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4568-71-2 molecular structure
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3-benzyl-5-(2-hydroxyethyl)-4-methyl-1,3-thiazol-3-ium chloride

ChemBase ID: 90581
Molecular Formular: C13H16ClNOS
Molecular Mass: 269.79024
Monoisotopic Mass: 269.06411282
SMILES and InChIs

SMILES:
[n+]1(csc(c1C)CCO)Cc1ccccc1.[Cl-]
Canonical SMILES:
OCCc1sc[n+](c1C)Cc1ccccc1.[Cl-]
InChI:
InChI=1S/C13H16NOS.ClH/c1-11-13(7-8-15)16-10-14(11)9-12-5-3-2-4-6-12;/h2-6,10,15H,7-9H2,1H3;1H/q+1;/p-1
InChIKey:
IWSVLBKHBJGMAA-UHFFFAOYSA-M

Cite this record

CBID:90581 http://www.chembase.cn/molecule-90581.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
3-benzyl-5-(2-hydroxyethyl)-4-methyl-1,3-thiazol-3-ium chloride
IUPAC Traditional name
3-benzyl-5-(2-hydroxyethyl)-4-methyl-1,3-thiazol-3-ium chloride
Synonyms
3-Benzyl-5-(2-hydroxyethyl)-4-methyl-1,3-thiazol-3-ium chloride
3-Benzyl-5-(2-hydroxyethyl)-4-methylthiazolium chloride
3-苄基-5-(2-羟基乙基)-4-甲基噻唑鎓氯化物
3-苄基-5-(2-羟乙基)-4-甲基氯化噻唑
CAS Number
4568-71-2
EC Number
224-947-6
MDL Number
MFCD00011959
Beilstein Number
3788921
PubChem SID
162077377
24848161
24855509
PubChem CID
2833352

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 15.505245  H Acceptors
H Donor LogD (pH = 5.5) -1.3549578 
LogD (pH = 7.4) -1.3549578  Log P -1.3549578 
Molar Refractivity 67.0971 cm3 Polarizability 25.672298 Å3
Polar Surface Area 24.11 Å2 Rotatable Bonds
Lipinski's Rule of Five true 

PROPERTIES

PROPERTIES

Physical Property Safety Information Product Information Bioassay(PubChem)
Melting Point
142-144 °C(lit.) expand Show data source
142-144°C expand Show data source
142-145°C expand Show data source
Storage Warning
Hygroscopic expand Show data source
Irritant/Hygroscopic/Store under Argon expand Show data source
European Hazard Symbols
Irritant Irritant (Xi) expand Show data source
MSDS Link
Download expand Show data source
Download expand Show data source
German water hazard class
3 expand Show data source
Risk Statements
36/37/38 expand Show data source
Safety Statements
26-36 expand Show data source
26-37 expand Show data source
TSCA Listed
expand Show data source
GHS Pictograms
GHS07 expand Show data source
GHS Signal Word
Warning expand Show data source
GHS Hazard statements
H315-H319-H335 expand Show data source
GHS Precautionary statements
P261-P305 + P351 + P338 expand Show data source
P261-P305+P351+P338-P302+P352-P321-P405-P501A expand Show data source
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves expand Show data source
Purity
≥99.0% (AT) expand Show data source
98% expand Show data source
Grade
purum expand Show data source
Empirical Formula (Hill Notation)
C13H16ClNOS expand Show data source

DETAILS

DETAILS

Sigma Aldrich Sigma Aldrich
Sigma Aldrich - 256234 external link
Packaging
25, 100 g in glass bottle
Sigma Aldrich - 13453 external link
Other Notes
Catalyst for the addition of aliphatic and heterocyclic aldehydes to α,β-unsaturated ketones, nitriles and esters1,2,3

REFERENCES

REFERENCES

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  • • For reviews, see: Angew. Chem. Int. Ed., 15, 639 (1976); Org. React., 40, 407 (1991). For a further example, see Phenyl vinyl sulfone, A14794.
  • • Aliphatic aldehydes undergo the acyloin condensation in the presence of this catalyst and mild base. For example (butyraldehyde to butyroin), see: Org. Synth. Coll., 7, 95 (1990).
  • • The same system is effective in catalyzing the addition of aldehydes to electron-deficient alkenes, including ɑ?-unsaturated ketones, esters and nitriles (Stetter reaction), providing a non-toxic alternative to cyanide in these reactions; e.g. in the synthesis of dihydrojasmone: Org. Synth. Coll., 8, 620 (1993):
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PATENTS

PATENTS

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INTERNET

INTERNET

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