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91445

Sigma-Aldrich

10,12-Tricosadiynoic acid

≥98.0% (GC)

Synonym(s):

Tricosa-10,12-diynoic acid

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About This Item

Empirical Formula (Hill Notation):
C23H38O2
CAS Number:
Molecular Weight:
346.55
Beilstein:
1880414
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

≥98.0% (GC)

form

crystals

storage condition

protect from light

mp

56-60 °C

SMILES string

CCCCCCCCCCC#CC#CCCCCCCCCC(O)=O

InChI

1S/C23H38O2/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/h2-10,15-22H2,1H3,(H,24,25)

InChI key

DIEDVCMBPCRJFQ-UHFFFAOYSA-N

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General description

10,12-Tricosadiynoic acid, also known as Tricosa-10,12-diynoic acid, is a monomeric amphiphilic diacetylene fatty acid characterized by long paraffinic chains on both sides of the diacetylene moiety. This compound is often used in the synthesis of polymerizable monolayers and Langmuir-Blodgett multilayers.

Application

  • Acid-responsive color transition in polymer assemblies: 10,12-Tricosadiynoic acid is employed in the development of acid-responsive polydiacetylene-Na(+) assemblies, showcasing a unique red-to-blue color transition. This property is significant for applications in smart sensors and visual indicators in various industrial processes (Saymung et al., 2024).
  • Colorimetric sensing capabilities: The synthesis of polydiacetylene vesicles incorporating 10,12-Tricosadiynoic acid demonstrates their utility as colorimetric sensors. This application is particularly valuable in the detection of microbial peptides, contributing to advancements in food safety and pharmaceutical analysis (Yadav and Tiwari, 2021).

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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Max Weston et al.
Analytica chimica acta, 1148, 238190-238190 (2021-02-01)
The incorporation of colorimetric sensors as quality indicators in food packaging is an exciting new area of research that could improve food management. The standard approach, however, demands a reliable interface between the sensor and the food and risks food
Lars Hoff et al.
Journal of surfactants and detergents, 14(4), 585-593 (2011-10-01)
The ultrasound contrast agents Echovist(®) and Levovist(®) (Bayer AG, Schering AG, Germany) are based on the release of gas bubbles from milled α-d-galactose. In diagnostic ultrasound, for this class of contrast agents, there is a need for prolonged contrast duration.
Solid-state polymerization of tricosa-10, 12-diynoic acid
Tieke B, et al.
Journal of Materials Science, 17, 1156-1166 (1982)
Roberto Diego Ortuso et al.
Soft matter, 13(8), 1728-1736 (2017-02-07)
We have demonstrated colorimetric and fluorescence detection of a peptide, melittin, based on polydiacetylene (PDA) made of 1,2-bis(10,12-tricosadiynoyl)-sn-glycero-3-phosphocholine (DC(8,9)PC). The PDA used in this work has a phosphocholine headgroup, which mimics peptide-cell membrane interactions better than the conventional PDAs with
Sofiya Kolusheva et al.
Sensors (Basel, Switzerland), 12(5), 5572-5585 (2012-07-11)
Non-invasive detection and monitoring of lethal diseases, such as cancer, are considered as effective factors in treatment and survival. We describe a new disease diagnostic approach, denoted "reactomics", based upon reactions between blood sera and an array of vesicles comprising

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