GlyTouCan:G89531FI
GALACTARIC ACID · 2,3,4,5-TETRAHYDROXYHEXANEDIOIC ACID · meso-galactaric acid · D-Mucic acid · L-Galactaric acid · TETRAHYDROXYHEXANEDIOIC ACID · (2R,3S,4R,5S)-2,3,4,5-tetrahydroxyhexanedioic acid · Mucic
Identifiers & Physical Properties
| CAS No. | 526-99-8 |
|---|---|
| Molecular formula | C6H10O8 |
| Average molar mass | 210.14 g/mol |
| SMILES | O=C(O)C(O)C(O)C(O)C(O)C(=O)O |
| InChIKey | DSLZVSRJTYRBFB-UHFFFAOYSA-N |
| PubChem CID | 607 |
| ChEMBL | CHEMBL1616278 |
Chemical & Physical Properties
| XLogP | -2.5 |
|---|---|
| Topological polar surface area | 156 |
| Hydrogen bond donors | 6 |
| Hydrogen bond acceptors | 8 |
| Rotatable bonds | 5 |
| Heavy atoms | 14 |
| Formal charge | 0 |
| Complexity | 202 |
| Collision Cross Section | 137.5 Ų [M-2H+Na]- |
| Melting point | 220-225 °C (dec.)(lit.) |
| Boiling point | 269.65°C (rough estimate) |
| Density | 1.5274 (rough estimate) |
| Refractive index | 1.5800 (estimate) |
| Storage conditions | Store at RT. |
| Solubility | 3.3g/l solubleSoluble in water. |
| Physical state | Solid |
| pKa (acidity coefficient) | 2.99±0.35(Predicted) |
| Color | White to Off-White |
| Merck | 14,4331 |
| BRN | 1728117 |
| Cosmetics Ingredients Functions | CHELATING |
| InChI | InChI=1/C6H10O8/c7-1(3(9)5(11)12)2(8)4(10)6(13)14/h1-4,7-10H,(H,11,12)(H,13,14)/t1-,2+,3+,4- |
| InChIKey | DSLZVSRJTYRBFB-DUHBMQHGNA-N |
| SMILES | [C@@H](O)([C@@H](O)C(=O)O)[C@@H](O)[C@H](O)C(=O)O |&1:0,2,7,9,r| |
| CAS DataBase Reference | 526-99-8(CAS DataBase Reference) |
| EWG's Food Scores | 1 |
| FDA UNII | E149J5OTIF |
| EPA Substance Registry System | Galactaric acid (526-99-8) |
| UNSPSC Code | 12352100 |
| NACRES | NA.22 |
| GHS pictogram | GHS07 |
| Signal word | Warning |
| GHS hazard statements | H315-H319 |
| GHS precautionary statements | P264-P280-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313 |
| Personal protective equipment (PPE) | Eyeshields, Gloves, type N95 (US) |
| Hazard symbols | Xi,Xn |
| Risk statements (R) | 22-40 |
| Safety statements (S) | 22-24/25-36/37 |
| Water hazard class (WGK) | 2 |
| RTECS number | LW5180000 |
| TSCA inventory status | TSCA listed |
| Customs code | 29181990 |
| Storage class | 11 - Combustible Solids |
| Hazardous substances data | 526-99-8(Hazardous Substances Data) |
Safety & Regulations
| Personal protective equipment (PPE) | Eyeshields, Gloves, type N95 (US) |
|---|---|
| Water hazard class (WGK) | 2 |
| TSCA inventory status | TSCA listed |
| RTECS number | LW5180000 |
| Customs code | 29181990 |
| Risk statements (R) | 22-40 |
| Signal word | Warning |
| GHS pictogram | GHS07 |
| Hazard symbols | Xi,Xn |
| Safety statements (S) | 22-24/25-36/37 |
| Storage class | 11 - Combustible Solids |
| GHS hazard statements | H315-H319 |
| GHS precautionary statements | P264-P280-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313 |
| Hazardous substances data | 526-99-8(Hazardous Substances Data) |
Applications & Uses
Description
Mucic acid,C6H10O8 or HOOC-(CHOH)4-COOH, (also known as galactaric or meso - galactaric acid) is an aldaric acid obtained by nitric acid oxidation of galactose or galactose - containing compounds like lactose, dulcite, quercite, and most varieties of gum. It forms a crystalline powder, which melts at 230°C. It is insoluble in alcohol, and nearly insoluble in cold water. Due to the symmetry in the molecule, it is optically inactive even though it has chiral carbon atoms (i.e., it is a meso compound). When heated with pyridine to 140°C, it is converted into allommic acid. When digested with fuming hydrochloric acid for some time it is converted into a furfural dicarboxylic acid while on heating with barium sulfide it is transformed into athiophene carboxylic acid. The ammonium salt yields on dry distillation carbon dioxide, ammonia, pyrrol and other substances. The acid when fused with caustic alkalis yields oxalic acid. With potassium bisulfate mucic acid forms 3-hydroxy-2-pyrone by dehydration and decarboxylation.
Uses
Mucic acid can be used to replace tartaric acid in self-rising flour or fizzies.
Uses
Mucic acid is used to replace tartaric acid in self-rising flour or fizzies. It is also used as a precursor of adipic acid en route to nylon by a rhenium-catalyzed deoxydehydration reaction. It replaces potassium bitartrate in baking powder and also used for manufacture of granular effervescing salts.
Uses
Substitute for tartaric acid, sequestrant for metalions (calcium, iron), retards hardening of concreteintermediate for synthesis of heterocyclic com-pounds (pyrroles).