(2R,3R)-(-)-2,3-Butanediol, 98%

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(2R,3R)-(-)-2,3-Butanediol, 98%

Name: (2R,3R)-(-)-2,3-Butanediol, 98%
SKU: L06586.06
Price: 221.00 EUR

CAS: 24347-58-8 | C4H10O2 | 90.12 g/mol

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Catalog number L06586.06

also known as L06586-06

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221,00

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Quantity:

5 g

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Price (EUR)

221,00

Each

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Chemical Identifiers

CAS24347-58-8

IUPAC Namebutane-2,3-diol

Molecular FormulaC4H10O2

InChI KeyOWBTYPJTUOEWEK-UHFFFAOYNA-N

SMILESCC(O)C(C)O

Specifications

Specification Sheet

Assay (GC)≥97.5%

FormLiquid

Refractive Index1.4295-1.4340 @ 20°C

Appearance (Color)Clear colorless to pale yellow

Optical Rotation-12° to -14° (Neat)

(2R,3R)-(-)-2,3-Butanediol is used as a chiral auxiliary, chiral ligand and building block. Cyclocondenses with ketones for (13)C NMR determination of optical purity. It is used in the resolution of carbonyl compounds in gas chromatography.

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

Applications
(2R,3R)-(-)-2,3-Butanediol is used as a chiral auxiliary, chiral ligand and building block. Cyclocondenses with ketones for (13)C NMR determination of optical purity. It is used in the resolution of carbonyl compounds in gas chromatography.

Solubility
Fully miscible in water.

Notes
Hygroscopic. Store away from oxidizing agents. Incompatible with oxidizing agents, Acid chlorides, Acid anhydrides, Chloroformates, Reducing agents. Air sensitive.

RUO – Research Use Only

General References:

James A. Marshall; Shiping Xie. Synthesis of a C22-34 Subunit of the Immunosuppressant FK-506.J. Org. Chem.1995,60 (22), 7230-7237.
Mark J. Burk; John E. Feaster; William A. Nugent; Richard L. Harlow. Preparation and use of C2-symmetric bis(phospholanes): production of .alpha.-amino acid derivatives via highly enantioselective hydrogenation reactions.J. Am. Chem. Soc.1993,115 (22), 10125-10138.
Forms cyclic acetals with aldehydes, which have been used in an enantioselective Lewis acid catalyzed aldol condensation: J. Am. Chem. Soc., 104, 7371,7372 (1982); Tetrahedron, 40, 4685 (1984):
Similarly, acetals react with Li organocuprates in the presence BF₃ etherate to give only one of the two possible enantiomeric ethers: Tetrahedron, 45, 507 (1989):
Has been used for the resolution and determination of enantiomeric excess of chiral ketones by formation of the cyclic acetal and ¹³C-NMR: Tetrahedron Lett., 2183 (1977); J. Am. Chem. Soc., 109, 1363 (1987).
With boronic acids forms cyclic boronates, useful in asymmetric syntheses; reviews: Acc. Chem. Res., 21, 294 (1988); Tetrahedron, 45, 1859 (1989). See Appendix 5.