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Sigma-Aldrich

10,12-Pentacosadiynoic acid

≥97% (HPLC)

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Synonym(s):
PCDA
Empirical Formula (Hill Notation):
C25H42O2
CAS Number:
66990-32-7
Molecular Weight:
374.60
Beilstein:
4189973
MDL number:
MFCD00041684
UNSPSC Code:
12352100
PubChem Substance ID:
57652644
NACRES:
NA.22

Quality Level

100

Assay

≥97% (HPLC)

form

crystals

SMILES string

CCCCCCCCCCCCC#CC#CCCCCCCCCC(O)=O

InChI

1S/C25H42O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25(26)27/h2-12,17-24H2,1H3,(H,26,27)

InChI key

ZPUDRBWHCWYMQS-UHFFFAOYSA-N

Related Categories

Application

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.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Self-assembly and photopolymerization of diacetylene molecules on surface of magnetite nanoparticles.
Vinod TP, et al.
Bull. Korean Chem. Soc., 29(4), 799-804 (2008)
Chenlu He et al.
Nature communications, 11(1), 1188-1188 (2020-03-07)
Chiral noble metal nanoparticles has recently gained great interest due to their potential applications including ultrasensitive chiral recognition and asymmetric synthesis. We anticipate that they could be utilized to induce asymmetric photo-polymerization reactions with high enantioselectivity and reactivity. Here, we
Massimo Ottonelli et al.
Nanomaterials (Basel, Switzerland), 10(2) (2020-02-06)
Noble metal anisotropic nanostructures have achieved a growing interest in both academic and industrial domains mostly because of their shape-dependent plasmonic properties in the near-infrared region. In this paper, gold and gold-silver anisotropic nanostructures were synthesized in very high shape-yields
Towards Utilising Photocrosslinking of Polydiacetylenes for the Preparation of ?Stealth? Upconverting Nanoparticles.
Nsubuga A, et al.
Angewandte Chemie (International ed. in English), 130(49), 16268-16272 (2018)
One and a half layers? Mixed Langmuir monolayer of 10, 12-pentacosadiynoic acid and a semifluorinated tetracosane.
Wang S, et al.
Langmuir, 16(6), 2882-2886 (2000)
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