cis-2-Butene-1,4-diol is a compound used in the synthesis/preparation of the antiviral drug oxetanocin A. cis-2-Butene-1,4-diol is a probe for studying isomerization and hydrogenation and hydrogenolysis reactions.

Physicochemical Properties

Molecular Formula	C4H8O2
Molecular Weight	88.11
Exact Mass	88.052
CAS #	6117-80-2
PubChem CID	643790
Appearance	ALMOST COLORLESS LIQUID
Density	1.1±0.1 g/cm3
Boiling Point	235.0±0.0 °C at 760 mmHg
Melting Point	4-10 °C(lit.)
Flash Point	85.4±16.4 °C
Vapour Pressure	0.0±1.0 mmHg at 25°C
Index of Refraction	1.482
LogP	-0.87
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	2
Rotatable Bond Count	2
Heavy Atom Count	6
Complexity	34.8
Defined Atom Stereocenter Count	0
SMILES	C(=C/CO)/CO
InChi Key	ORTVZLZNOYNASJ-UPHRSURJSA-N
InChi Code	InChI=1S/C4H8O2/c5-3-1-2-4-6/h1-2,5-6H,3-4H2/b2-1-
Chemical Name	(Z)-but-2-ene-1,4-diol
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]. M.G. Musolino, et al, cis-2-Butene-1,4-diol as probe for studying isomerization versus hydrogenation and hydrogenolysis reactions, Applied Catalysis A: General, Volume 243, Issue 2, 2003, Pages 333-346, ISSN 0926-860X. [2]. Liang Y, et al. Access to oxetane-containing psico-nucleosides from 2-methyleneoxetanes: a role for neighboring group participation?. J Org Chem. 2011;76(24):9962-9974.

Solubility Data

Solubility (In Vitro)

DMSO: 100 mg/mL (1134.94 mM)

Solubility (In Vivo)

Solubility in Formulation 1: ≥ 2.5 mg/mL (28.37 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 25.0 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: ≥ 2.5 mg/mL (28.37 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 25.0 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.  (Please use freshly prepared in vivo formulations for optimal results.)

Preparing Stock Solutions		1 mg	5 mg	10 mg
	1 mM	11.3494 mL	56.7472 mL	113.4945 mL
	5 mM	2.2699 mL	11.3494 mL	22.6989 mL
	10 mM	1.1349 mL	5.6747 mL	11.3494 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.