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  2. 89-65-6
Erythorbic acid | 89-65-6

Product name:Erythorbic acid

CAS No:89-65-6
MF:C6H8O6
MW:176.124122619629
MDL:MFCD00005378
CID:34519
PubChem ID:54675810
Introduction
        Isoascorbic acid(D-Isoascorbic acid)White to light yellow crystals,Quite stable in air in dry state,While it deteriorates rapidly when exposed to the atmosphere in solution.Its antioxidant property is better than ascorbic acid ,And the price is cheap,Although there is no physiological effect of ascorbic acid,But it will not hinder the absorption of ascorbic acid.Widely used in meat products.
Names and Identifiers
  • D-Isoascorbic acid
  • FEMA 2410
  • ISOASCORBIC ACID
  • ISOVITAMIN C
  • D-(-)-ARABOASCORBIC ACID
  • D-ARABOASCORBIC ACID
  • D-ERYTHRO-3-KETOHEXANOIC ACIDLACTONE
  • D-ERYTHRO-3-OXOHEXANOIC ACID LACTONE
  • D-Erythro-hex-2-enonic acid
  • D-(-)-Isoascorbic acid
  • Araboascorbic acid, D-
  • D(-​)​-​Isoascorbic Acid (Erythorbic Acid)
  • D-(−)-Isoascorbic acid
  • D-erythro-3-Ketohexonic acid lactone
  • Erythorbic acid
  • Glucosaccharonic acid
  • NSC 8117
  • D-Erythorbic Acid
  • D-erythro-Hexonicacid, 3-keto-, g-lactone(6CI)
  • Erythorbic acid (7CI)
  • Araboascorbic acid
  • D-arabino-Ascorbic acid
  • E 315
  • Erycorbin
  • Mercate 5
  • Neo-Cebicure
  • Saccharosonic acid
  • Erythorbic acid
  • 2,3-Didehydro-D-erythro-hexono-1,4-lactone
  • D-Isoascorbicacid
  • 湖北D-异抗坏血酸生产厂家
  • Erythroascorbic acid, D-
  • FEMA Number: 2410
  • D-ASCORBIC ACID, ISO
  • FEMA No. 2410
  • D-erythro-Hex-2-enonic acid, gamma-lactone
  • D-erythro-3-Oxohexonic acid lactone
  • D-erythro-3-Ketohexonic acid lact
  • D(-)-Isoascorbic acid
  • D-Araboascorbic acid
  • D-Isoascorbic Acid
  • D-Erythorbic acid
  • Isoascorbic acid
  • Isovitamin C
  • Silicon dioxide
  • D-erythro-Hexonic acid, 3-keto-, γ-lactone (6CI)
  • MDL:MFCD00005378
  • InChIKey:CIWBSHSKHKDKBQ-DUZGATOHSA-N
  • Inchi:1S/C6H8O6/c7-1-2(8)5-3(9)4(10)6(11)12-5/h2,5,7-10H,1H2/t2-,5-/m1/s1
  • SMILES:[C@@H]([C@H]1OC(=O)C(O)=C1O)(O)CO
Chemical and Physical Properties

Computed Properties

  • Exact Mass: 176.03200
  • Hydrogen Bond Donor Count: 4
  • Hydrogen Bond Acceptor Count: 6
  • Rotatable Bond Count: 2
  • Monoisotopic Mass: 176.032088
  • Heavy Atom Count: 12
  • Complexity: 232
  • Isotope Atom Count: 0
  • Defined Atom Stereocenter Count: 2
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Covalently-Bonded Unit Count: 1
  • Functional 3D Acceptor Count: 4
  • Rotatable Bond Count: 2.4
  • isomeric RMSD: 0.6
  • CID conformational isomer Count: 10
  • XLogP3: -1.6
  • Functional 3D Donor Count: 4
  • Tautomer Count: 8
  • Functional 3D ring Count: 1
  • Surface Charge: 0
  • Topological Polar Surface Area: 107

