6-Hydroxy-6-(2-nitrophenyl)hexanoic acid

Base Information

• Chemical Name: 6-Hydroxy-6-(2-nitrophenyl)hexanoic acid
• CAS No.: 198065-04-2
• Molecular Formula: C₁₂H₁₅NO₅
• Molecular Weight: 253.255
• DSSTox Substance ID: DTXSID30700829
• Nikkaji Number: J1.306.143B
• Mol file: 198065-04-2.mol

Synonyms:6-hydroxy-6-(2-nitrophenyl)hexanoic acid;198065-04-2;DTXSID30700829;MFCD17013235;SY272724

Chemical Property of 6-Hydroxy-6-(2-nitrophenyl)hexanoic acid

Chemical Property:

• PSA: 103.35000
• LogP: 2.79640
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 6
• Exact Mass: 253.09502258
• Heavy Atom Count: 18
• Complexity: 289

Purity/Quality:

99% ^*data from raw suppliers

6-Hydroxy-6-(2-nitrophenyl)hexanoicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)C(CCCCC(=O)O)O)[N+](=O)[O-]

Technology Process of 6-Hydroxy-6-(2-nitrophenyl)hexanoic acid

There total 3 articles about 6-Hydroxy-6-(2-nitrophenyl)hexanoic acid 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: 93.0%

6-(2'-nitrophenyl)caprolactone → 6-hydroxy-6-(2'-nitrophenyl)caproic acid (198065-04-2)

Guidance literature:

With lithium hydroxide; water; In tetrahydrofuran; at 40 ℃; for 12h;

DOI:10.1021/ol0056224

Reference yield:

(RS)-2-phenylcyclohexanone (1444-65-1) → 6-hydroxy-6-(2'-nitrophenyl)caproic acid (198065-04-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 46 percent / NO₂BF₄ / nitromethane / 1 h / 0 - 20 °C

2: 99 percent / m-CPBA; Na₂HPO₄ / CH₂Cl₂ / 4 h / 20 °C

3: 93 percent / LiOH monohydrate; H₂O / tetrahydrofuran / 12 h / 40 °C

With lithium hydroxide; disodium hydrogenphosphate; nitronium tetrafluoborate; water; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; nitromethane; dichloromethane; 1: Nitration / 2: Baeyer-Villiger oxidation / 3: saponification;

DOI:10.1021/ol0056224

Reference yield:

2-(2'-nitrophenyl)cyclohexanone (68614-38-0) → 6-hydroxy-6-(2'-nitrophenyl)caproic acid (198065-04-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 99 percent / m-CPBA; Na₂HPO₄ / CH₂Cl₂ / 4 h / 20 °C

2: 93 percent / LiOH monohydrate; H₂O / tetrahydrofuran / 12 h / 40 °C

With lithium hydroxide; disodium hydrogenphosphate; water; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; dichloromethane; 1: Baeyer-Villiger oxidation / 2: saponification;

DOI:10.1021/ol0056224

upstream raw materials:

(RS)-2-phenylcyclohexanone

2-(2'-nitrophenyl)cyclohexanone