3-Hydroxydodecanedioic acid

Base Information

• Chemical Name: 3-Hydroxydodecanedioic acid
• CAS No.: 34574-69-1
• Molecular Formula: C12H22O5
• Molecular Weight: 246.304
• Hs Code.: 2918199090
• DSSTox Substance ID: DTXSID70586568
• Metabolomics Workbench ID: 2010
• Wikidata: Q72483950
• Mol file: 34574-69-1.mol

Synonyms:3-HYDROXYDODECANEDIOIC ACID;34574-69-1;3-HYDROXY-DODECANEDIOIC ACID;3-Hydroxydodecanedioate;starbld0020395;SCHEMBL2727566;DTXSID70586568;CHEBI:145961;LMFA01170089;AKOS030255162;DB-262358

Chemical Property of 3-Hydroxydodecanedioic acid

Chemical Property:

• Boiling Point: 456.2 °C at 760 mmHg
• Flash Point: 243.8 °C
• PSA: 94.83000
• Density: 1.152g/cm³
• LogP: 2.02740
• Storage Temp.: Hygroscopic, Refrigerator, under inert atmosphere
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 11
• Exact Mass: 246.14672380
• Heavy Atom Count: 17
• Complexity: 227

Purity/Quality:

99% ^*data from raw suppliers

3-HydroxydodecanedioicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(CCCCC(=O)O)CCCC(CC(=O)O)O
• Uses: 3-Hydroxydodecanedioic Acid is used in studies of fatty acid metabolic disorders such as ketoacidosis where enzyme deficiencies are believed to be present.

Technology Process of 3-Hydroxydodecanedioic acid

There total 4 articles about 3-Hydroxydodecanedioic 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:

Methyl 10-undecenoate (111-81-9) → 3-hydroxydodecanedioic acid (34574-69-1)

Guidance literature:

Multi-step reaction with 3 steps

1: NBS, aq. H₂SO₄

2: dimethylsulfoxide

3: aq. KOH

With potassium hydroxide; N-Bromosuccinimide; sulfuric acid; In dimethyl sulfoxide;

Reference yield:

methyl 11-bromo-10-hydroxyundecanoate (34574-67-9) → 3-hydroxydodecanedioic acid (34574-69-1)

Guidance literature:

Multi-step reaction with 2 steps

1: dimethylsulfoxide

2: aq. KOH

With potassium hydroxide; In dimethyl sulfoxide;

Reference yield:

1,12-dodecanedioic acid (693-23-2) → 2-hydroxy dodecanedioic acid (74661-16-8) + 3-hydroxydodecanedioic acid (34574-69-1)

Guidance literature:

With formate dehydrogenase; 1200 U catalase; OleT in combination with the putidaredoxin electron-transfer system CamAB; P₄₅₀ monooxygenase OleT; ammonium formate; β-nicotinamide adenine dinucleotide, disodium salt, reduced form; In dimethyl sulfoxide; at 20 ℃; for 24h; Catalytic behavior; Enzymatic reaction;

DOI:10.1002/ejoc.201600358

upstream raw materials:

11-Cyan-10-hydroxy-undecansaeuremethylester

Methyl 10-undecenoate

methyl 11-bromo-10-hydroxyundecanoate

1,12-dodecanedioic acid

Downstream raw materials:

trans-traumatic acid

Refernces