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43095

Sigma-Aldrich

Diphenylmaleic anhydride

suitable for fluorescence, ≥98.0% (HPLC)

Synonym(s):

3,4-Diphenyl-2,5-furandione

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About This Item

Empirical Formula (Hill Notation):
C16H10O3
CAS Number:
4808-48-4
Molecular Weight:
250.25
Beilstein/REAXYS Number:
191180
EC Number:
225-370-2
MDL number:
MFCD00005521
UNSPSC Code:
12352200
PubChem Substance ID:
57650144

assay

≥98.0% (HPLC)

mp

155-159 °C

solubility

DMF: soluble

fluorescence

λex 284 nm; λem 506 nm (after derivatization with hexylamine)

suitability

suitable for fluorescence

SMILES string

O=C1OC(=O)C(c2ccccc2)=C1c3ccccc3

InChI

1S/C16H10O3/c17-15-13(11-7-3-1-4-8-11)14(16(18)19-15)12-9-5-2-6-10-12/h1-10H

InChI key

OUJCFCNZIUTYBH-UHFFFAOYSA-N

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Application

Diphenylmaleic anhydride, similar to phthalic anhydride, 3-nitrophthalic anhydride, diphenic anhydride, 1,8-naphthalic anhydride, is used as a precolumn derivatization reagent to facilitate the separation of chiral amine group containing compounds.

Other Notes

Diphenylmaleyl (DPM), a protecting group for amines in carbohydrates and steroids.; DMP derivatives are yellow and fluorescent and can be easily determined[1]

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCBK5174V
1327879
049281/1
042886/1
036099/2

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Shushi Chen et al.
Chirality, 16(5), 318-330 (2004-04-08)
A variety of compounds containing amines (i.e., amino acids, amino alcohols, etc.) were chemically derivatized with a variety of electrophilic tagging reagents to elucidate the chiral recognition sites on a teicoplanin-bonded chiral stationary phase (CSP) and on R-naphthylethylcarbamate-beta-cyclodextrin (RN-beta-CD)-bonded CSP.
U. Zehavi
The Journal of Organic Chemistry, 42, 2819-2819 (1977)
M Pawlowska et al.
Journal of chromatography. A, 666(1-2), 485-491 (1994-04-22)
New pre-column derivatizing reagents: phthalic anhydride, 3-nitrophthalic anhydride, diphenic anhydride, 1,8-naphthalic anhydride and diphenylmaleic anhydride have been developed for resolving chiral compounds having amine groups. Although all of these agents produce derivatives with high molar absorptivities, the later two also

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