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
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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.)
SMILES string
CC1(C)COC(=N1)c2ccccc2
InChI
1S/C11H13NO/c1-11(2)8-13-10(12-11)9-6-4-3-5-7-9/h3-7H,8H2,1-2H3
InChI key
UGNSMKDDFAUGFT-UHFFFAOYSA-N
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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.
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
Target Organs
Respiratory system
Storage Class Code
10 - Combustible liquids
WGK
WGK 3
Flash Point(F)
217.4 °F - closed cup
Flash Point(C)
103 °C - closed cup
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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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)
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)
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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