10,12-Pentacosadiynoic acid

Base Information

• Chemical Name: 10,12-Pentacosadiynoic acid
• CAS No.: 66990-32-7
• Molecular Formula: C25H42O2
• Molecular Weight: 374.607
• Hs Code.: 2916190090
• European Community (EC) Number: 614-006-1
• DSSTox Substance ID: DTXSID20337082
• Nikkaji Number: J208.910F
• Wikidata: Q82104684
• Mol file: 66990-32-7.mol

Synonyms:10, 12-pentacosadiynoic acid;10,12-pentacosadiynoic acid;PCDA cpd

Chemical Property of 10,12-Pentacosadiynoic acid

Chemical Property:

• Vapor Pressure: 2.56E-12mmHg at 25°C
• Melting Point: 62-63 °C
• Refractive Index: 1.485
• Boiling Point: 522.5 °C at 760 mmHg
• PKA: 4.78±0.10(Predicted)
• Flash Point: 246.9 °C
• PSA: 37.30000
• Density: 0.93 g/cm³
• LogP: 7.50960
• Storage Temp.: Refrigerator
• Sensitive.: Light Sensitive
• Water Solubility.: Slightly soluble in water.
• XLogP3: 9.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 19
• Exact Mass: 374.318480578
• Heavy Atom Count: 27
• Complexity: 466

Purity/Quality:

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

10,12-Pentacosadiynoic Acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCCCCCC#CC#CCCCCCCCCC(=O)O
• Uses: 10,12-Pentacosadiynoic Acid is used in the preparation of colorimetric and fluorescence sensors for cationic surfactants. 10,12-Pentacosadiynoic acid (PCDA) is an amphiphilic diacetylene that can be used:In combination with a semifluorinated tetracosane ((CF3(CF2)7(CH2)15CH3) to synthesize mixed monolayer by photopolymerization.For the conversion of hydrophobic upconverting nanoparticles (UCNPs) to hydrophilic.To synthesize a polymer by combining with pyridine-2-aldoxime for colorimetric detection of malathion.To synthesize a thermochromic sensor constituting polymer fibres with monomeric unit of two PCDA linked by a p-phenylene group (bis-PCDA-Ph).As an inert coating material upon self-assembly and photopolymerization to modify the surface of Fe3O4 nanoparticles.

Technology Process of 10,12-Pentacosadiynoic acid

There total 2 articles about 10,12-Pentacosadiynoic 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: 52.0%

undec-10-ynoic acid (2777-65-3) + 1-chloro-tetradec-1-yne (850622-13-8) → 10,12-pentacosanodiynoic acid (66990-32-7)

Guidance literature:

With potassium hydroxide; methylamine; copper(l) chloride; In tetrahydrofuran; methanol; water; 1) 20 deg C, 4 h, 2) 40 deg C, 1 h;

DOI:10.1007/BF00707229

Reference yield: 30.0%

undec-10-ynoic acid (2777-65-3) → 10,12-pentacosanodiynoic acid (66990-32-7)

Guidance literature:

With copper(l) iodide; hydroxylamine hydrochloride; ethylamine; potassium hydroxide; In tetrahydrofuran; methanol; water; at 0 - 20 ℃; for 24h;

DOI:10.1002/anie.202110517

Reference yield: 97.0%

10,12-pentacosanodiynoic acid (66990-32-7) + ethyl 2-(5-(N-(2-(2-(2-(2,3-diaminopropanoylamino)ethoxy)ethyl)carbamoyl)-3-bis(ethoxycarbonyl)methyl)amino)acetate (225116-00-7) → {[3-[(bis-ethoxycarbonylmethyl-amino)-methyl]-5-(2-{2-[2-(2,3-bis-pentacosa-10,12-diynoylamino-propionylamino)-ethoxy]-ethoxy}-ethylcarbamoyl)-benzyl]-ethoxycarbonylmethyl-amino}-acetic acid ethyl ester

Guidance literature:

With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine; In acetonitrile; for 12h; Ambient temperature;

DOI:10.1021/jo982397j

upstream raw materials:

undec-10-ynoic acid

1-chloro-tetradec-1-yne

Downstream raw materials:

10,12-pentacosadiynoic anilide

C₃₂H₄₆O₄

3-(pentacosa-10,12-diynamido)benzoic acid

4-(pentacosa-10,12-diynoyloxy)phenol

Refernces

• 1、 Usov, O. M.,Tret'yakov, E. V.,Sveshnikova, L. L.,Shvartsberg, M. S.. "Heterocyclic derivatives of long-chain diacetylenic acids". . p. 1929 - 1932. Retrieved 2007/10/03.