Introduction：Basic information about L-Malic acid CAS 97-67-6, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
L-Malic acid Basic information
| Product Name: | L-Malic acid |
| Synonyms: | L-(-)-Malic acid, CP;Butanedioic acid, 2-hydroxy-, (2S)-;pinguosuan;Butanedioicacid,hydroxy-,(S)-;hydroxy-,(S)-Butanedioicacid;l-(ii)-malicacid;L-Gydroxybutanedioicacid;L-Mailcacid |
| CAS: | 97-67-6 |
| MF: | C4H6O5 |
| MW: | 134.09 |
| EINECS: | 202-601-5 |
| Product Categories: | Plant extracts;Aliphatics;Chiral Reagents;Chiral chemicals;MalicAcidSeries;Carboxylic Acids (Chiral);Chiral Building Blocks;for Resolution of Bases;Optical Resolution;Synthetic Organic Chemistry;Food & Feed ADDITIVES;Food additive and acidulant;Imidazoles ,Heterocyclic Acids;bc0001;97-67-6 |
| Mol File: | 97-67-6.mol |
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L-Malic acid Chemical Properties
| Melting point | 101-103 °C (lit.) |
| alpha | -2 º (c=8.5, H2O) |
| Boiling point | 167.16°C (rough estimate) |
| bulk density | 600kg/m3 |
| density | 1.60 |
| vapor pressure | 0Pa at 25℃ |
| refractive index | -6.5 ° (C=10, Acetone) |
| FEMA | 2655 | L-MALIC ACID |
| Fp | 220 °C |
| storage temp. | Store below +30°C. |
| solubility | H2O: 0.5 M at 20 °C, clear, colorless |
| form | Powder |
| color | White |
| Specific Gravity | 1.595 (20/4℃) |
| PH | 2.2 (10g/l, H2O, 20℃) |
| pka | (1) 3.46, (2) 5.10(at 25℃) |
| Odor | odorless |
| Odor Type | odorless |
| Optical Rotation | [α]20/D 30±2°, c = 5.5% in pyridine |
| biological source | microbial |
| Water Solubility | soluble |
| Merck | 14,5707 |
| JECFA Number | 619 |
| BRN | 1723541 |
| Cosmetics Ingredients Functions | BUFFERING |
| InChI | 1S/C4H6O5/c5-2(4(8)9)1-3(6)7/h2,5H,1H2,(H,6,7)(H,8,9)/t2-/m0/s1 |
| InChIKey | BJEPYKJPYRNKOW-REOHCLBHSA-N |
| SMILES | O[C@@H](CC(O)=O)C(O)=O |
| LogP | -1.68 |
| CAS DataBase Reference | 97-67-6(CAS DataBase Reference) |
| NIST Chemistry Reference | Butanedioic acid, hydroxy-, (s)-(97-67-6) |
| EPA Substance Registry System | Butanedioic acid, 2-hydroxy-, (2S)- (97-67-6) |
Safety Information
| Hazard Codes | Xi |
| Risk Statements | 36/37/38 |
| Safety Statements | 26-36-37/39 |
| WGK Germany | 3 |
| RTECS | ON7175000 |
| TSCA | TSCA listed |
| HS Code | 29181980 |
| Storage Class | 11 - Combustible Solids |
| Hazard Classifications | Eye Irrit. 2
Skin Irrit. 2 |
L-Malic acid Usage And Synthesis
| Description | L-Malic acid is nearly odorless (sometimes a faint, acrid odor) witha tart, acidic taste. It is nonpungent. May be prepared by hydration of maleic acid; by fermentation from sugars. |
| Chemical Properties | L-Malic acid is nearly odorless (sometimes a faint, acrid odor). This compound has a tart, acidic, nonpungent taste. |
| Chemical Properties | clear colourless solution |
| Occurrence | Occurs in maple sap, apple, melon, papaya, beer, grape wine, cocoa, sake, kiwifruit and chicory root. |
| Uses | L-Malic acid is used as a food additive, Selective α-amino protecting reagent for amino acid derivatives. Versatile synthon for the preparation of chiral compounds including κ-opioid receptor agonists, 1α,25-dihydroxyvitamin D3 analogue, and phoslactomycin B. |
| Uses | The naturally occuring isomer is the L-form which has been found in apples and many other fruits and plants. Selective α-amino protecting reagent for amino acid derivatives. Versatile synthon for the preparation of chiral compounds including κ-opioid rece |
| Uses | Intermediate in chemical synthesis. Chelating and buffering agent. Flavoring agent, flavor enhancer and acidulant in foods. |
| Definition | ChEBI: An optically active form of malic acid having (S)-configuration. |
| Preparation | L-Malic acid can be prepared by hydration of maleic acid; by fermentation from sugar. |
| General Description | L-Malic acid is an organic acid that is commonly found in wine. It plays an important role in wine microbiological stability. |
| Biochem/physiol Actions | L-Malic acid is a part of cellular metabolism. Its application is recognized in pharmaceutics. It is useful in the treatment of hepatic malfunctioning, effective against hyper-ammonemia. It is used as a part of amino acid infusion. L-Malic acid also serves as a nanomedicine in the treatment of brain neurological disorders. A TCA (Krebs cycle) intermediate and partner in the malic acid aspartate shuttle. |
| Purification Methods | Crystallise S-malic acid (charcoal) from ethyl acetate/pet ether (b 55-56o), keeping the temperature below 65o. Or dissolve it by refluxing in fifteen parts of anhydrous diethyl ether, decant, concentrate to one-third volume and crystallise it at 0o, repeatedly to constant melting point. [Beilstein 3 IV 1123.] |
L-Malic acid Preparation Products And Raw materials
| Raw materials | Calcium carbonate-->Poly(acrylic acid)-->(2S)-1-(3-Acetylthio-2-methyl-1-oxopropyl)-L-proline-->Disodium fumarate |
| Preparation Products | (R)-(-)-3-Quinuclidinol-->(S)-3-Hydroxypyrrolidine hydrochloride-->(S)-1-Benzyl-3-pyrrolidinol-->(-)-(1S,4R)-4-AMINOCYCLOPENT-2-ENECARBOXYLIC ACID-->(R)-3-Quinuclidinol hydrochloride-->(S)-(+)-3-Hydroxytetrahydrofuran-->Fluorescent Brightener 135-->Diethyl malate-->Coumalic acid-->CHLOROSUCCINIC ACID-->2,5-Pyrrolidinedione, 3-(acetyloxy)-, (3S)--->Butanedioic acid, 2-hydroxy-, 1-(phenylmethyl) ester, (2S)--->Cabozantinib Malate |
