(2S)-6-hydroxy-2,5,7,8-tetramethyl-3,4-dihydro-2H-1-benzopyran-2-carboxylic acid

• ChemBase ID: 119658
• Molecular Formular: C14H18O4
• Molecular Mass: 250.29032
• Monoisotopic Mass: 250.12050906
• SMILES: c12O[C@](C(=O)O)(CCc1c(c(c(c2C)C)O)C)C
• Canonical SMILES: Cc1c2O[C@@](C)(CCc2c(c(c1C)O)C)C(=O)O
• InChI: InChI=1S/C14H18O4/c1-7-8(2)12-10(9(3)11(7)15)5-6-14(4,18-12)13(16)17/h15H,5-6H2,1-4H3,(H,16,17)/t14-/m0/s1
• InChIKey: GLEVLJDDWXEYCO-AWEZNQCLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-6-hydroxy-2,5,7,8-tetramethyl-3,4-dihydro-2H-1-benzopyran-2-carboxylic acid
• IUPAC Traditional name: (2S)-6-hydroxy-2,5,7,8-tetramethyl-3,4-dihydro-1-benzopyran-2-carboxylic acid
• Synonyms: (S)-(-)-6-Hydroxy-2,5,7,8-tetramethylchroman-2-carboxylic acid; (S)-6-hydroxy-2,5,7,8-tetramethylchroman-2-carboxylic acid; (S)-(-)-6-羟基-2,5,7,8-四甲基色满-2-羧酸

Database IDs

• CAS Number: 53174-06-4
• MDL Number: MFCD00180756
• PubChem SID: 24864411; 162107845
• PubChem CID: 688071

CALCULATED PROPERTIES

• Acid pKa: 3.765816
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 1.9242159
• LogD (pH = 7.4): 0.38146302
• Log P: 3.659436
• Molar Refractivity: 68.0795 cm^3
• Polarizability: 25.91723 Å^3
• Polar Surface Area: 66.76 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 160 °C (dec.)(lit.)
• Optical Rotation: [α]26/D -65°, c = 1.2 in ethanol

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-37/39
• 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: 98%
• Empirical Formula (Hill Notation): C14H18O4
• Classification: Derivatives & analogs of Natural Compounds

DETAILS

Sigma Aldrich - 391921

Packaging
1, 5 g in glass bottle
Application
A chroman possessing the chiral center of α-tocopherol.1