Skip to Content
Merck
All Photos(2)

Key Documents

404276

Sigma-Aldrich

Phenyl bromoacetate

98%

Sign Into View Organizational & Contract Pricing


About This Item

Linear Formula:
BrCH2CO2C6H5
CAS Number:
Molecular Weight:
215.04
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

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

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Synthesis and Antimicrobial Activity Evaluation of Novel 4-Thiazolidinones Containing a Pyrone Moiety.
Nechak R, et al.
Synthetic Communications, 1-11 (2014)
Duen-Ren Hou et al.
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
Robert M Williams et al.
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.

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service