Docosanedioic acid

Base Information

• Chemical Name: Docosanedioic acid
• CAS No.: 505-56-6
• Molecular Formula: C22H42O4
• Molecular Weight: 370.573
• Hs Code.: 2917190090
• NSC Number: 56159
• UNII: FR7J081T20
• DSSTox Substance ID: DTXSID20198519
• Nikkaji Number: J11.802H
• Wikipedia: Docosanedioic_acid
• Wikidata: Q5287252
• Metabolomics Workbench ID: 1960
• Mol file: 505-56-6.mol

Synonyms:Docosanedioic acid;505-56-6;Felogenic acid;Phellogenic acid;1,22-Docosanedioic acid;1,20-Eicosanedicarboxylic acid;Docosandioic acid;Docosan-1,22-dioic acid;FR7J081T20;NSC-56159;Docosanedioicacid;2-Amino-4fluorobenzamide;Docosanedioic acid, 85%;SCHEMBL151889;UNII-FR7J081T20;1,20-icosanedicarboxylic acid;CHEBI:76319;DTXSID20198519;AMY37936;NSC56159;LMFA01170037;MFCD00002806;NSC 56159;AKOS015892826;HY-W034918;DS-11641;CS-0086019;FT-0730603;C19625;C75369;Q5287252

Chemical Property of Docosanedioic acid

Chemical Property:

• Appearance/Colour: White fine crystalline powder
• Vapor Pressure: 1.63E-12mmHg at 25°C
• Melting Point: 72-80 °C(lit.)
• Refractive Index: 1.474
• Boiling Point: 527 °C at 760 mmHg
• PKA: 4.48±0.10(Predicted)
• Flash Point: 286.6 °C
• PSA: 74.60000
• Density: 0.972 g/cm³
• LogP: 6.95760
• Storage Temp.: 2-8°C
• XLogP3: 8.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 21
• Exact Mass: 370.30830982
• Heavy Atom Count: 26
• Complexity: 296

Purity/Quality:

99% ^*data from raw suppliers

Docosanedioic 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(CCCCCCCCCCC(=O)O)CCCCCCCCCC(=O)O
• Uses: Docosanedioic Acid is a Suberin fatty acid.

Technology Process of Docosanedioic acid

There total 8 articles about Docosanedioic 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:

suberin → 1,18-octadec-9-enedioic acid (4494-16-0) + 18-hydroxyoctadec-9-enoic acid (3329-38-2) + C17H32O4 + 9,16-dihydroxyhexadecanoic acid (38076-49-2,69232-68-4) + 22-hydroxydocosanoic acid (506-45-6) + 9,10,18-trihydroxyoctadecanoic acid (496-86-6) + docosanedioic acid (505-56-6)

Guidance literature:

suberin; With sodium hydroxide; In isopropyl alcohol; for 1.25h; Heating / reflux;

With sulfuric acid; In water; at 100 ℃; pH=2 - 3;

Reference yield:

11-bromoundecanoic acid (2834-05-1) + ethylmagnesium bromide (925-90-6) → pentadecan-3-one (18787-66-1) + 10-bromodecyl ethyl ketone (119011-62-0) + docosanedioic acid (505-56-6) + tridecanoic acid (638-53-9)

Guidance literature:

With dilithium tetrachlorocuprate; In tetrahydrofuran; diethyl ether; at -20 - 25 ℃; for 3h; Further byproducts given. Title compound not separated from byproducts;

DOI:10.1021/jo00269a038

Reference yield:

11-bromoundecanoic acid (2834-05-1) → pentadecan-3-one (18787-66-1) + 10-bromodecyl ethyl ketone (119011-62-0) + docosanedioic acid (505-56-6) + tridecanoic acid (638-53-9)

Guidance literature:

With dilithium tetrachlorocuprate; ethylmagnesium bromide; Yield given. Multistep reaction. Further byproducts given. Yields of byproduct given. Title compound not separated from byproducts; 1.) THF, Et₂O, from -20 to -10 deg C, 2.) a) -20 deg C, 2 h, b) 25 deg C, 1 h;

DOI:10.1021/jo00269a038

upstream raw materials:

Methyl 10-undecenoate

11-bromoundecanoic acid

ethylmagnesium bromide

(4-vinylbenzyl)magnesium chloride

Downstream raw materials:

1,22-bis(p-formylphenoxy)docosane

1,2-bis[p-(benzyliminomethylene)phenoxy]docosane

22-hydroxy-tetracosanoic acid

22-hydroxy-tetracosanoic acid methyl ester

Refernces

• 1、 Mirviss, Stanley B.. "Synthesis of ω-Unsaturated Acids". . p. 1948 - 1951. Retrieved 2007/10/02.