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Sigma-Aldrich

2-Ethyl-9,10-dimethoxyanthracene

97%

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Empirical Formula (Hill Notation):
C18H18O2
CAS Number:
26708-04-3
Molecular Weight:
266.33
MDL number:
MFCD00075578
UNSPSC Code:
12352100
PubChem Substance ID:
24863024
NACRES:
NA.22

Quality Level

200

Assay

97%

mp

117-119 °C (lit.)

SMILES string

CCc1ccc2c(OC)c3ccccc3c(OC)c2c1

InChI

1S/C18H18O2/c1-4-12-9-10-15-16(11-12)18(20-3)14-8-6-5-7-13(14)17(15)19-2/h5-11H,4H2,1-3H3

InChI key

SURWYRGVICLUBJ-UHFFFAOYSA-N

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General description

2-Ethyl-9,10-dimethoxyanthracene (EDMA) has been reported as a potential anthracene photosensitizer for diaryliodonium and triarylsulfonium salts.
2-Ethyl-9,10-dimethoxyanthracene is reported to possess antihistaminic activity. Photoinduced electron transfer from the singlet excited state of 2-ethyl-9,10-dimethoxyanthracene to CCl4 has been reported. The photosensitized reductions of 4-cyanobenzylmethylphenyl sulfonium tetrafluoroborate by 2-ethyl-9,10-dimethoxyanthracene excited singlet state is reported to yield phenyl methyl sulfide.

Application

2-Ethyl-9,10-dimethoxyanthracene (EDA) has been used as sensitizer and its photoinduced (fluorescence quenching) reaction with 4-cyanobenzyl chloride has been studied.
2-Ethyl-9,10-dimethoxyanthracene may be employed as photosensitizer, to accelerate the photopolymerization. It may be employed as photosensitizer for enhancing the polymerization of benzothiazolium salts.

Pictograms

Health hazardEnvironment
GHS08,GHS09

Signal Word

Danger

Hazard Statements

H350,H410

Precautionary Statements

P201 - P273 - P308 + P313

Hazard Classifications

Aquatic Acute 1 - Aquatic Chronic 1 - Carc. 1B

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)

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Photosensitized reduction of sulfonium salts: Evidence for nondissociative electron transfer.
Wang X, et al.
Journal of the American Chemical Society, 121(8), 4364-4368 (1999)
Novel N-methylbenzothiazolium salts as hardeners for epoxy and acrylate monomers.
Takahashi E, et al.
Journal of Polymer Science Part A: Polymer Chemistry, 41(23), 3828-3837 (2003)
Stepwise and concerted pathways in photoinduced and thermal electron-transfer/bond-breaking reactions. Experimental illustration of similarities and contrasts.
Pause L, et al.
Journal of the American Chemical Society, 123(21), 4886-4895 (2001)
Anthracene electron-transfer photosensitizers for onium salt induced cationic photopolymerizations.
Crivello JV and Jang M.
Journal of Photochemistry and Photobiology A: Chemistry, 159(2), 173-188 (2003)
Photocationic and radical polymerizations of epoxides and acrylates by novel sulfonium salts.
Takahashi E, et al.
Journal of Polymer Science Part A: Polymer Chemistry, 41(23), 3816-3827 (2003)
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