Experimental Properties

  • LogP: -1.40740
  • PSA: 107.22000
  • Merck: 5126
  • Refractive Index: -17.5 ° (C=10, H2O)
  • Water Partition Coefficient: 1g/10mL
  • Boiling Point: 227.71°C (rough estimate)
  • Melting Point: 169-172 °C (dec.) (lit.)
  • Flash Point: 238.2 °C
  • FEMA: 2410 | ERYTHROBIC ACID
  • Solubility: H2O: 0.1 g/mL, clear, colorless to very faintly yellow
  • Color/Form: White granular crystals
  • Stability/Shelf Life: Stable. Combustible. Incompatible with chemically active metals, aluminium, zinc, copper, magnesium, strong bases, strong oxidizing agents.
  • Solubility: Soluble in water, ethanol and pyridine, soluble in acetone, slightly soluble in glycerol, insoluble in ether and benzene
  • Sensitiveness: Sensitive to light
  • Specific Rotation: -17.25 º (c=10, H2O 25 ºC)
  • Optical Activity: [α]25/D −16.8°, c = 2 in H2O
  • Density: 1.3744 (rough estimate)
Security Information
  • Symbol: GHS07
  • RTECS:KF3015000
  • WGK Germany:2
  • Safety Instruction:S24/25
  • Risk Phrases:R36/37/38
  • Znak za nevarno blago: Xi Xi
  • Hazardous Material transportation number:NONH for all modes of transport
  • Hazard Statement:H315,H319,H335
  • Warning Statement:P261,P305+P351+P338
  • Storage Condition:Inert atmosphere,Room Temperature
  • Hazard Category Code:R36/37/38
  • Signal Word:Warning
  • TSCA:Yes
Customs Data
  • Customs Data:

    China Customs Code:

    2932209090

    Overview:

    2932209090. Other lactones. VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:nothing. MFN tariff:6.5%. general tariff:20.0%

    Declaration elements:

    Product Name, component content, use to

    Summary:

    2932209090. other lactones. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

Synthetic Circuit

Synthetic Circuit 1

Reaction Conditions
1.1 Catalysts: Chlorosulfonic acid Solvents: Water ;  1 h, 100 °C
Reference
Synthesis of isoascorbic acid directly from 2-keto-gluconic acid
Zheng, Dagui; Ye, Hongde; Yu, Silian; Ye, Qing; Xie, Guohao; et al, Shipin Gongye Keji, 2004, 25(7), 115-117

Synthetic Circuit 2

Reaction Conditions
1.1 Catalysts: Methanesulfonic acid, 1,1,1-trifluoro-, erbium(3+) salt (3:1) Solvents: Water ;  5 min, 120 °C
Reference
MW-assisted Er(OTf)3-catalyzed mild cleavage of isopropylidene acetals in tricky substrates
Procopio, Antonio; Gaspari, Marco; Nardi, Monica; Oliverio, Manuela; Romeo, Roberto, Tetrahedron Letters, 2008, 49(12), 1961-1964

Synthetic Circuit 3

Reaction Conditions
1.1 Reagents: Water Catalysts: Antimony trichloride Solvents: Acetonitrile ;  20 min, rt
Reference
Mild, efficient and highly selective hydrolysis of acetonides with antimony trichloride
Wu, Qinpei; Chen, Wei; Wang, Yuan; Qu, Yunbo; Zhang, Qingshan, Letters in Organic Chemistry, 2006, 3(4), 271-274

Synthetic Circuit 4

Reaction Conditions
1.1 Reagents: Hydrochloric acid ,  Water Solvents: Ethanol ,  1,2-Dichloroethane
Reference
Mechanism of transformation of diacetone-2-keto-L-gulonic acid into ascorbic acid
Berezovskii, V. M.; Strel'chunas, L. I., Zhurnal Obshchei Khimii, 1950, 20, 2072-5
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