(1S)-1,2,3,4-tetrahydronaphthalene-1-carboxylic acid

• ChemBase ID: 88718
• Molecular Formular: C11H12O2
• Molecular Mass: 176.21178
• Monoisotopic Mass: 176.08372962
• SMILES: O=C([C@@H]1c2c(cccc2)CCC1)O
• Canonical SMILES: OC(=O)[C@H]1CCCc2c1cccc2
• InChI: InChI=1S/C11H12O2/c12-11(13)10-7-3-5-8-4-1-2-6-9(8)10/h1-2,4,6,10H,3,5,7H2,(H,12,13)/t10-/m0/s1
• InChIKey: VDLWTJCSPSUGOA-JTQLQIEISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S)-1,2,3,4-tetrahydronaphthalene-1-carboxylic acid
• IUPAC Traditional name: (1S)-1,2,3,4-tetrahydronaphthalene-1-carboxylic acid
• Synonyms: (1S)-1-Carboxy-1,2,3,4-tetrahydronaphthalene; (1S)-1,2,3,4-Tetrahydro-1-naphthoic acid; (1S)-1,2,3,4-Tetrahydronaphthalene-1-carboxylic acid; (S)-1,2,3,4-Tetrahydro-1-naphthoic acid; (1S)-1,2,3,4-Tetrahydro-1-naphthalenecarboxylic Acid; D-(-)-1,2,3,4-Tetrahydro-1-naphthoic Acid; (S)-1,2,3,4-Tetrahydro-1-naphthoic Acid; (S)-1,2,3,4-四氢-1-萘甲酸

Database IDs

• CAS Number: 85977-52-2
• MDL Number: MFCD07368365
• PubChem SID: 162075637
• PubChem CID: 24820460

CALCULATED PROPERTIES

• Acid pKa: 4.5662656
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 1.6677581
• LogD (pH = 7.4): -0.106403716
• Log P: 2.6482446
• Molar Refractivity: 49.7801 cm^3
• Polarizability: 19.234285 Å^3
• Polar Surface Area: 37.3 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform
• Apperance: White Solid
• Melting Point: 55-57°C; 55-57°C
• Optical Rotation: -12 (c=1 in ethanol)

Safety Information

• Storage Condition: Refrigerator
• Storage Warning: Irritant
• European Hazard Symbols: Irritant (Xi)
• Risk Statements: 36/37/38
• Safety Statements: 26-37
• TSCA Listed: 否
• GHS Pictograms: GHS07
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305+P351+P338-P302+P352-P321-P405-P501A

Product Information

• Purity: 98%

DETAILS

Toronto Research Chemicals - T294115

Intermediate in the preparation of Dipeptidyl Boronate Proteasome Inhibitors.

REFERENCES

• Zhu, Y., et al.: J. Med. Chem., 52, 4192 (2009)