12-Hydroxydodecanoic acid

Base Information

• Chemical Name: 12-Hydroxydodecanoic acid
• CAS No.: 505-95-3
• Molecular Formula: C12H24 O3
• Molecular Weight: 216.321
• Hs Code.: 2918199090
• European Community (EC) Number: 208-025-0
• NSC Number: 664211,159293
• UNII: SUH3LR2K9D
• DSSTox Substance ID: DTXSID90198521
• Nikkaji Number: J182.260H
• Wikidata: Q27070761
• Metabolomics Workbench ID: 1315
• ChEMBL ID: CHEMBL55068
• Mol file: 505-95-3.mol

Synonyms:12-hydroxydodecanoic acid;12-hydroxylauric acid;omega-hydroxylauric acid

Chemical Property of 12-Hydroxydodecanoic acid

Chemical Property:

• Appearance/Colour: white to off-white powder
• Vapor Pressure: 1.32E-06mmHg at 25°C
• Melting Point: 85-88 °C(lit.)
• Refractive Index: 1.4410 (estimate)
• Boiling Point: 359.2°C at 760 mmHg
• PKA: 4.78±0.10(Predicted)
• Flash Point: 185.2°C
• PSA: 57.53000
• Density: 0.988±0.06 g/cm3 (20 ºC 760 Torr)
• LogP: 2.96430
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 11
• Exact Mass: 216.17254462
• Heavy Atom Count: 15
• Complexity: 146

Purity/Quality:

98%,99%, ^*data from raw suppliers

12-HydroxylauricAcid ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(CCCCCC(=O)O)CCCCCO
• Recent ClinicalTrials: Optimization Dose Study on Pharmacokinetics and Pharmacodynamics of Colistin in Critically Ill Patients
• Uses: 12-Hydroxylauric Acid is used in the structural and functional characterization of S-nitrosoglutathione reductase from Solanum lycopersicum. 12-Hydroxydodecanoic acid was used in the synthesis of high molecular weight poly[(12-hydroxydodecanoate)-co-(12-hydroxystearate)] [poly(12HD-co-12HS)] samples with variable monomer ratios using methyl 12-hydroxystearate.

Technology Process of 12-Hydroxydodecanoic acid

There total 46 articles about 12-Hydroxydodecanoic 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: 98.0%

trans-traumatic acid (6402-36-4) + carbon monoxide (201230-82-2) → 12-hydroxydodecanoic acid (505-95-3)

Guidance literature:

With dicarbonylacetylacetonato rhodium (I); N-(3-diphenylphosphanylbenzoyl)guanidine; hydrogen; In dichloromethane; at 40 ℃; for 29h; under 11251.1 Torr; chemoselective reaction; Autoclave;

DOI:10.1039/c3cc45547e

Reference yield: 95.9%

oxacyclotridecan-2-one (947-05-7) → 12-hydroxydodecanoic acid (505-95-3)

Guidance literature:

With potassium hydroxide; In ethanol; for 2h; Heating;

DOI:10.1016/S0040-4039(00)01537-9

Reference yield: 90.0%

trans-methyl 12-hydroxydodec-10-enoate (106753-90-6) → 12-hydroxydodecanoic acid (505-95-3) + (10E)-12-hydroxy-10-dodecenoic acid (106753-92-8)

Guidance literature:

With hydroxide;

upstream raw materials:

1-bromo-10-decanol

dimethyl malonate sodium salt

12-acetoxydodecanoic acid

oxacyclotridecan-2-one

Downstream raw materials:

methyl 12-bromododecanoate

12-bromododecanoic acid

1,12-dodecanedioic acid

2,4,6-Trimethylbenzyl 12-hydroxydodecanoate

Refernces

• 1、 He, Wenwen,Wang, Dongyang,Wang, Liping,Wu, Dan,Wufuer, Halidan,Xu, Yanchao,Zhu, Weiming. "Liglaurates A–E, cytotoxic bis(lauric acid-12yl)lignanoates from the rhizomes of Drynaria roosii Nakaike". . . Retrieved 2022/03/09.
• 2、 Furst, Marc R. L.,Korkmaz, Vedat,Gaide, Tom,Seidensticker, Thomas,Behr, Arno,Vorholt, Andreas J.. "Tandem Reductive Hydroformylation of Castor Oil Derived Substrates and Catalyst Recycling by Selective Product Crystallization". . p. 4319 - 4323. Retrieved 2017/12/15.