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76492

Sigma-Aldrich

10,12-Pentacosadiynoic acid

≥97% (HPLC)

Synonym(s):

PCDA

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About This Item

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

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

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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

Storage Class Code

11 - Combustible Solids

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)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
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ACS omega, 5(48), 31254-31261 (2020-12-17)
We prepared the monomer PCDA-HP composed of 5-hydroxy-N 1,N 3-bis(pyridin-2-ylmethyl)isophthalamide (HP) as a cadmium ion tweezer and then polymerized them to form a polydiacetylene (PDA)-based sensor (PDA-HP), which displayed selective and sensitive colorimetric and fluorometric change upon addition of a
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