Undecanedioic acid

Base Information

• Chemical Name: Undecanedioic acid
• CAS No.: 1852-04-6
• Deprecated CAS: 138950-82-0
• Molecular Formula: C11H20O4
• Molecular Weight: 216.277
• Hs Code.: 2917.19
• European Community (EC) Number: 217-440-6,806-507-0
• NSC Number: 400241
• UNII: 7059GFK8NV
• DSSTox Substance ID: DTXSID0044862
• Nikkaji Number: J105.350G
• Wikidata: Q27144063
• Metabolomics Workbench ID: 1931
• ChEMBL ID: CHEMBL3183300
• Mol file: 1852-04-6.mol

Synonyms:UNDECANEDIOIC ACID;1852-04-6;1,9-Nonanedicarboxylic acid;1,9-Nonanedicarboxylicacid;1,11-Undecanedioic acid;Hendecanedioic acid;Undecanedionic acid;Undecandioic acid;UNII-7059GFK8NV;7059GFK8NV;DTXSID0044862;CHEBI:73713;EINECS 217-440-6;MFCD00004444;NSC400241;NSC 400241;NSC-400241;EC 217-440-6;Hendecanedioate;Nonamethylenedicarboxylic Acid;Undecanedioate;Undecanedionate;undecandisäure;1,11-Undecanedioate;1,9-Nonanedicarboxylate;Undecanedioic acid, 97%;bmse000847;bmse000880;SCHEMBL28401;CHEMBL3183300;DTXCID8024862;Tox21_300954;LMFA01170007;s6333;AKOS015919038;CS-W014841;HY-W014125;NCGC00248227-01;NCGC00254856-01;AS-14889;SY051603;CAS-1852-04-6;FT-0656248;N0333;Undecanedioic acid, puriss., >=99.0% (GC);EN300-1212389;A812932;W-109719;Q27144063;Z1508914846

Chemical Property of Undecanedioic acid

Chemical Property:

• Appearance/Colour: white to light yellow powder
• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 108-110 °C(lit.)
• Refractive Index: 1.673
• Boiling Point: 400.1 °C at 760 mmHg
• PKA: 4.48±0.10(Predicted)
• Flash Point: 209.9 °C
• PSA: 74.60000
• Density: 1.084 g/cm³
• LogP: 2.66650
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: methanol: 10 mg/mL, clear
• Water Solubility.: 5.10g/L(21 oC)
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 10
• Exact Mass: 216.13615911
• Heavy Atom Count: 15
• Complexity: 169

Purity/Quality:

99% ^*data from raw suppliers

Undecanedioic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C(CCCCC(=O)O)CCCCC(=O)O
• Description: Undecanedioic acid, in the form of a white powder or flake, is dibasic acids which is a family of organic compounds, also known as ‘long-chain dicarboxylic acids’. Undecanedioic acid is an alpha, omega-dicarboxylic acid that is nonane with two carboxylic acid groups at positions C-1 and C-9. It has a role as a metabolite. It is a conjugate acid of an undecanedioic acid anion. It has recommended applications in corrosion inhibitors, hot melt adhesives, high performance polyamides/nylon, metal-working fluid, lubircant, adhesive, powder coating, and more.? Undecanedioic acid has been found in parts of human aortas with advanced atherosclerotic lesions associated with intercellular matrix macromolecules and specifically with elastin, and may be the result of an increased hydrolysis of esters and (or) a decreased esterification. Undecanedioic acid has been found (among other unusual dicarboxylic acids) in the urine from patients under hopantenate therapy during episodes of Reye's-like syndrome.
• Uses: Undecanedioic Acid is a bioactive compound found in Polygala tenuifolia root which is used as a functional food due to its attractive health benefits.

Technology Process of Undecanedioic acid

There total 78 articles about Undecanedioic 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: 90.0%

11-hydroxyundecanoic acid (3669-80-5) → undecanedioic acid (1852-04-6)

Guidance literature:

With chromium(VI) oxide; periodic acid; In water; acetonitrile; at 0 - 5 ℃; for 1.25h;

DOI:10.1039/c5gc01017a

Reference yield: 63.0%

carbon monoxide (201230-82-2) + non-2-en-1-ol (22104-79-6) → undecanedioic acid (1852-04-6)

Guidance literature:

With HeMaRaphos; water; toluene-4-sulfonic acid; palladium dichloride; In tetrahydrofuran; at 125 ℃; for 24h; under 30003 Torr; regioselective reaction; Autoclave; Green chemistry;

DOI:10.1002/anie.202008916

Reference yield:

isopellynol A → undecanedioic acid (1852-04-6) + brassylic acid (505-52-2)

Guidance literature:

With ruthenium trichloride; sodium periodate; In tetrachloromethane; water; acetonitrile; for 1h;

DOI:10.1248/cpb.c15-00203

upstream raw materials:

11-hydroxyundecanoic acid

cycloundecanone

docos-11-enoic acid methyl ester

12-Hydroxystearic acid

Downstream raw materials:

dimethyl undecanedioate

1,4-dioxa-cyclopentadecane-5,15-dione

Refernces

• 1、 Verkade,van der Lee,Elzas. "-". . p. 38. Retrieved 1948.
• 2、 Beller, Matthias,Ge, Yao,Huang, Weiheng,Jackstell, Ralf,Liu, Jiawang,Neumann, Helfried,Yang, Ji. "Direct and Selective Synthesis of Adipic and Other Dicarboxylic Acids by Palladium-Catalyzed Carbonylation of Allylic Alcohols". supporting information. p. 20394 - 20398. Retrieved 2020/09/21.
• 3、 Song, Ji-Won,Lee, Jung-Hoo,Bornscheuer, Uwe T.,Park, Jin-Byung. "Microbial synthesis of medium-chain α,ω-dicarboxylic acids and ω-aminocarboxylic acids from renewable long-chain fatty acids". . p. 1782 - 1788. Retrieved 2014/06/09.