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| Mandelic acid Basic information |
| Mandelic acid Chemical Properties |
| Melting point | 131-133 °C(lit.) | | alpha | -150 º (c=2.5, H2O) | | Boiling point | 214.6°C (rough estimate) | | density | 1.1677 (rough estimate) | | refractive index | -153.5 ° (C=1, H2O) | | Fp | >190℃ | | storage temp. | Store below +30°C. | | solubility | 109.8g/l soluble | | form | Crystalline Powder, Crystals or Flakes | | pka | 3.37(at 25℃) | | color | White to slightly yellow-beige | | PH | 3.34(1 mM solution);2.75(10 mM solution);2.22(100 mM solution); | | optical activity | [α]25/D 151°, c = 1 in ethanol | | Water Solubility | It is partly soluble in water, freely soluble in isopropyl and ethyl alcohol. | | Sensitive | Light Sensitive | | BRN | 2691094 | | Stability: | Stable, but light sensitive. Combustible. Incompatible with strong bases, strong oxidizing agents. | | InChIKey | IWYDHOAUDWTVEP-SSDOTTSWSA-N | | CAS DataBase Reference | 611-71-2(CAS DataBase Reference) | | EPA Substance Registry System | Benzeneacetic acid, .alpha.-hydroxy-, (.alpha.R)- (611-71-2) |
| Hazard Codes | Xi | | Risk Statements | 41-36/37/38 | | Safety Statements | 22-24/25-36-26-39-37/39 | | WGK Germany | 1 | | Hazard Note | Irritant/Light Sensitive | | TSCA | Yes | | HS Code | 29181980 | | Toxicity | LD50 orally in Rabbit: 5000 mg/kg |
| Mandelic acid Usage And Synthesis |
| Chemical Properties | white to light yellow crystal powde | | Uses | Antiseptic (urinary). | | Uses | (R)-(-)-Mandelic acid, is used as a antiseptic ingredient particularly against urinary tract infections.Mandelic acid and its derivatives are used to apply the dual activities as an antibacterial agent and as an antiaging agent. It is used as an intermediate for the synthesis of target molecules for other applications. | | Uses | (R)-(?)-Mandelic acid can be used:- As a chiral acid in the separation of diastereomeric salts for the synthesis of chiral pyridoindole based building block.
- In the study of chiral acid selectivity of poly(3,4-ethylenedioxythiophene) (PEDOT) based chiral conducting?polymers.
| | Synthesis Reference(s) | The Journal of Organic Chemistry, 33, p. 2565, 1968 DOI: 10.1021/jo01270a105Synthetic Communications, 18, p. 2141, 1988 DOI: 10.1080/00397918808068285 | | General Description | (R)-(-)-Mandelic acid, a chiral resolving agent, is also used as a building block to synthesize pharmaceutical drugs such as penicillin and cephalosporin. It can be synthesized from (R,S)-mandelonitrile with high yield and enantioselectivity using nitrilase enzyme. | | Flammability and Explosibility | Nonflammable | | Purification Methods | Purify the mandelic acids by recrystallisation from H2O, *C6H6 or CHCl3. [Roger J Chem Soc 2168 1932,Jamison & Turner J Chem Soc 611 1942.] They have solubilities in H2O of ca 11% at 25o. [Banks & Davies J Chem Soc 73 1938.] The S-benzylisothiuronium salts has m 180o (from H2O) and [] D 25 (+) and (-) 57o (c20, EtOH) [El Masri et al. Biochem J 68 199 1958]. [Beilstein 10 IV 564.] |
| Mandelic acid Preparation Products And Raw materials |
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