3-hydroxy-Octanedioic acid

Base Information

• Chemical Name: 3-hydroxy-Octanedioic acid
• CAS No.: 73141-47-6
• Molecular Formula: C₈H₁₄O₅
• Molecular Weight: 190.196
• Mol file: 73141-47-6.mol

Synonyms:3-Hydroxyoctanedioicacid;Octanedioic acid,3-hydroxy-;

Chemical Property of 3-hydroxy-Octanedioic acid

Chemical Property:

• Boiling Point: 413.6ºC at 760 mmHg
• PKA: 4.36±0.10(Predicted)
• Flash Point: 218.1ºC
• PSA: 94.83000
• Density: 1.287 g/cm³
• LogP: 0.46700
• Storage Temp.: Hygroscopic, -20°C Freezer, Under inert atmosphere
• Solubility.: DMSO (Slightly), Methanol (Slightly)

Purity/Quality:

97% ^*data from raw suppliers

3-HydroxysubericAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 3-Hydroxysuberic Acid is a derivative of sebacic acid (S211410) a urinary metabolite that has been identified as an anti-fatigue biomarker.

Technology Process of 3-hydroxy-Octanedioic acid

There total 4 articles about 3-hydroxy-Octanedioic 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: 89.0%

3-acetoxy-octanedioic acid (938447-60-0) → 3-hydroxysuberic acid (73141-47-6)

Guidance literature:

With lithium hydroxide; In tetrahydrofuran; water; for 12h;

DOI:10.1016/j.tetlet.2007.03.053

Reference yield:

acetic acid 1-allyl-hept-6-enyl ester (938447-58-6) → 3-hydroxysuberic acid (73141-47-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 95 percent / RuCl₃*xH₂O; NaIO₄ / acetonitrile; ethyl acetate; H₂O / 12 h

2: 89 percent / LiOH / H₂O; tetrahydrofuran / 12 h

With ruthenium trichloride; lithium hydroxide; sodium periodate; In tetrahydrofuran; water; ethyl acetate; acetonitrile;

DOI:10.1016/j.tetlet.2007.03.053

Reference yield:

1,2-epoxy-7-octene (52485-73-1,105205-70-7,126872-17-1,19600-63-6) → 3-hydroxysuberic acid (73141-47-6)

Guidance literature:

Multi-step reaction with 4 steps

1: 83 percent / CuI / tetrahydrofuran / 1.5 h / -78 °C

2: 94 percent / Et₃N / CH₂Cl₂ / 3 h

3: 95 percent / RuCl₃*xH₂O; NaIO₄ / acetonitrile; ethyl acetate; H₂O / 12 h

4: 89 percent / LiOH / H₂O; tetrahydrofuran / 12 h

With ruthenium trichloride; lithium hydroxide; sodium periodate; copper(l) iodide; triethylamine; In tetrahydrofuran; dichloromethane; water; ethyl acetate; acetonitrile;

DOI:10.1016/j.tetlet.2007.03.053

upstream raw materials:

3-acetoxy-octanedioic acid

acetic acid 1-allyl-hept-6-enyl ester

1,2-epoxy-7-octene

Deca-1,9-dien-4-ol

Refernces