexity: 201

Purity/Quality:

99%, ^*data from raw suppliers

2-HYDROXYCYCLOPENTADECANONE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCCCCCC(C(=O)CCCCCC1)O

Technology Process of 2-Hydroxycyclopentadecanone

There total 19 articles about 2-Hydroxycyclopentadecanone 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: 85.0%

dimethyl pentadecanedioate (36575-82-3) → 2-hydroxycyclopentadecanone (4727-18-8)

Guidance literature:

dimethyl pentadecanedioate; With chloro-trimethyl-silane; sodium; In toluene; at 100 ℃; for 7h;

With toluene-4-sulfonic acid; Further stages.;

DOI:10.1016/j.tetlet.2007.11.065

Reference yield: 64.0%

cyclopentadecanone (502-72-7) → 2-hydroxycyclopentadecanone (4727-18-8)

Guidance literature:

With ferredoxin reductase; [2Fe–2S] ferredoxin; cytochrome P₄₅₀ enzyme CYP₁₀₁C₁; In aq. buffer; pH=7.4; regioselective reaction; Kinetics; Enzymatic reaction;

DOI:10.1039/d0cy01040e

Reference yield:

butylene pentadecanedioate (420813-63-4) → 2-hydroxycyclopentadecanone (4727-18-8)

Guidance literature:

With sodium; In 5,5-dimethyl-1,3-cyclohexadiene; at 100 ℃; for 6h; Inert atmosphere;

upstream raw materials:

pentadecanedioic acid diethyl ester

cyclopentadecane-1,2-dione

dimethyl pentadecanedioate

Ethyl hydrogen suberate

Downstream raw materials:

cyclopentadecanone

pentadecanedioic acid

cyclopentadecane

cyclopentadecanol

Refernces

• 1、 Sarkar, Md. Raihan,Bell, Stephen G.. "Complementary and selective oxidation of hydrocarbon derivatives by two cytochrome P450 enzymes of the same family". . p. 5983 - 5995. Retrieved 2020/10/08.
• 2、 -. "Preparation method of alpha-hydroxycyclopentadecanone". Paragraph 0029. . Retrieved 2017/03/28.