≥97% for sensitive chromatographic and analytical workflows requiring minimal baseline interference.
Store at 2-8°C,Argon charged Ships Wet ice Check lot-specific COA for exact specifications.
SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.
Cited in 5 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
4-Pentynoic acid is used in a synthesis of a cytotoxic macrolide by ring-closing metathesis of a bis acetylene.: Reaction with 1-bromo-1-alkynes in the presence of a Pd catalyst yields biologically active ynenol lactones.
Reaction with 1-bromo-1-alkynes in the presence of a Pd catalyst yields biologically active ynenol lactones.1
| Pubchem Sid | 508809378 |
|---|---|
| Canonical Smiles | C#CCCC(=O)O |
| IUPAC Name | pent-4-ynoic acid |
| InChIKey | MLBYLEUJXUBIJJ-UHFFFAOYSA-N |
| INCHI | 1S/C5H6O2/c1-2-3-4-5(6)7/h1H,3-4H2,(H,6,7) |
| Isomeric SMILES | C#CCCC(=O)O |
| WGK Germany | 3 |
| RTECS | SC4751000 |
| PubChem CID | 22464 |
| UN Number | 3261 |
| Packing Group | II |
| Molecular Weight | 98.1 |
| Beilstein | 1742047 |
Comprehensive hazard, handling, storage, and regulatory compliance document.
Download SDS →Lot-specific quality data. Enter your lot number to retrieve the exact COA.
Look up COA →Full quality attributes and acceptance criteria for this grade.
View spec sheet →Taxonomy Tree
| Kingdom | Organic compounds |
|---|---|
| Superclass | Lipids and lipid-like molecules |
| Class | Fatty Acyls |
| Subclass | Fatty acids and conjugates |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Straight chain fatty acids |
| Alternative Parents | Unsaturated fatty acids Monocarboxylic acids and derivatives Carboxylic acids Acetylides Organic oxides Hydrocarbon derivatives Carbonyl compounds |
| Molecular Framework | Aliphatic acyclic compounds |
| Substituents | Unsaturated fatty acid - Straight chain fatty acid - Acetylide - Monocarboxylic acid or derivatives - Carboxylic acid - Carboxylic acid derivative - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Carbonyl group - Aliphatic acyclic compound |
| Description | This compound belongs to the class of organic compounds known as straight chain fatty acids. These are fatty acids with a straight aliphatic chain. |
| External Descriptors | Not available |
Find and download the COA for your product by matching the lot number on the packaging.
| Lot Number | Certificate Type | Date | Item |
|---|---|---|---|
 L2404101 | Certificate of Analysis | Sep 01, 2026 | P133515 |
| F2608137 | Certificate of Analysis | Jun 13, 2026 | P133515 |
| F2527062 | Certificate of Analysis | Jul 05, 2025 | P133515 |
| F1920029 | Certificate of Analysis | Oct 16, 2024 | P133515 |
| L2418752 | Certificate of Analysis | Jul 02, 2024 | P133515 |
| A2206828 | Certificate of Analysis | Oct 09, 2023 | P133515 |
| A2206829 | Certificate of Analysis | Oct 09, 2023 | P133515 |
| A2206903 | Certificate of Analysis | Oct 09, 2023 | P133515 |
| L2404102 | Certificate of Analysis | Oct 09, 2023 | P133515 |
| G2220768 | Certificate of Analysis | Jun 27, 2022 | P133515 |
| G2220773 | Certificate of Analysis | Jun 27, 2022 | P133515 |
| G2220774 | Certificate of Analysis | Jun 27, 2022 | P133515 |
| Solubility | Soluble in low polarity organic solvents. Soluble in water. |
|---|---|
| Sensitivity | Air & Heat & Light sensitive |
| Flash Point(°F) | 167°F |
| Flash Point(°C) | 75°C |
| Boil Point(°C) | 204°C |
| Melt Point(°C) | 54-59 °C |
| Molecular Weight | 98.100 g/mol |
| XLogP3 | 0.300 |
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 2 |
| Rotatable Bond Count | 2 |
| Exact Mass | 98.0368 Da |
| Monoisotopic Mass | 98.0368 Da |
| Topological Polar Surface Area | 37.300 Ų |
| Heavy Atom Count | 7 |
| Formal Charge | 0 |
| Complexity | 106.000 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 0 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| The total count of all stereochemical bonds | 0 |
| Covalently-Bonded Unit Count | 1 |
| 1. Jia Liu, Yiyang Cong, Yawen Zeng, Yiming He, Ying Luo, Weifei Lu, Haixing Xu, Yihua Yin, Hao Hong, Wenjin Xu. (2022) F3-functionalized nanoscale metal–organic frameworks for tumor-targeting combined chemotherapy and chemodynamic therapy. JOURNAL OF APPLIED POLYMER SCIENCE, 140 (5): (e53408). [PMID:] [10.1002/app.53408] |
| 2. Tian Su, Zhen Wang, Zhengyi Zhang, Zhanwu Hou, Xiao Han, Fei Yang, Huadong Liu. (2022) Resveratrol regulates Hsp60 in HEK 293T cells during activation of SIRT1 revealed by nascent protein labeling strategy. Food & Nutrition Research, [PMID:35517847] [10.29219/fnr.v66.8224] |
| 3. Shao-Fei Zhang, Chunmei Gao, Shaoyu Lü, Jiujun He, Mingzhu Liu, Can Wu, Yijing Liu, Xinyu Zhang, Zhen Liu. (2017) Synthesis of PEGylated polyglutamic acid peptide dendrimer and its application in dissolving thrombus. COLLOIDS AND SURFACES B-BIOINTERFACES, [PMID:28802736] [10.1016/j.colsurfb.2017.08.009] |
| 4. Shao-Fei Zhang, Shaoyu Lü, Chunmei Gao, Jiandong Yang, Xiang Yan, Tao Li, Na Wen, Mengjie Huang, Mingzhu Liu. (2018) Multiarm-polyethylene glycol-polyglutamic acid peptide dendrimer: Design, synthesis, and dissolving thrombus. JOURNAL OF BIOMEDICAL MATERIALS RESEARCH PART A, 106 (6): (1687-1696). [PMID:29468794] [10.1002/jbm.a.36375] |
| 5. Ma Wei, Zhang Jin-Yan, Wang Dun, Li Zhi-Cheng, Cheng Xiang-Yi, Chen Ling-Long, Liu Ying, Kang Gui-Ying, Yu Cui-Yun, Wei Hua. (2026) Harnessing multicyclic topologies as biomimetic allostery with mechanical lysosome disruption properties for enhanced drug delivery. Communications Materials, [PMID:] [10.1038/s43246-026-01218-6] |
