(5R)-5-[(1R)-1,2-dihydroxyethyl]-3,4-dihydroxy-2,5-dihydrofuran-2-one

• ChemBase ID: 102540
• Molecular Formular: C6H8O6
• Molecular Mass: 176.12412
• Monoisotopic Mass: 176.03208798
• SMILES: OC1=C(C(=O)O[C@@H]1[C@H](O)CO)O
• Canonical SMILES: OC[C@H]([C@H]1OC(=O)C(=C1O)O)O
• InChI: 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
• InChIKey: CIWBSHSKHKDKBQ-DUZGATOHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (5R)-5-[(1R)-1,2-dihydroxyethyl]-3,4-dihydroxy-2,5-dihydrofuran-2-one
• IUPAC Traditional name: erythorbic acid
• Synonyms: D-Araboascorbic acid; D-ISOASCORBIC ACID; D-erythro-Hex-2-enoic acid γ-lactone; Erythorbic acid; D-(-)-Isoascorbic acid; Erythorbatd; Isoascorbic acid; E315; Erythorbic acid; D-(-)-Araboascorbic acid; D-(-)-Isoascorbic acid; D-Isoascorbic acid; D-异维生素 C; D-赤型-己-2-烯酸 γ-内酯; 异抗坏血酸; D-(-)-异抗坏血酸; D-(-)-异抗坏血酸; D-异抗坏血酸

Database IDs

• CAS Number: 89-65-6
• EC Number: 201-928-0
• MDL Number: MFCD00005378
• Beilstein Number: 84271
• Merck Index: 145126
• PubChem SID: 24888398; 24901050; 162088453; 24881081
• PubChem CID: 6981; 54675810
• CHEBI ID: 51438
• Chemspider ID: 16736142
• FEMA ID: 2410
• Unique Ingredient Identifier: 311332OII1
• Wikipedia Title: Erythorbic_acid
• Council of Europe Number: 30c

CALCULATED PROPERTIES

• Acid pKa: 4.3599176
• H Acceptors: 5
• H Donor: 4
• LogD (pH = 5.5): -3.082243
• LogD (pH = 7.4): -4.8322015
• Log P: -1.9135588
• Molar Refractivity: 37.0321 cm^3
• Polarizability: 14.376429 Å^3
• Polar Surface Area: 107.22 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: H2O: soluble0.1 g/mL, clear, colorless to very faintly yellow
• Apperance: Powder
• Melting Point: 164–172 °C (decomposes); 169-172 °C (dec.)(lit.); 169-172°C dec.
• Density: 0.704 g/cm^3
• Optical Rotation: [α]20/D -16.0±1.5°, c = 1% in H2O; [α]20/D -16.8°, c = 10 in H2O; [α]25/D -16.8°, c = 2 in H2O
• pKa: 2.1

Safety Information

• Storage Condition: 2-8°C
• RTECS: KF3015000
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 2
• Risk Statements: 36/37/38
• Safety Statements: 26
• TSCA Listed: 是
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Regulation Compliance: FCC; FDA 21 CFR (101.33); FDA 21 CFR (175.105); FDA 21 CFR (182.3041)

Pharmacology Properties

• Allergens: no known allergens

Product Information

• Purity: ≥99%; ≥99.0% (RT); 98%; 99%
• Grade: Kosher; purum
• Empirical Formula (Hill Notation): C6H8O6

DETAILS

MP Biomedicals - 02102073

Purity: 98%
Crystalline

Sigma Aldrich - W241008

Packaging
1 kg in poly bottle
1 sample in glass bottle
5, 10 kg in fiber drum

Sigma Aldrich - 856061

Packaging
100, 500 g in poly bottle

Sigma Aldrich - 58320

Other Notes
Starting material for the synthesis of chiral building blocks1,2,3