(2S)-2,3-dihydro-1,4-benzodioxine-2-carboxylic acid

• ChemBase ID: 152556
• Molecular Formular: C9H8O4
• Molecular Mass: 180.15742
• Monoisotopic Mass: 180.04225874
• SMILES: c1ccc2c(c1)OC[C@H](O2)C(=O)O
• Canonical SMILES: OC(=O)[C@@H]1COc2c(O1)cccc2
• InChI: InChI=1S/C9H8O4/c10-9(11)8-5-12-6-3-1-2-4-7(6)13-8/h1-4,8H,5H2,(H,10,11)/t8-/m0/s1
• InChIKey: HMBHAQMOBKLWRX-QMMMGPOBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2,3-dihydro-1,4-benzodioxine-2-carboxylic acid
• IUPAC Traditional name: (2S)-2,3-dihydro-1,4-benzodioxine-2-carboxylic acid
• Synonyms: (S)-2,3-Dihydro-1,4-benzodioxin-2-carboxylic acid; (S)-1,4-Benzodioxane-2-carboxylic acid; (S)-2,3-二氢-1,4-苯并二噁英-2-羧酸; (S)-1,4-苯并二噁烷-2-羧酸

Database IDs

• CAS Number: 70918-54-6
• MDL Number: MFCD00239408
• Beilstein Number: 5742836
• PubChem SID: 162246701; 24847570
• PubChem CID: 687061

CALCULATED PROPERTIES

• Acid pKa: 3.164425
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): -1.1343207
• LogD (pH = 7.4): -2.275175
• Log P: 1.1763179
• Molar Refractivity: 42.8453 cm^3
• Polarizability: 17.061523 Å^3
• Polar Surface Area: 55.76 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 96-99 °C
• Optical Rotation: [α]20/D -83±2°, c = 1.5% in chloroform

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• 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

Product Information

• Purity: ≥97.0% (sum of enantiomers, GC)
• Optical Purity: enantiomeric ratio: ≥98.5:1.5
• Empirical Formula (Hill Notation): C9H8O4

DETAILS

Sigma Aldrich - 12351

Packaging
500 mg in glass bottle