4-Pentynoic acid (Propargylacetic acid) is an intermediate in the production of bioactive compounds. 4-Pentynoic acid is extensively used as a building block for the synthesis of eight sequence-defined model oligomers. 4-Pentynoic acid is a reagent for click chemistry. It contains Alkyne groups and could undergo CuAAc (copper-catalyzed azide-alkyne cycloaddition reaction) with compounds bearing an Azide group.

Physicochemical Properties

Molecular Formula	C5H6O2
Molecular Weight	98.10
Exact Mass	98.036
CAS #	6089-09-4
PubChem CID	22464
Appearance	White to light yellow <54°C solid powder,>57°C liquid
Density	1.1±0.1 g/cm3
Boiling Point	199.2±0.0 °C at 760 mmHg
Melting Point	54-57 °C(lit.)
Flash Point	90.8±17.3 °C
Vapour Pressure	0.1±0.8 mmHg at 25°C
Index of Refraction	1.462
LogP	0.43
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	2
Rotatable Bond Count	2
Heavy Atom Count	7
Complexity	107
Defined Atom Stereocenter Count	0
SMILES	O([H])C(C([H])([H])C([H])([H])C#C[H])=O
InChi Key	MLBYLEUJXUBIJJ-UHFFFAOYSA-N
InChi Code	InChI=1S/C5H6O2/c1-2-3-4-5(6)7/h1H,3-4H2,(H,6,7)
Chemical Name	pent-4-ynoic acid
HS Tariff Code	2934.99.9001
Storage	Powder-20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month
Shipping Condition	Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)

Biological Activity

References

[1]. Elgafi, et al. Cyclization of acetylenic carboxylic acids and acetylenic alcohols to oxygen-containing heterocycles using cationic rhodium(I) complexes. Journal of Organometallic Chemistry.Volume: 607.Issue: 1-2.Pages: 97-104.Journal 2000.

Solubility Data

Solubility (In Vitro)

DMSO: 100 mg/mL (1019.37 mM)

Solubility (In Vivo)

Solubility in Formulation 1: ≥ 1.25 mg/mL (12.74 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 12.5 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL. Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution. Solubility in Formulation 2: ≥ 1.25 mg/mL (12.74 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 12.5 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly. Preparation of 20% SBE-β-CD in Saline (4°C，1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution. Solubility in Formulation 3: ≥ 1.25 mg/mL (12.74 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 12.5 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly.  (Please use freshly prepared in vivo formulations for optimal results.)

Preparing Stock Solutions		1 mg	5 mg	10 mg
	1 mM	10.1937 mL	50.9684 mL	101.9368 mL
	5 mM	2.0387 mL	10.1937 mL	20.3874 mL
	10 mM	1.0194 mL	5.0968 mL	10.1937 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.