5-(2-hydroxyethyl)-3,4-dimethyl-1,3-thiazol-3-ium iodide

• ChemBase ID: 147041
• Molecular Formular: C7H12INOS
• Molecular Mass: 285.14575
• Monoisotopic Mass: 284.96843301
• SMILES: Cc1c(sc[n+]1C)CCO.[I-]
• Canonical SMILES: Cc1c(CCO)sc[n+]1C.[I-]
• InChI: InChI=1S/C7H12NOS.HI/c1-6-7(3-4-9)10-5-8(6)2;/h5,9H,3-4H2,1-2H3;1H/q+1;/p-1
• InChIKey: GDNOYVMHHMSZJV-UHFFFAOYSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-(2-hydroxyethyl)-3,4-dimethyl-1,3-thiazol-3-ium iodide
• IUPAC Traditional name: 5-(2-hydroxyethyl)-3,4-dimethyl-1,3-thiazol-3-ium iodide
• Synonyms: 3,4-Dimethyl-5-(2-hydroxyethyl)thiazolium iodide; 5-(2-Hydroxyethyl)-3,4-dimethylthiazolium iodide; 3,4-二甲基-5-(2-羟乙基)噻唑鎓碘化物; 5-(2-羟基乙基)-3,4-二甲硫基唑碘正离子

Database IDs

• CAS Number: 16311-69-6
• EC Number: 240-394-3
• MDL Number: MFCD00011958
• Beilstein Number: 3740014
• PubChem SID: 24855608; 24865414; 162241233
• PubChem CID: 9838770

CALCULATED PROPERTIES

• Acid pKa: 15.508812
• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): -3.0794308
• LogD (pH = 7.4): -3.0794308
• Log P: -3.0794308
• Molar Refractivity: 42.4845 cm^3
• Polarizability: 16.120787 Å^3
• Polar Surface Area: 24.11 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 82-85 °C; 82-85 °C(lit.)

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥98.0% (AT); 98%
• Grade: purum
• Empirical Formula (Hill Notation): C7H12INOS

DETAILS

Sigma Aldrich - 257826

Packaging
5 g in glass bottle

Sigma Aldrich - 40697

Other Notes
Catalyst for the addition of aromatic and heterocyclic aldehydes to α,β-unsaturated ketones to give 1,4-diketones; polyketones can also be prepared1,2,3; Preparation of acyloins from two aldehydes4