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Merck

339792

Sigma-Aldrich

3,4-Dibutoxy-3-cyclobutene-1,2-dione

98%

Sinónimos:

Dibutyl squarate

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About This Item

Fórmula lineal:
[CH3(CH2)3O]2C4(=O)2
Número de CAS:
Peso molecular:
226.27
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

98%

form

liquid

refractive index

n20/D 1.494 (lit.)

bp

139 °C/0.5 mmHg (lit.)

density

1.047 g/mL at 25 °C (lit.)

functional group

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

InChI key

XBRWELTXMQSEIN-UHFFFAOYSA-N

Categorías relacionadas

General description

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

Application

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.

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

10 - Combustible liquids

wgk_germany

WGK 3

flash_point_f

235.4 °F - closed cup

flash_point_c

113 °C - closed cup

ppe

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


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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
Yayoi Shimaoka et al.
The Journal of dermatology, 35(3), 151-153 (2008-03-19)
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
Synthesis of novel squaraine dyes and their intermediates.
Tatarets AL, et al.
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F Dall'oglio et al.
The Journal of dermatological treatment, 16(1), 10-14 (2005-05-18)
Severe alopecia areata (AA) may have a chronic relapsing course and is often resistant to current treatments. The aim of our study was to evaluate whether topical immunotherapy with squaric acid dibutylester (SADBE) is able to improve the course of

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