43457

(−)-O,O′-Di-pivaloyl-L-tartaric acid

≥98.0% (T)

• Synonym(s): (−)-DPTA
• Empirical Formula (Hill Notation): C₁₄H₂₂O₈
• CAS Number: 65259-81-6
• Molecular Weight: 318.32
• Beilstein/REAXYS Number: 2008171
• MDL number: MFCD00066535
• UNSPSC Code: 12352108
• PubChem Substance ID: 57650181
• NACRES: NA.22

Properties

• assay: ≥98.0% (T)
• optical activity: [α]20/D −23.5±1°, c = 1.7% in dioxane
• mp: 127-132 °C
• SMILES string: CC(C)(C)C(=O)O[C@H]([C@@H](OC(=O)C(C)(C)C)C(O)=O)C(O)=O
• InChI: 1S/C14H22O8/c1-13(2,3)11(19)21-7(9(15)16)8(10(17)18)22-12(20)14(4,5)6/h7-8H,1-6H3,(H,15,16)(H,17,18)/t7-,8-/m1/s1
• InChI key: UFHJEZDFEHUYCR-HTQZYQBOSA-N

Description

Application

(−)-O,O′-Di-pivaloyl-L-tartaric acid can be used:

• As a chiral staple in the synthesis of helical π-conjugated cyclic nanocoils, which are used as nano springs, nano solenoids, and pressure sensors.
• As an additive in the iridium-catalyzed C-H amidation reactions of arylphosphoryl compounds.

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Gloves, type N95 (US)