3-ethyl-5-(2-hydroxyethyl)-4-methyl-1,3-thiazol-3-ium bromide

• ChemBase ID: 151665
• Molecular Formular: C8H14BrNOS
• Molecular Mass: 252.17186
• Monoisotopic Mass: 250.99794707
• SMILES: CC[n+]1csc(c1C)CCO.[Br-]
• Canonical SMILES: OCCc1sc[n+](c1C)CC.[Br-]
• InChI: InChI=1S/C8H14NOS.BrH/c1-3-9-6-11-8(4-5-10)7(9)2;/h6,10H,3-5H2,1-2H3;1H/q+1;/p-1
• InChIKey: BDQRQMLWZJQQKS-UHFFFAOYSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-ethyl-5-(2-hydroxyethyl)-4-methyl-1,3-thiazol-3-ium bromide
• IUPAC Traditional name: 3-ethyl-5-(2-hydroxyethyl)-4-methyl-1,3-thiazol-3-ium bromide
• Synonyms: 3-Ethyl-5-(2-hydroxyethyl)-4-methylthiazolium Bromide; 3-Ethyl-5-(2-hydroxyethyl)-4-methylthiazolium bromide; 3-Ethyl-5-(2-hydroxyethyl)-4-methylthiazoliumbromide; 3-乙基-5-(2-羟乙基)-4-甲基噻唑溴化物

Database IDs

• CAS Number: 54016-70-5
• EC Number: 258-925-2
• MDL Number: MFCD00040549
• Beilstein Number: 4165775
• PubChem SID: 162245815; 24859942; 24845682
• PubChem CID: 9964923

CALCULATED PROPERTIES

• Acid pKa: 15.5079365
• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): -2.7226229
• LogD (pH = 7.4): -2.7226229
• Log P: -2.7226229
• Molar Refractivity: 47.2331 cm^3
• Polarizability: 17.953043 Å^3
• Polar Surface Area: 24.11 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 81-87°C; 82-87 °C; 82-87 °C(lit.)

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36; 26-37-60
• TSCA Listed: 否
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338; P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: ≥98%; ≥99.0% (AT); 98%
• Grade: purum
• Impurities: ≤0.5% water
• Empirical Formula (Hill Notation): C8H14BrNOS

DETAILS

Sigma Aldrich - 331244

Packaging
25 g in glass bottle

Sigma Aldrich - 04122

Other Notes
Catalyst for the addition of aromatic and heterocyclic aldehydes to α,β-unsaturated nitriles, esters and ketones1,2

Toronto Research Chemicals - E678850

3-Ethyl-5-(2-hydroxyethyl)-4-methylthiazolium bromide is used in the novel synthesis of benzoin catalyzed by thiazolium salts.