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258156

Sigma-Aldrich

Desyl bromide

97%

Synonym(s):

2-Bromo-2-phenylacetophenone

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About This Item

Linear Formula:
C6H5CH(Br)COC6H5
CAS Number:
Molecular Weight:
275.14
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

97%

form

powder

mp

56-58 °C (lit.)

SMILES string

BrC(c1ccccc1)C(=O)c2ccccc2

InChI

1S/C14H11BrO/c15-13(11-7-3-1-4-8-11)14(16)12-9-5-2-6-10-12/h1-10,13H

InChI key

ZFFBIQMNKOJDJE-UHFFFAOYSA-N

General description

Reaction of cesium N-carbobenzyloxyglycylphenylalanate with desyl bromide in DMF has been investigated.

Application

Desyl bromide has been used in:
  • synthesis of phosphate esters of benzoin and benzoinyl N-carbobenzyloxyglycylphenylalanate
  • novel chemiluminogenic reaction for the sensitive determination of Arg-containing peptides

Pictograms

CorrosionExclamation mark

Signal Word

Danger

Hazard Statements

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1B - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Chemiluminogenic reaction of or its analogues.
Yonekura S, et al.
Analytical Sciences, 13, 479-479 (1997)
Photolabile benzoin and furoin esters of a biologically active peptide.
Peach JM, et al.
Tetrahedron, 51(36), 10013-10024 (1995)
Roberta Pascolutti et al.
Cell reports, 27(10), 3049-3061 (2019-06-06)
Adaptor protein 2 (AP2) is a major constituent of clathrin-coated pits (CCPs). Whether it is essential for all forms of clathrin-mediated endocytosis (CME) in mammalian cells is an open issue. Here, we demonstrate, by live TIRF microscopy, the existence of

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