2-(4,5-Dihydro-2-oxazolyl)quinoline

Product Information

Molecular Formula:
C12H10N2O
Molecular Weight:
198.22
Description
2-(4,5-Dihydro-2-oxazolyl)quinoline is a chiral nitrogen ligand for enantioselective synthesis.
Synonyms
2-(2-Quinolinyl)oxazoline, Sigman ligand
IUPAC Name
2-quinolin-2-yl-4,5-dihydro-1,3-oxazole
Canonical SMILES
C1(C2=NCCO2)=NC3=CC=CC=C3C=C1
InChI
InChI=1S/C12H10N2O/c1-2-4-10-9(3-1)5-6-11(14-10)12-13-7-8-15-12/h1-6H,7-8H2
InChI Key
USDSJWOYSHFPND-UHFFFAOYSA-N
Flash Point
Not applicable
Purity
≥96.5% (HPLC)
Storage
Inert atmosphere. Keep cold.

Safety Information

Hazards
H315 - H319
Precautionary Statement
P302 + P352 - P305 + P351 + P338
Signal Word
Warning

Computed Properties

XLogP3
2.1
Hydrogen Bond Donor Count
0
Hydrogen Bond Acceptor Count
3
Rotatable Bond Count
1
Exact Mass
198.079312947 g/mol
Monoisotopic Mass
198.079312947 g/mol
Topological Polar Surface Area
34.5Ų
Heavy Atom Count
15
Formal Charge
0
Complexity
264
Isotope Atom Count
0
Defined Atom Stereocenter Count
0
Undefined Atom Stereocenter Count
0
Defined Bond Stereocenter Count
0
Undefined Bond Stereocenter Count
0
Covalently-Bonded Unit Count
1
Compound Is Canonicalized
Yes

Patents

Publication Number Title Priority Date
US-2021252492-A1 Catalyst for contaminant reduction and methods of use thereof 2020-02-11
PT-109598-B N- (1,2,3-TRIAZOLMETHIL) -3-HYDROXY-3-ARYLOXINDOLES QUIAL NON-RACEMIC 2016-08-26
PT-108570-B TERTIARY 3-HYDROXIOXINDOLE AND 3-ALCOXIOXINDOLE DERIVED COMPOUNDS AS ACETYL CHOLINESTERASE AND BUTYL CHOLINESTERASE INHIBITORS AND PROCESS FOR THEIR OBTAINING 2015-06-23
TW-I710563-B Condensed cyclic compound and organic light-emitting device including the same 2015-03-31
EP-3135670-B1 Tetracarboxylic dianhydride, polyamic acid, polyimide, methods for producing same, and polyamic acid solution 2014-04-23
US-2011054176-A1 Quinoline-oxazoline compounds and their use in oxidation synthesis 2009-09-03
US-8263774-B2 Quinoline-oxazoline compounds and their use in oxidation synthesis 2009-09-03

Literatures

PMID Publication Date Title Journal
22742056 2012-07-18 Palladium-catalyzed allylic cross-coupling reactions of primary and secondary homoallylic electrophiles Journal of the American Chemical Society
21553838 2011-06-01 On the mechanism of the palladium-catalyzed tert-butylhydroperoxide-mediated Wacker-type oxidation of alkenes using quinoline-2-oxazoline ligands Journal of the American Chemical Society
21446720 2011-05-06 Catalyst-controlled Wacker-type oxidation of homoallylic alcohols in the absence of protecting groups The Journal of organic chemistry
21200719 2007-12-06 2-(4,5-Dihydro-1,3-oxazol-2-yl)quinoline Acta crystallographica. Section E, Structure reports online
The molarity calculator equation

Mass (g) = Concentration (mol/L) × Volume (L) × Molecular Weight (g/mol)

The dilution calculator equation

Concentration (start) × Volume (start) = Concentration (final) × Volume (final)

This equation is commonly abbreviated as: C1V1 = C2V2

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