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Assay
98%
form
solid
bp
134 °C/15 mmHg (lit.)
mp
31-33 °C (lit.)
density
1.508 g/mL at 25 °C (lit.)
functional group
bromo
ester
phenoxy
SMILES string
BrCC(=O)Oc1ccccc1
InChI
1S/C8H7BrO2/c9-6-8(10)11-7-4-2-1-3-5-7/h1-5H,6H2
InChI key
UEWYUCGVQMZMGY-UHFFFAOYSA-N
General description
Phenyl bromoacetate is an aromatic ester.
Application
Phenyl bromoacetate may be employed as alkylation reagent in the preparation of 2-(phenoxycarbonyl)methyl triazoles. It may be used in the synthesis of the A-ring of cylindrospermopsin. It may be used in the synthesis of the following 4-thiazolidinones:
- 2-{2-[1-(4-hydroxy-6-methyl-2-oxo-2H-pyran-3-yl)ethylidene]hydrazinyl}-1,3-thiazolidin-4-one
- 2-{2-[1-(4-hydroxy-6-methyl-2-oxo-2H-pyran-3-yl)ethylidene]hydrazinyl}-3-methyl-1,3-thiazolidin-4-one
- 3-ethyl-2-{2-[1-(4-hydroxy-6-methyl-2-oxo-2H-pyran-3-yl)ethylidene]hydrazinyl}-1,3-thiazolidin-4-one
- 2-{2-[1-(4-hydroxy-6-methyl-2-oxo-2H-pyran-3-yl)ethylidene] hydrazinyl}-3-phenyl-1,3-thiazolidin-4-one
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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Synthesis and Antimicrobial Activity Evaluation of Novel 4-Thiazolidinones Containing a Pyrone Moiety.
Synthetic Communications, 1-11 (2014)
Bioorganic & medicinal chemistry letters, 19(3), 1022-1025 (2008-12-20)
This letter reports the new entry of novel 1,2,3-triazole derivatives as CB1 receptor antagonists. The design, synthesis and biological evaluation of N1 and N2 substituted 1,2,3-trizoles are described. The N2 substituted, symmetrical 1,2,3-triazoles are more potent ligands than the unsymmetrical
ACS symposium series. American Chemical Society, 1009, 420-442 (2010-06-22)
We report the application of diphenyloxazinone glycinate chiral templates to asymmetric syntheses of cylindrospermospin, 7-epi-cylindrospermopsin, 7-deoxycylindrospermopsin, and spirotryprostatins A and B. Synthetic studies toward quinine, nakadomarin A, and palau'amine using these templates are also described.
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