25115
2-(Chloromethyl)quinoline hydrochloride
purum, ≥97.0% (AT)
Synonym(s):
α-Chloroquinaldine hydrochloride
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About This Item
Empirical Formula (Hill Notation):
C10H8ClN · HCl
CAS Number:
Molecular Weight:
214.09
Beilstein:
3565832
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
grade
purum
Assay
≥97.0% (AT)
mp
183-187 °C (lit.)
184-189 °C
solubility
methanol: soluble 0.1 g/5mL, clear, colorless to faintly brownish-yellow
SMILES string
Cl[H].ClCc1ccc2ccccc2n1
InChI
1S/C10H8ClN.ClH/c11-7-9-6-5-8-3-1-2-4-10(8)12-9;/h1-6H,7H2;1H
InChI key
WDETYCRYUBGKCE-UHFFFAOYSA-N
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General description
2-(Chloromethyl)quinoline hydrochloride reacts with syn-proximal bis[(2-pyridylmethyI)oxy]calix[4]arene in the presence of Cs2CO3 to give chiral calix[4]arenes.
Application
2-(Chloromethyl)quinoline hydrochloride has been used in the preparation of:
- 4-chlorophenyl 4-(quinolin-2-ylmethyl)piperazine-1-carboxylate
- 4-chlorophenyl 4-(pyridin-2-ylmethyl)piperazine-1-carboxylate
- 4-(trifluoromethyl)phenyl 4-(quinolin-2-ylmethyl)piperazine-1-carboxylate
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Lowik DWPM and Lowe CR.
European Journal of Organic Chemistry, 15, 282-282 (2001)
Stereoselective synthesis and optical resolution of chiral calix [4] arenes with mixed ligating functionalities.
Pappalardo S, et al.
Tetrahedron Letters, 32(52), 7747-7750 (1991)
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