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Merck
CN

M9775

4-(N-Maleimido)benzophenone

Synonym(s):

Benzophenone-4-maleimide

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About This Item

Empirical Formula (Hill Notation):
C17H11NO3
CAS Number:
Molecular Weight:
277.27
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
MDL number:
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reaction suitability

reagent type: cross-linking reagent

solubility

chloroform: 50 mg/mL, DMF: soluble

storage temp.

2-8°C

SMILES string

O=C1C=CC(=O)N1c2ccc(cc2)C(=O)c3ccccc3

InChI

1S/C17H11NO3/c19-15-10-11-16(20)18(15)14-8-6-13(7-9-14)17(21)12-4-2-1-3-5-12/h1-11H

InChI key

OZIZEXQRIOURIJ-UHFFFAOYSA-N

Application

A heterobifunctional cross-linking reagent containing a sulfhydryl-specific group and a photo-active group. Typically, coupled initially by thioether to molecule containing free sulfhydryl buffered at pH 6.8 (6.5-7.0). Second bonding occurs during UV irradiation (250 nm) via diradical excited state. Benzophenones demonstrate greater specificity for C-H insertion and are more stable in water than analogous reagents. In general they are more efficient in attachment because they may be repeatedly irradiated; however, a more intense irradiation may be required. The benzophenone is not sensitive to reduction compared to analogous reagents.


pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves



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