Pentadecanedioic acid

Base Information

• Chemical Name: Pentadecanedioic acid
• CAS No.: 1460-18-0
• Molecular Formula: C15H28O4
• Molecular Weight: 272.385
• Hs Code.: 2917.19
• European Community (EC) Number: 679-810-7
• UNII: 0C9LD26ZA0
• DSSTox Substance ID: DTXSID1074337
• Nikkaji Number: J22.525H
• Wikidata: Q72499692
• Metabolomics Workbench ID: 1945
• Mol file: 1460-18-0.mol

Synonyms:Pentadecanedioic acid;1460-18-0;1,15-Pentadecanedioic acid;0C9LD26ZA0;MFCD00039534;Pentadecanedioicacid;1,15-pentadecanoic acid;1,15-Pentadecanedioicacid;UNII-0C9LD26ZA0;SCHEMBL36032;DTXSID1074337;CHEBI:165387;AMY37845;LMFA01170021;AKOS016010374;CS-W012352;DS-4571;SY049938;FT-0633563;P0909;A808440;J-008180

Chemical Property of Pentadecanedioic acid

Chemical Property:

• Appearance/Colour: white powder
• Vapor Pressure: 3.44E-09mmHg at 25°C
• Melting Point: 113-114°C
• Refractive Index: 1.474
• Boiling Point: 445.759 °C at 760 mmHg
• PKA: 4.48±0.10(Predicted)
• Flash Point: 237.518 °C
• PSA: 74.60000
• Density: 1.026 g/cm³
• LogP: 4.22690
• Storage Temp.: Sealed in dry,Room Temperature
• Water Solubility.: Insoluble in water.
• XLogP3: 4.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 14
• Exact Mass: 272.19875937
• Heavy Atom Count: 19
• Complexity: 214

Purity/Quality:

99% ^*data from raw suppliers

Pentadecanedioic Acid >97.0%(GC)(T) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R36/37/38:Irritating to eyes, respiratory system and skin.
• Hazard Codes: R36/37/38:Irritating to eyes, respiratory system and skin.
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(CCCCCCC(=O)O)CCCCCCC(=O)O
• Uses: It is an important raw material and intermediate used in organic synthesis, pharmaceuticals, agrochemicals and dyestuffs.

Technology Process of Pentadecanedioic acid

There total 59 articles about Pentadecanedioic 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: 77.0%

1,1,13-tridecanetricarboxylic acid (81588-38-7) → pentadecanedioic acid (1460-18-0)

Guidance literature:

at 200 - 220 ℃;

Reference yield: 74.0%

2-ethoxycarbonyl-1-cyclotetradecanone (69297-60-5) → pentadecanedioic acid (1460-18-0)

Guidance literature:

With potassium hydroxide; In ethanol; at 95 - 100 ℃; for 10h;

Reference yield:

cyclopentadecanol (4727-17-7) → cyclopentadecanone (502-72-7) + pentadecanedioic acid (1460-18-0)

Guidance literature:

With cyclododecane; oxygen; N–hydroxysaccharin; cobalt(III) acetylacetonate; In various solvent(s); at 100 ℃; for 6h; under 760.051 Torr; Further Variations:; Reagents; Product distribution;

DOI:10.1002/adsc.200303197

upstream raw materials:

15-hydroxylpentadecanoic acid

cyclopentadecanone

Nervonic acid

1,11-dibromoundecane

Downstream raw materials:

16-(benzyloxy)-16-oxohexadecanoic acid

benzylhexadecandioyl-L-Glu(OSu)-OBn

benzyl 16-((2,5-dioxopyrrolidin-1-yl)oxy)-16-oxohexadecanoate

benzylhexadecandioyl-L-Glu-OBn

Refernces

• 1、 Sisido,K.,Kawanisi,M.. "-". . p. 3722 - 3724. Retrieved 1962.
• 2、 Haushalter, Robert W.,Phelan, Ryan M.,Hoh, Kristina M.,Su, Cindy,Wang, George,Baidoo, Edward E. K.,Keasling, Jay D.. "Production of Odd-Carbon Dicarboxylic Acids in Escherichia coli Using an Engineered Biotin-Fatty Acid Biosynthetic Pathway". . p. 4615 - 4618. Retrieved 2017.
• 3、 Ballini, Roberto,Curini, Massimo,Epifano, Francesco,Marcotullio, Maria Carla,Rosati, Ornelio. "A new, modulated, oxidative ring cleavage of α-nitrocycloalkanones by Oxone: Synthesis of α,ω-dicarboxylic acids and α,ω-dicarboxylic acid monomethyl esters". . p. 1049 - 1050. Retrieved 2007/10/03.