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

• ChemBase ID: 146338
• Molecular Formular: C14H18O4
• Molecular Mass: 250.29032
• Monoisotopic Mass: 250.12050906
• SMILES: Cc1c(c2c(c(c1O)C)CC[C@](O2)(C)C(=O)O)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-/m1/s1
• InChIKey: GLEVLJDDWXEYCO-CQSZACIVSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• CAS Number: 53101-49-8
• MDL Number: MFCD00180755
• PubChem SID: 162240536; 24864410
• PubChem CID: 6541354

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: 162 °C (dec.)(lit.)
• Optical Rotation: [α]27/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

DETAILS

Sigma Aldrich - 391913

Packaging
1, 5 g in glass bottle