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Sigma-Aldrich

4,4-Dimethyl-2-phenyl-2-oxazoline

96%

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Empirical Formula (Hill Notation):
C11H13NO
CAS Number:
19312-06-2
Molecular Weight:
175.23
MDL number:
MFCD00030446
UNSPSC Code:
12352100
PubChem Substance ID:
24861389
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.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

WGK

WGK 3

Flash Point(F)

217.4 °F

Flash Point(C)

103 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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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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