(±)-Dl-Mandelic Acid
DL-Mandelic acid
CAS: 90-64-2;611-72-3
Molecular Formula: C8H8O3
(±)-Dl-Mandelic Acid - Names and Identifiers
| Name | DL-Mandelic acid |
| Synonyms | Mandelic Acid Dl-Mandelicacid DL-Mandelic acid (n)-mandelic acid Kyselina mandlova (R)(S)-Mandelicacid (±)-Dl-Mandelic Acid Cyclandelate,Pemoline DL-MANDELIC ACID611-72-3 Dl-Mandelic Acid Free Acid MANDELICACIDANDITSCOMMONSALTS alpha-Hydroxyphenylacetic acid alpha-Hydroxy-benzeneacetic acid kyselina2-fenyl-2-hydroxyethanova Kyselina 2-fenyl-2-hydroxyethanova Benzeneaceticacid,Alpha-Hydroxy-,(+-)- |
| CAS | 90-64-2 611-72-3 |
| EINECS | 202-007-6 |
| InChI | InChI=1/C8H8O3/c9-7(8(10)11)6-4-2-1-3-5-6/h1-5,7,9H,(H,10,11) |
| InChIKey | IWYDHOAUDWTVEP-UHFFFAOYSA-N |
(±)-Dl-Mandelic Acid - Physico-chemical Properties
| Molecular Formula | C8H8O3 |
| Molar Mass | 152.15 |
| Density | 1.30 |
| Melting Point | 119-121 °C (lit.) |
| Boling Point | 214.6°C (rough estimate) |
| Specific Rotation(α) | [α]D20 -0.5～+0.5° (c=2, H2O) |
| Water Solubility | 150 g/L (20 ºC) |
| Solubility | Soluble in ether and isopropanol, 1g soluble in 6 · 3mL of water, 1mL of ethanol. Soluble in ether; isopropanol, soluble in ethanol and water. |
| Vapor Presure | 0.01 Pa (50 °C) |
| Appearance | White crystal |
| Color | White |
| Merck | 14,5717 |
| BRN | 510011 |
| pKa | 3.85(at 25℃) |
| PH | 2.3 (10g/l, H2O) |
| Storage Condition | Store below +30°C. |
| Sensitive | Light Sensitive |
| Refractive Index | 1.4810 (estimate) |
| MDL | MFCD00064250 |
| Physical and Chemical Properties | Melting point 120-122°C |
| Use | Used as a chemical reagent, also used in organic synthesis |
(±)-Dl-Mandelic Acid - Risk and Safety
| Risk Codes | R36/37/38 - Irritating to eyes, respiratory system and skin. R22 - Harmful if swallowed |
| Safety Description | S22 - Do not breathe dust. S24/25 - Avoid contact with skin and eyes. S37/39 - Wear suitable gloves and eye/face protection S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36 - Wear suitable protective clothing. |
| WGK Germany | 3 |
| RTECS | OO6300000 |
| TSCA | Yes |
| HS Code | 29181990 |
(±)-Dl-Mandelic Acid - Upstream Downstream Industry
| Raw Materials | Benzaldehyde Sodium cyanide Sodium bisulfite |
(±)-Dl-Mandelic Acid - Nature
Open Data Verified Data
white orthorhombic plate-like crystals. Melting Point 119 ℃, relative density 1. 30. Long-term exposure will change color and decompose. Soluble in ether and isopropanol.
Last Update：2024-01-02 23:10:35
(±)-Dl-Mandelic Acid - Preparation Method
Open Data Verified Data
- benzaldehyde phase transfer catalysis method.
- benzene-glyoxylic acid method.
Last Update：2022-01-01 10:43:36
(±)-Dl-Mandelic Acid - Introduction
Long-term exposure will change color and decompose, and it will be acidic to litmus.
Last Update：2022-10-16 17:29:41
(±)-Dl-Mandelic Acid - Use
Open Data Verified Data
This product in the pharmaceutical industry can be used for the synthesis of vasodilator cyclic Mandelic Acid Ester and eye drops drug such as benzyl oxazole.
Last Update：2022-01-01 10:43:36
(±)-Dl-Mandelic Acid - Safety
Open Data Verified Data
with 25kg carton packaging; Transport process, must be strictly protected from moisture, heat and sun exposure; Should be stored in a cool, dry, ventilated place, and away from fire, heat source.
Last Update：2022-01-01 10:43:37
(±)-Dl-Mandelic Acid - Reference Information
| LogP | 0.5 at 23℃ |
| NIST chemical information | information provided by: webbook.nist.gov (external link) |
| EPA chemical substance information | information provided by: ofmpeb.epa.gov (external link) |
| Use | in the pharmaceutical industry can be used for cefoxyzole, vasodilator cyclic mandelate, eye drops, pemoline and other intermediates, can also be used as preservatives. mandelic acid is used as a preservative (urine). It has also been used as a short-term exposure biomarker in the urine of styrene-exposed workers. used as pharmaceutical raw materials and intermediates, dye intermediates, etc. zirconium special reagents, determination of copper, organic synthesis, fungicides. |
| production method | 1. Using acetophenone, the by-product of phenol from cumene as raw material, dichloroacetophenone was obtained by chlorination, then reacted with dilute alkali and hydrolyzed to obtain mandelic acid. 2. Using benzaldehyde as raw material. Sodium cyanide was dissolved in water, Benzaldehyde was added, a saturated solution of sodium bisulfite was slowly added under stirring, and when added to half, crushed ice was added to separate the precipitated benzenehydroxyacetonitrile layer from the aqueous layer. The aqueous layer was extracted with benzene, the benzene was distilled off, and the residue was combined with the benzene hydroxyacetonitrile layer. Hydrochloric acid was added and hydrolyzed for 12H under cooling. The excess water and hydrochloric acid are then removed by heating, cooled, and the mixture of ammonium chloride and mandelic acid is filtered off. The filtrate was evaporated to dryness and the residue was combined with the above solid and washed with cold benzene. Then extracted with hot benzene, the extract was cooled, crystallized, filtered and dried to obtain Mandelic Acid in 50-52% yield. 3. Benzene-glyoxylic acid method. |
Last Update：2024-04-09 15:16:53
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Raw Materials for (±)-Dl-Mandelic Acid