1852-04-6 Usage
Description
Undecanedioic acid, also known as 'long-chain dicarboxylic acids', is a dibasic acid in the form of a white powder or flake. It is an alpha, omega-dicarboxylic acid that is nonane with two carboxylic acid groups at positions C-1 and C-9. Undecanedioic acid has a role as a metabolite and is a conjugate acid of an undecanedioic acid anion. It is a bioactive compound found in Polygala tenuifolia root, which is used as a functional food due to its attractive health benefits.
Uses
Used in Functional Foods:
Undecanedioic acid is used as a bioactive compound in functional foods for its attractive health benefits.
Used in Corrosion Inhibitors:
Undecanedioic acid is used as a corrosion inhibitor to protect materials from the damaging effects of corrosion.
Used in Hot Melt Adhesives:
Undecanedioic acid is used as a component in hot melt adhesives, providing strong bonding properties.
Used in High-Performance Polyamides/Nylon:
Undecanedioic acid is used in the production of high-performance polyamides and nylon, enhancing their durability and strength.
Used in Metal-Working Fluids:
Undecanedioic acid is used in metal-working fluids to improve the efficiency and performance of the manufacturing process.
Used in Lubricants:
Undecanedioic acid is used as a lubricant to reduce friction and wear in various mechanical applications.
Used in Adhesives:
Undecanedioic acid is used in the formulation of adhesives, providing strong bonding capabilities.
Used in Powder Coatings:
Undecanedioic acid is used in powder coatings to provide a durable and protective finish for various surfaces.
Used in Medical Research:
Undecanedioic acid has been found in parts of human aortas with advanced atherosclerotic lesions, associated with intercellular matrix macromolecules and specifically with elastin. It may be the result of an increased hydrolysis of esters and/or a decreased esterification. Additionally, it has been found in the urine from patients under hopantenate therapy during episodes of Reye's-like syndrome, indicating its potential role in medical research and understanding of certain diseases.
Flammability and Explosibility
Nonflammable
Synthesis
Undecanedioic acid is obtained by reacting α -nitro ketone and NaOH in MeOH.To a solution of α -nitro ketone (0.7 mmol) in MeOH (4.2 ml), 25 ml of 0.5 M Na2HPO4 in a 1 N of NaOH were added and the resulting mixture was heated at 70 °C for 1-4 h, then Oxone (1.75 mmol) in water (3 ml) was added to the cold solution (r. t.). After 4 h the mixture was diluted with brine (10 ml), acidified to pH=2 with a 10% solution of HCl and extracted with EtOAc (3 x 20 ml). The combined organic layers were washed with brine (10 ml), dried over Na2SO4 and evaporated to yield pure dicarboxylic acid.Fig The synthetic method 2 of Undecanedioic acid.
Check Digit Verification of cas no
The CAS Registry Mumber 1852-04-6 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,8,5 and 2 respectively; the second part has 2 digits, 0 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 1852-04:
(6*1)+(5*8)+(4*5)+(3*2)+(2*0)+(1*4)=76
76 % 10 = 6
So 1852-04-6 is a valid CAS Registry Number.
InChI:InChI=1/C40H38N4O16/c45-33(46)5-1-17-21(9-37(53)54)29-14-27-19(3-7-35(49)50)23(11-39(57)58)31(43-27)16-32-24(12-40(59)60)20(4-8-36(51)52)28(44-32)15-30-22(10-38(55)56)18(2-6-34(47)48)26(42-30)13-25(17)41-29/h13-16,41,44H,1-12H2,(H,45,46)(H,47,48)(H,49,50)(H,51,52)(H,53,54)(H,55,56)(H,57,58)(H,59,60)/b25-13-,26-13-,27-14-,28-15-,29-14-,30-15-,31-16-,32-16-
1852-04-6Relevant articles and documents
Chemo-enzymatic synthesis of 11-hydroxyundecanoic acid and 1,11-undecanedioic acid from ricinoleic acid
Jang, Hyun-Young,Singha, Kaushik,Kim, Hwan-Hee,Kwon, Yong-Uk,Park, Jin-Byung
, p. 1089 - 1095 (2016)
A practical chemoenzymatic synthetic method for 11-hydroxyundecanoic acid and 1,11-undecanedioic acid from ricinoleic acid (12-hydroxyoleic acid) was investigated. Biotransformation of ricinoleic acid into the ester (3) via 12-ketooleic acid (2) was driven by recombinant Escherichia coli cells expressing an alcohol dehydrogenase from Micrococcus luteus and the Baeyer-Villiger monooxygenase from Pseudomonas putida KT2440. The carbon-carbon double bond of the ester (3) was chemically reduced, and the ester bond was hydrolyzed to afford n-heptanoic acid (5) and 11-hydroxyundecanoic acid (7), which were converted into other related derivatives. For example, 11-hydroxyundecanoic acid was transformed into 1,11-undecanedioic acid (8) under fairly mild reaction conditions. Whole-cell biotransformation at high cell density (i.e., 20 g dry cells per L) allowed the final ester product concentration and volumetric productivity to reach 53 mM and 6.6 mM h-1, respectively. The overall molar yield of 1,11-undecanedioic acid from ricinoleic acid was 55% based on the biotransformation and chemical transformation conversion yields of 84% and 65%, respectively.
Facile synthesis of gold icosahedra in an aqueous solution by reacting HAuCl4 with N-vinyl pyrrolidone
Yavuz, Mustafa S.,Li, Weiyang,Xia, Younan
, p. 13181 - 13187 (2009)
Herein we describe a protocol that generates Au icosahedra in high yields by simply mixing aqueous solutions of HAuCl4 and N-vinyl pyrrolidone. Our mechanistic study reveals that water plays an important role in this synthesis: as a nucleophile
Six New Polyacetylenic Alcohols from the Marine Sponges Petrosia sp. and Halichondria sp.
Gabriel, Adeyemi Francis,Li, Zhen,Kusuda, Ryouhei,Tanaka, Chiaki,Miyamoto, Tomofumi
, p. 469 - 475 (2015/09/07)
Six new polyacetylenic alcohols, termed strongylotriols A and B; pellynols J, K, and L; and isopellynol A, together with three known polyacetylenic alcohols, pellynols A, B, and C were isolated from the marine sponges Petrosia sp., and Halichondria sp. collected in Okinawa, Japan. Their planer structures were determined based on 2D-NMR and mass spectrometric analysis of the degraded products by RuCl3 oxidation. The absolute stereochemistry of isolates was examined by their Mosher's esters. The strongylotriols were found to be optically pure compounds, whereas the pellynols are diastereomeric mixtures at the C-6 position. Proliferation experiments using the HeLa and K562 cell lines suggested that the essential structural units for activity are the "hexa-2,4-diyn-1,6-diol" and "pent-1-en-4-yn-3-ol" on the termini.
Divergent process for C10, C11 and C12 ω-amino acid and α,ω-dicarboxylic acid monomers of polyamides from castor oil as a renewable resource
Koh, Moo-Hyun,Kim, Hyeonjeong,Shin, Nara,Kim, Hyun Su,Yoo, Dongwon,Kim, Young Gyu
, p. 1873 - 1878 (2012/08/07)
Polyamides have great potentials for diverse applications and the present production of their monomers mostly relies on resources from fossil fuel. Starting from undecylenic acid, a natural resource, we have developed both divergent and efficient processes for C10, C11 and C 12 ω-amino acid and α,ω-dicarboxylic acid monomers of the polyamides.