346292
4,4-Dimethyl-2-phenyl-2-oxazoline
96%
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About This Item
Empirical Formula (Hill Notation):
C11H13NO
CAS Number:
Molecular Weight:
175.23
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
MDL number:
Assay:
96%
InChI
1S/C11H13NO/c1-11(2)8-13-10(12-11)9-6-4-3-5-7-9/h3-7H,8H2,1-2H3
SMILES string
CC1(C)COC(=N1)c2ccccc2
InChI key
UGNSMKDDFAUGFT-UHFFFAOYSA-N
assay
96%
refractive index
n20/D 1.5322 (lit.)
bp
124 °C/20 mmHg (lit.)
mp
20-24 °C (lit.)
density
1.025 g/mL at 25 °C (lit.)
General description
4,4-Dimethyl-2-phenyl-2-oxazoline is an 2-aryl-2-oxazoline and has been tested as as ligand for the Suzuki coupling reaction of aryl bromides and arylboronic acids. 4,4-Dimethyl-2-phenyl-2-oxazoline forms mildly hygroscopic complexes, of general formulae [ZnX2(ox)2] (ox =4,4-Dimethyl-2-phenyl-2-oxazoline), with ether solutions of [ZnX2] (X = Cl, Br, I).Except ZnI2, which does not form an isolable complex due to steric reasons.
Application
4,4-Dimethyl-2-phenyl-2-oxazoline may be used in the synthesis of an ester-ammonium salt via rupture of oxazoline ring.
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
10 - Combustible liquids
wgk
WGK 3
flash_point_f
217.4 °F - closed cup
flash_point_c
103 °C - closed cup
ppe
Eyeshields, Gloves, type ABEK (EN14387) respirator filter
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Oxazoles XXI. Three Ester Ammonium Salts Resulting from the Rupture of an Oxazoline Ring.
Gossage RA, et al.
Journal of Chemical Crystallography, 40(3), 272-277 (2010)
Oxazoline chemistry-Part IV: Synthesis and characterization of oxazoline complexes of the zinc halides.
Barclay TM, et al.
Canadian Journal of Chemistry, 81(12), 1482-1491 (2003)
Pd (OAc)2/2-aryl-2-oxazolines catalyzed Suzuki coupling reactions of aryl bromides and arylboronic acids.
Tao B and Boykin DW.
Tetrahedron Letters, 43(28), 4955-4957 (2002)
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