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Merck

339792

Sigma-Aldrich

3,4-Dibutoxy-3-cyclobuten-1,2-dion

98%

Synonym(e):

Dibutyl-squarat

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About This Item

Lineare Formel:
[CH3(CH2)3O]2C4(=O)2
CAS-Nummer:
Molekulargewicht:
226.27
MDL-Nummer:
UNSPSC-Code:
12352100
PubChem Substanz-ID:
NACRES:
NA.22

Qualitätsniveau

Assay

98%

Form

liquid

Brechungsindex

n20/D 1.494 (lit.)

bp

139 °C/0.5 mmHg (lit.)

Dichte

1.047 g/mL at 25 °C (lit.)

Funktionelle Gruppe

ether
ketone

SMILES String

CCCCOC1=C(OCCCC)C(=O)C1=O

InChI

1S/C12H18O4/c1-3-5-7-15-11-9(13)10(14)12(11)16-8-6-4-2/h3-8H2,1-2H3

InChIKey

XBRWELTXMQSEIN-UHFFFAOYSA-N

Allgemeine Beschreibung

3,4-Dibutoxy-3-cyclobutene-1,2-dione is the dialkyl ester of squaric acid.

Anwendung

3,4-Dibutoxy-3-cyclobutene-1,2-dione was used in the synthesis of novel semisquarylium dye, useful for highly selective Hg2+ sensing in aqueous media. It was also employed in the synthesis of 3-butoxy-4-(1,3,3-trimethyl-2,3-dihydro-1H-2-indolylidenemethyl)-3-cyclobutene-1,2-dione, intermediate for the synthesis of squaryl dyes.

Piktogramme

Exclamation mark

Signalwort

Warning

Gefahreneinstufungen

Eye Irrit. 2 - Skin Irrit. 2 - Skin Sens. 1 - STOT SE 3

Zielorgane

Respiratory system

Lagerklassenschlüssel

10 - Combustible liquids

WGK

WGK 3

Flammpunkt (°F)

235.4 °F - closed cup

Flammpunkt (°C)

113 °C - closed cup

Persönliche Schutzausrüstung

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter


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A 57-year-old Japanese male patient with an 18-year history of discoid lupus erythematosus (DLE) presented with alopecia on his scalp, and was clinically diagnosed to have alopecia areata. He was started on topical immunotherapy with squaric acid dibutylester (SADBE) for
Treatment of alopecia areata in children.
Niyati Mukherjee et al.
Pediatric annals, 38(7), 388-395 (2009-08-19)
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The Journal of dermatology, 36(6), 323-327 (2009-06-09)
To study the effect of fexofenadine on extensive alopecia areata (AA), we evaluated retrospectively 121 patients with AA having alopecia in more than 50% of the scalp and followed them for at least 6 months. Patients were treated by immunotherapy
Synthesis of novel squaraine dyes and their intermediates.
Tatarets AL, et al.
Dyes and Pigments, 64(2), 125-134 (2005)
Aaron E Scott et al.
Toxicology and applied pharmacology, 183(1), 66-70 (2002-09-10)
The ability of chemical or pharmaceutical agents to induce allergic contact dermatitis (ACD) is of major health and regulatory concern. As such, tests to identify their sensitizing capacity, such as the guinea pig maximization test and the more recently developed

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