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

• ChemBase ID: 67402
• Molecular Formular: C10H11NO2
• Molecular Mass: 177.19984
• Monoisotopic Mass: 177.0789786
• SMILES: C1N[C@@H](Cc2ccccc12)C(=O)O
• Canonical SMILES: OC(=O)[C@H]1NCc2c(C1)cccc2
• InChI: InChI=1S/C10H11NO2/c12-10(13)9-5-7-3-1-2-4-8(7)6-11-9/h1-4,9,11H,5-6H2,(H,12,13)/t9-/m0/s1
• InChIKey: BWKMGYQJPOAASG-VIFPVBQESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3S)-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid
• IUPAC Traditional name: (3S)-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid
• Synonyms: (S)-1,2,3,4-Tetrahydroisoquinoline-3-carboxylic acid; (S)-1,2,3,4-Tetrahydro-3-isoquinolinecarboxylic acid; H-Tic-OH; (S)-(-)-1,2,3,4-Tetrahydroisoquinoline-3-carboxylic acid; (3S)-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid; (S)-1,2,3,4-四氢-3-异喹啉羧酸; (S)-(-)-1,2,3,4-四氢异喹啉-3-甲酸

Database IDs

• CAS Number: 741-81-8; 74163-81-8
• MDL Number: MFCD00144533; MFCD00191496
• Beilstein Number: 4842199
• PubChem SID: 24888900; 24866388; 162033137
• PubChem CID: 2733226

CALCULATED PROPERTIES

• Acid pKa: 1.8478861
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -1.2092154
• LogD (pH = 7.4): -1.213396
• Log P: -1.2092786
• Molar Refractivity: 48.4455 cm^3
• Polarizability: 18.996552 Å^3
• Polar Surface Area: 49.33 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: >300 °C(lit.); >300°C dec.
• Optical Rotation: [α]20/D -167±5°, c = 2% in 1 M NaOH; [α]20/D -168°, c = 1.8 in 1.4 M NaOH; -163 (c=2 in 1N NaOH)
• Hydrophobicity(logP): -1.194

Safety Information

• Storage Warning: IRRITANT; Irritant
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• TSCA Listed: false; 否
• 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% (T); 95%; 95+%; 97%
• Grade: purum
• Empirical Formula (Hill Notation): C10H11NO2

DETAILS

Sigma Aldrich - 421626

Packaging
1, 5 g in glass bottle