Tetrahydroxyadipic acid

Base Information

• Chemical Name: Tetrahydroxyadipic acid
• CAS No.: 526-99-8
• Molecular Formula: C₆H₁₀O₈
• Molecular Weight: 210.141
• Hs Code.: 29181990
• NSC Number: 8127
• Nikkaji Number: J60.928E
• Wikidata: Q104987896
• Mol file: 526-99-8.mol

Synonyms:Acid, Saccharic;Anhydrous Calcium Glucarate;Anhydrous Calcium Saccharate;Calcium Glucarate;Calcium Glucarate, Anhydrous;Calcium Saccharate;Calcium Saccharate Anhydrous;Calcium Saccharate Tetrahydrate;Calcium Saccharate, Anhydrous;D Glucaric Acid;D Saccharic Acid;D-Glucaric Acid;D-Saccharic Acid;Glucarate, Anhydrous Calcium;Glucarate, Calcium;Glucaric Acid;Glucosaccharic Acid;L Gularic Acid;L-Gularic Acid;Levo Gularic Acid;Levo-Gularic Acid;Saccharate Tetrahydrate, Calcium;Saccharate, Anhydrous Calcium;Saccharate, Calcium;Saccharic Acid;Tetrahydrate, Calcium Saccharate;Tetrahydroxyadipic Acid

Chemical Property of Tetrahydroxyadipic acid

Chemical Property:

• Appearance/Colour: white to light beige fine crystalline powder
• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 220-225 °C (dec.)(lit.)
• Refractive Index: 1.651
• Boiling Point: 766.4oC at 760mmHg
• PKA: 2.99±0.35(Predicted)
• Flash Point: 431.2oC
• PSA: 155.52000
• Density: 1.939g/cm3
• LogP: -3.40080
• Storage Temp.: Store at RT.
• Solubility.: 3.3g/l soluble
• Water Solubility.: Soluble in water.
• XLogP3: -2.5
• Hydrogen Bond Donor Count: 6
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 5
• Exact Mass: 210.03756727
• Heavy Atom Count: 14
• Complexity: 202

Purity/Quality:

98% ^*data from raw suppliers

Mucic acid 98+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,Xi
• Hazard Codes: Xi,Xn
• Statements: 22-40
• Safety Statements: 22-24/25-36/37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(C(C(C(=O)O)O)O)(C(C(=O)O)O)O
• 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. 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. Substitute for tartaric acid, sequestrant for metalions (calcium, iron), retards hardening of concreteintermediate for synthesis of heterocyclic com-pounds (pyrroles).

Technology Process of Tetrahydroxyadipic acid

There total 94 articles about Tetrahydroxyadipic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 95.0%

β-D-galactopyranoside (7296-64-2) → meso-galactaric acid (526-99-8,1213827-87-2,7231-46-1)

Guidance literature:

With nitric acid; sodium nitrite; at -5 ℃; for 4h; Temperature;

Reference yield: 79.6%

D-galacturonic acid sodium salt → meso-galactaric acid (526-99-8,1213827-87-2,7231-46-1)

Guidance literature:

With oxygen; sodium hydroxide; In water; at 20 ℃; for 4h; under 750.075 Torr;

Reference yield: 13.0%

(2R,3S,4R,5S)-2,3,4,5-tetraacetoxyhexanedioic acid (5469-75-0) + Thiocarbohydrazide (2231-57-4) → meso-galactaric acid (526-99-8,1213827-87-2,7231-46-1) + 3-methyl-4-amino-5-mercapto-1,2,4-triazole (20939-15-5)

Guidance literature:

In neat (no solvent); at 165 - 168 ℃; for 1h;

DOI:10.1016/S0008-6215(98)00205-5

upstream raw materials:

pyridine

L-altraric acid

D-galactitol

(2E,4E)-2,4-hexadienedioic acid

Downstream raw materials:

2-(1H-pyrrol-1-yl)pyridine

(2R,3S,4R,5S)-2,3,4,5-Tetrahydroxy-hexanedioic acid diethyl ester

idaric acid bis-(N'-phenyl-hydrazide)

3-hydroxy-2-pyrone

Refernces

• 1、 Pazhavelikkakath Purushothaman, Rajeesh Kumar,Klis, F. Van Der,Frissen,Haveren, J. Van,Mayoral,Van Der Bent,Van Es. "Base-free selective oxidation of pectin derived galacturonic acid to galactaric acid using supported gold catalysts". supporting information. p. 2763 - 2774. Retrieved 2018/07/03.
• 2、 -. "Novel synthetic process of mucic acid". Paragraph 0035-0037; 0067. . Retrieved 2017/06/10.