CAS 4568-71-2|3-Benzyl-5-(2-hydroxyethyl)-4-methylthiazolium chloride|3-benzyl-5-(2-hydroxyethyl)-4-methyl-1,3-thiazol-3-ium chloride|3-苄基-5-(2-羟基乙基)-4-甲基噻唑鎓氯化物|3-benzyl-5-(2-hydroxyet...

General Information

Structure

Molecular Formula

C₁₃H₁₆ClNOS

Molecular Mass

269.79024

Exact Mass

269.06411282

Charge

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

Canonic Smiles

OCCc1sc[n+](c1C)Cc1ccccc1.[Cl-]

Isomeric Smiles

[n+]1(csc(c1C)CCO)Cc1ccccc1.[Cl-]

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

Polarizability

25.672298

Polar Surface Area

24.11

Rotatable Bonds

Lipinski's Rule of Five

true

Data Source

Commercial Catalog

Academic Data

Data Source

Names and Identifiers

IUPAC name

3-benzyl-5-(2-hydroxyethyl)-4-methyl-1,3-thiazol-3-ium chloride

Synonyms

3-Benzyl-5-(2-hydroxyethyl)-4-methylthiazolium chloride3-苄基-5-(2-羟基乙基)-4-甲基噻唑鎓氯化物3-Benzyl-5-(2-hydroxyethyl)-4-methyl-1,3-thiazol-3-ium chloride3-苄基-5-(2-羟乙基)-4-甲基氯化噻唑

IUPAC Traditional name

3-benzyl-5-(2-hydroxyethyl)-4-methyl-1,3-thiazol-3-ium chloride

Names and Identifiers

Registration numbers

EC Number

Beilstein Number

CAS Number

MDL Number

PubChem SID

2484816124855509162077377

PubChem CID

2833352

Registration numbers

Properties

Physical Property

Melting Point

142-144°C

142-144 °C(lit.)

142-145°C

Product Information

Purity

98%

≥99.0% (AT)

Empirical Formula (Hill Notation)

C13H16ClNOS

Grade

purum

Properties

Related Proteins

No Data Available

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Molecular Spectra

No Data Available

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Molecule Details

Sigma Aldrich

256234

Packaging
25, 100 g in glass bottle

13453

Other Notes
Catalyst for the addition of aliphatic and heterocyclic aldehydes to α,β-unsaturated ketones, nitriles and esters1,2,3

Molecule Details

References

PubChem Literature

From Data Sources

• 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):

• 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).

References

Bioactivity

PubChem BioAssay

Bioactivity

Data Source

Commercial Catalog

Academic Data

Names and Identifiers

IUPAC name

3-benzyl-5-(2-hydroxyethyl)-4-methyl-1,3-thiazol-3-ium chloride

Synonyms

IUPAC Traditional name

3-benzyl-5-(2-hydroxyethyl)-4-methyl-1,3-thiazol-3-ium chloride

Registration numbers

EC Number

Beilstein Number

CAS Number

MDL Number

PubChem SID

2484816124855509162077377

PubChem CID

2833352

Properties

Physical Property

Melting Point

142-144°C

142-144 °C(lit.)

142-145°C

Product Information

Purity

98%

≥99.0% (AT)

Empirical Formula (Hill Notation)

C13H16ClNOS

Grade

purum

Molecule Details

Sigma Aldrich

256234

Packaging
25, 100 g in glass bottle

13453

Other Notes
Catalyst for the addition of aliphatic and heterocyclic aldehydes to α,β-unsaturated ketones, nitriles and esters1,2,3

References

PubChem Literature

From Data Sources

• 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).

Bioactivity

PubChem BioAssay

Molecule

ID:90581