(S)-2-Benzylsuccinic acid
- CAS NO.：3972-36-9
- Empirical Formula: C11H12O4
- Molecular Weight: 208.21
- MDL number: MFCD00798341
- EINECS: 609-742-5
- SAFETY DATA SHEET (SDS)
- Update Date: 2025-08-08 17:45:00
What is (S)-2-Benzylsuccinic acid?
Description
(S)-2-Benzylsuccinic acid is a widely used compound, which was employed as a key intermediate for hypoglycemic KAD-1229 by means of asymmetric alkylation of N-acylsulta. It can be synthesized by various procedures. The preparation of (S)-2-benzylsuccinic acid from L-phenylalanine is considered to be one of the most clean, efficient and convenient processes. The compound is a common chiral synthesis intermediate.
The Uses of (S)-2-Benzylsuccinic acid
(S)-2-Benzylsuccinic acid is a common asymmetric synthesis intermediate in which the carboxyl group in the structure can be converted to common active functional groups, such as hydroxyl groups under the reduction of boranes. In addition, the two carboxyl groups in the structure can be heated and dehydrated and condensed in the presence of acetic anhydride or acetyl chloride to obtain the corresponding anhydride structure.
Properties of (S)-2-Benzylsuccinic acid
| Melting point: | 164.0 to 168.0 °C |
| Boiling point: | 331.4±22.0 °C(Predicted) |
| Density | 1.290±0.06 g/cm3(Predicted) |
| storage temp. | Sealed in dry,Room Temperature |
| form | powder to crystal |
| pka | 3.97±0.10(Predicted) |
| color | White to Almost white |
| InChI | InChI=1S/C11H12O4/c12-10(13)7-9(11(14)15)6-8-4-2-1-3-5-8/h1-5,9H,6-7H2,(H,12,13)(H,14,15)/t9-/m0/s1 |
| CAS DataBase Reference | 3972-36-9(CAS DataBase Reference) |
Safety information for (S)-2-Benzylsuccinic acid
| Signal word | Warning |
| Pictogram(s) |
 Exclamation Mark Irritant GHS07 |
| GHS Hazard Statements |
H302:Acute toxicity,oral H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation |
| Precautionary Statement Codes |
P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. |
Computed Descriptors for (S)-2-Benzylsuccinic acid
| InChIKey | GTOFKXZQQDSVFH-VIFPVBQESA-N |
| SMILES | C(O)(=O)[C@@H](CC1=CC=CC=C1)CC(O)=O |
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