(1S)-(+)-Ketopinic acid
ALDRICH/420964 - 99%
Synonym: (1S)
CAS Number: 40724-67-2
Empirical Formula (Hill Notation): C10H14O3
Molecular Weight: 182.22
MDL Number: MFCD00168053
Linear Formula: C10H14O3
Product Type: Chemical
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: 420964-1G
| assay | 99% |
| functional group | carboxylic acid |
| ketone | |
| InChI | 1S/C10H14O3/c1-9(2)6-3-4- |
| InChI key | WDODWBQJVMBHCO-LDWIPMOCSA |
| mp | 237-239 °C (lit.) |
| optical activity | [α]23/D +58°, c = 1 in chloroform |
| Quality Level | 200  |
| SMILES string | CC1(C)C2CCC1(C(O)=O)C(=O) |
| Application: | (1S)-(+)-Ketopinic acid may be used to prepare: • Chiral phosphine-oxazoline ligands, which can used in asymmetric palladium-catalyzed Heck reaction of aryl or alkenyl triflates with cyclic alkenes. • A chiral imino-phosphine ligand, which can be used in palladium-catalyzed asymmetric Diels–Alder reactions to prepare six-membered carbocycles. • A chiral iminopyridine ligand, which can be used in copper-catalyzed Henry (nitro aldol) reaction between nitromethane and o-anisol to form the corresponding β-hydroxynitroalkane. |
| Application: | Used to prepare a new chiral oxazolidone auxiliary and a ketopinic derivatized polymer used for the deracemization of amines. Starting material for the synthesis of homochiral 2,10-camphanediols. Employed in the formation of a chiral Schiff base precursor to diethyl (S)-α-amino-α-alkyl phosphonates. |
| General description: | (1S)-(+)-Ketopinic acid is a chiral ketone. |
| Packaging: | 1 g in glass bottle |
| Symbol |  GHS07 |
| Signal word | Warning |
| Hazard statements | H315 - H319 - H335 |
| Precautionary statements | P302 + P352 - P305 + P351 + P338 |
| Hazard Codes | Xi |
| Risk Statements | 36/37/38 |
| Safety Statements | 26-36 |
| RIDADR | NONH for all modes of transport |
| WGK Germany | WGK 3 |
| Purity | 99% |
| mp | 237-239 °C (lit.) |
| UNSPSC | 12352115 |